INSTRUCTION stringlengths 285 6.82k | RESPONSE stringlengths 44 24.5k |
|---|---|
Here is a chemical reaction formula: Reactants are aryl halide:C1COCCN1C2=CC(=O)N3C=CC=C(C3=N2)C4=CC=CC5=C4SC6=C5C=C(C=C6)OS(=O)(=O)C(F)(F)F, amount is: 0.00011200000153621659 MOLE;amine:CNC(=O)CN1CCOCC1, amount is: 0.00022400000307243317 MOLE,Reagents are Base:[O-]P(=O)([O-])[O-].[K+].[K+].[K+], amount is: 1.119999978... | The condition of this chemical reaction is: In a microwave vial, under nitrogen, at room temperature, a solution of 6-(2-morpholino-4-oxo-4H-pyrido[1,2-a]pyrimidin-9-yl)dibenzo[b,d]thiophen-2-yl trifluoromethanesulfonate (63 mg, 0.11 mmol) in dry toluene (1 mL) was added to a stirred mixture of N-methyl-2-morpholinoace... |
Here is a chemical reaction formula: Reactants are aryl halide:CC1=CC(=NC2=C1CN(CC(O2)C3=NC(=CS3)C)C)Cl, amount is: 0.0005970000056549907 MOLE;amine:CN1C=C(C=N1)C2=C(N=C(C=C2)N)OC, amount is: 0.0005970000056549907 MOLE,Reagents are Base:CC(C)(C)[O-].[Na+], amount is: 0.0009549999958835542 MOLE,Solvents are Solvent:CC1=... | The condition of this chemical reaction is: 8-chloro-4,6-dimethyl-2-(4-methylthiazol-2-yl)-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (185 mg, 0.60 mmol), 6-methoxy-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine (122 mg, 0.60 mmol), Pd2dba3 (13.67 mg, 0.01 mmol), BINAP (18.59 mg, 0.03 mmol) and SODIUM TERT-BUTOXIDE (92... |
Here is a chemical reaction formula: Reactants are aryl halide:CC(=O)NC1=CN=C(C=N1)Br, amount is: 0.004629999864846468 MOLE;amine:CN1CCNCC1, amount is: 0.023099999874830246 MOLE,Reagents are Base:CC(C)(C)[O-].[K+], amount is: 0.009259999729692936 MOLE,Solvents are Solvent:CN(C)C=O, amount is: 0.0 ,Catalysts are metal a... | The condition of this chemical reaction is: 1-methylpiperazine (2.318 g, 23.14 mmol), N-(5-bromopyrazin-2-yl)acetamide (1 g, 4.63 mmol), tri-tert-butylphosphine (1.873 g, 9.26 mmol), tris(dibenzylideneacetone)dipalladium (0.085 g, 0.09 mmol) and potassium 2-methylpropan-2-olate (1.039 g, 9.26 mmol) were suspended in DM... |
Here is a chemical reaction formula: Reactants are amine:C1=CC(=CN=C1)N, amount is: 0.0010100000072270632 MOLE;aryl halide:C1=CN=C(C=C1Cl)Cl, amount is: 0.0010100000072270632 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.00203000009059906 MOLE,Solvents are Solvent:C1COCCO1, amount is: 0.0 ,Catalysts ... | The condition of this chemical reaction is: pyridin-3-amine (95 mg, 1.01 mmol), 2,4-dichloropyridine (0.151 mL, 1.01 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (70.4 mg, 0.12 mmol) and cesium carbonate (660 mg, 2.03 mmol) were stirred in dioxane (5 mL). The mixture was purged with nitrogen for 10 minutes. ... |
Here is a chemical reaction formula: Reactants are aryl halide:CC1=CC(=NC2=C1CN(CC(O2)C3CCCO3)C)Cl, amount is: 0.0010000000474974513 MOLE;amine:CN1C=C(C=N1)C2=C(N=C(C=C2)N)OC, amount is: 0.0010000000474974513 MOLE,Reagents are Base:CC(C)(C)[O-].[Na+], amount is: 0.0020099999383091927 MOLE,Solvents are Solvent:CC1=CC=CC... | The condition of this chemical reaction is: 6-methoxy-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine (205 mg, 1.00 mmol), Pd2(dba)3 (22.99 mg, 0.03 mmol), BINAP (31.3 mg, 0.05 mmol) and SODIUM TERT- BUTOXIDE (193 mg, 2.01 mmol) were placed in a round bottomed flask. The flask was stoppered with a septum and flushed with a... |
Here is a chemical reaction formula: Reactants are aryl halide:CCOC(=O)C1=CC(=O)C2=C(O1)C(=CC(=C2)OC)Br, amount is: 0.00610999995842576 MOLE;amine:C1CN(CCN1)CC2=CC=CC=C2, amount is: 0.006730000022798777 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.008559999987483025 MOLE,Solvents are Solvent:CC1=CC=... | The condition of this chemical reaction is: Tris(dibenzylideneacetone)dipalladium(0) (0.280 g, 0.31 mmol), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.457 g, 0.73 mmol), ethyl 8-bromo-6-methoxy-4-oxo-4H-chromene-2-carboxylate (2 g, 6.11 mmol), 1-benzylpiperazine (1.169 mL, 6.73 mmol) and cesium carbonate (2.79 g, 8.... |
Here is a chemical reaction formula: Reactants are aryl halide:CC1=CC(=CC(=C1NC(=O)CC(C)(C)C)C)Br, amount is: 0.0006709999870508909 MOLE;amine:C1COCCN1, amount is: 0.000805000017862767 MOLE,Reagents are Base:CC(C)(C)[O-].[K+], amount is: 0.0009399999980814755 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,Cata... | The condition of this chemical reaction is: Exemplar cmpd from , though employing slightly different Buchwald-Hartwig coupling conditions. Tris(dibenzylidenacetone)dipalladium(0) (31 mg, 0.03 mmol) and 2'-(dicyclohexylphosphino)-N,N-dimethylbiphenyl-2-amine (27 mg, 0.07 mmol) were stirred in anhydrous toluene (3 mL) f... |
Here is a chemical reaction formula: Reactants are amine:C1COCCN1, amount is: 0.0008040000102482736 MOLE;aryl halide:CC1=CC(=CC(=C1NC(=O)CC2CCCC2)C)Br, amount is: 0.0006699999794363976 MOLE,Reagents are Base:CC(C)(C)[O-].[K+], amount is: 0.0009399999980814755 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,Cata... | The condition of this chemical reaction is: Exemplar cmpd from, though employing slightly different Buchwald-Hartwig coupling conditions. Tris(dibenzylidenacetone)dipalladium(0) (31 mg, 0.03 mmol) and 2'-(dicyclohexylphosphino)-N,N-dimethylbiphenyl-2-amine (27 mg, 0.07 mmol) were stirred in anhydrous toluene (3 mL) fo... |
Here is a chemical reaction formula: Reactants are aryl halide:COC1=C(C=CC(=C1)Br)OCC2=CC=CC=C2, amount is: 0.0034099998883903027 MOLE;amine:C[C@@H]1CNCCN1C(=O)OC(C)(C)C, amount is: 0.0035800000187009573 MOLE,Reagents are Base:CC(C)(C)[O-].[Na+], amount is: 0.004780000075697899 MOLE,Solvents are Solvent:CC1=CC=CC=C1, a... | The condition of this chemical reaction is: To (R)-tert-butyl 2-methylpiperazine-1-carboxylate (0.717 g, 3.58 mmol), TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (0.094 g, 0.10 mmol) and 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.085 g, 0.14 mmol) and Sodium tert-butoxide (0.459 g, 4.78 mmol) was added a solution of 1-... |
Here is a chemical reaction formula: Reactants are amine:CCONC(=O)C1=CC=CC=C1N, amount is: 0.0006670000148005784 MOLE;aryl halide:CC1=NN(C(=C1)NC2=NC=C(C(=C2)I)C(F)(F)F)C, amount is: 0.0003929999948013574 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 3.930000093532726e-05 MOLE,Solvents are Solvent:C1CO... | The condition of this chemical reaction is: (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (22.71 mg, 0.04 mmol), diacetoxypalladium (4.41 mg, 0.02 mmol), 2-amino-N-ethoxybenzamide (120 mg, 0.67 mmol), N-(1,3-dimethyl-1H-pyrazol-5-yl)-4-iodo-5-(trifluoromethyl)pyridin-2-amine (150 mg, 0.39 mmol) and cesium c... |
Here is a chemical reaction formula: Reactants are aryl halide:CC1=NN(C(=C1)NC2=NC=C(C(=C2)I)C(F)(F)F)C, amount is: 0.0003929999948013574 MOLE;amine:C1=CC=C(C(=C1)C(=O)NOCCO)N, amount is: 0.0006670000148005784 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 3.930000093532726e-05 MOLE,Solvents are Solvent... | The condition of this chemical reaction is: (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (22.71 mg, 0.04 mmol), diacetoxypalladium (4.41 mg, 0.02 mmol), 2-amino-N-(2-hydroxyethoxy)benzamide (131 mg, 0.67 mmol), N-(1,3-dimethyl-1H-pyrazol-5-yl)-4-iodo-5-(trifluoromethyl)pyridin-2-amine (150 mg, 0.39 mmol) a... |
Here is a chemical reaction formula: Reactants are amine:CC1=NN(C=N1)C2=CC=C(C=C2)N, amount is: 1.8200000340584666e-05 MOLE;aryl halide:CN1C[C@H](OC2=C(C1)C=CC(=N2)Cl)C3=CC=CC=C3, amount is: 1.8200000340584666e-05 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 9.100000170292333e-06 MOLE,Solvents are Sol... | The condition of this chemical reaction is: A solution of (R)-8-chloro-4-methyl-2-phenyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (5.00 mg, 0.02 mmol) and 4-(3-methyl-1H-1,2,4-triazol-1-yl)aniline (3.17 mg, 0.02 mmol) in DME (.5 mL) was added via a syringe to a capped microwave vial containing PALLADIUM(II) ACETAT... |
Here is a chemical reaction formula: Reactants are aryl halide:CN1C[C@H](OC2=C(C1)C=CC(=N2)Cl)C3=CC=CC=C3, amount is: 1.8200000340584666e-05 MOLE;amine:CC1=NN(C=N1)C2=CC=C(C=C2)N, amount is: 1.8200000340584666e-05 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 2.7300000510876998e-05 MOLE,Solvents are So... | The condition of this chemical reaction is: A solution of (R)-8-chloro-4-methyl-2-phenyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (5.00 mg, 0.02 mmol) and 4-(3-methyl-1H-1,2,4-triazol-1-yl)aniline (3.17 mg, 0.02 mmol) in DME (.5 mL) was added via a syringe to a capped microwave vial containing PALLADIUM(II) ACETAT... |
Here is a chemical reaction formula: Reactants are amine:CC1=NN(C=N1)C2=CC=C(C=C2)N, amount is: 1.8200000340584666e-05 MOLE;aryl halide:CN1C[C@H](OC2=C(C1)C=CC(=N2)Cl)C3=CC=CC=C3, amount is: 1.8200000340584666e-05 MOLE,Reagents are Base:CC(C)(C)[O-].[K+], amount is: 2.7300000510876998e-05 MOLE,Solvents are Solvent:COCC... | The condition of this chemical reaction is: A solution of (R)-8-chloro-4-methyl-2-phenyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (5.00 mg, 0.02 mmol) and 4-(3-methyl-1H-1,2,4-triazol-1-yl)aniline (3.17 mg, 0.02 mmol) in DME (0.5 mL) was added via a syringe to a capped microwave vial containing PALLADIUM(II) ACETA... |
Here is a chemical reaction formula: Reactants are amine:CC1=NN(C=N1)C2=CC=C(C=C2)N, amount is: 1.8200000340584666e-05 MOLE;aryl halide:CN1C[C@H](OC2=C(C1)C=CC(=N2)Cl)C3=CC=CC=C3, amount is: 1.8200000340584666e-05 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 2.7300000510876998e-05 MOLE,Solvents are So... | The condition of this chemical reaction is: A solution of (R)-8-chloro-4-methyl-2-phenyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (5.00 mg, 0.02 mmol) and 4-(3-methyl-1H-1,2,4-triazol-1-yl)aniline (3.17 mg, 0.02 mmol) in DME (.5 mL) was added via a syringe to a capped microwave vial containing PALLADIUM(II) ACETAT... |
Here is a chemical reaction formula: Reactants are amine:CC1=NN(C=N1)C2=CC=C(C=C2)N, amount is: 1.8200000340584666e-05 MOLE;aryl halide:CN1C[C@H](OC2=C(C1)C=CC(=N2)Cl)C3=CC=CC=C3, amount is: 1.8200000340584666e-05 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 2.7300000510876998e-05 MOLE,Solvents are So... | The condition of this chemical reaction is: A solution of (R)-8-chloro-4-methyl-2-phenyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (5.00 mg, 0.02 mmol) and 4-(3-methyl-1H-1,2,4-triazol-1-yl)aniline (3.17 mg, 0.02 mmol) in DME (.5 mL) was added via a syringe to a capped microwave vial containing Pd2(dba)3 (0.833 mg,... |
Here is a chemical reaction formula: Reactants are aryl halide:C1=CC2=C(C=C(O2)C(=O)N)C(=C1)Br, amount is: 0.0024999999441206455 MOLE;amine:C1CNCCN1, amount is: 0.012500000186264515 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.004999999888241291 MOLE,Solvents are Solvent:C1CCOC1, amount is: 0.0 ,Cat... | The condition of this chemical reaction is: The crude product from EN03731-54-001, 4-bromobenzofuran-2-carboxamide (0.600 g, 2.5 mmol), was dissolved in THF (18 mL) and water (18.00 mL). To this mixture were added piperazine (1.077 g, 12.50 mmol), Cesium carbonate (1.629 g, 5.00 mmol), Tris(dibenzylideneacetone)dipalla... |
Here is a chemical reaction formula: Reactants are amine:CC(C)(C)OC(=O)N1CCNCC1, amount is: 0.0009260000078938901 MOLE;aryl halide:CC1=C(C(=CC=C1)Br)[N+](=O)[O-], amount is: 0.0009260000078938901 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.00203999993391335 MOLE,Solvents are Solvent:C1COCCO1, amoun... | The condition of this chemical reaction is: tert-butyl piperazine-1-carboxylate (172 mg, 0.93 mmol) and 1-bromo-3-methyl-2-nitrobenzene (0.124 mL, 0.93 mmol), were added to a stirred solution of diacetoxypalladium (20.78 mg, 0.09 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (107 mg, 0.19 mmol) and c... |
Here is a chemical reaction formula: Reactants are aryl halide:C1=CC(=C(C=C1Br)F)C=O, amount is: 0.0032999999821186066 MOLE;amine:CC(C)(C)OC(=O)N, amount is: 0.00395999988541007 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.004689999856054783 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,Ca... | The condition of this chemical reaction is: A solution of 4-bromo-2-fluorobenzaldehyde (0.670 g, 3.30 mmol) dissolved in toluene (10 mL) was treated with tert-butyl carbamate (0.464 g, 3.96 mmol), rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (0.164 g, 0.26 mmol), Bis(dibenzylideneacetone)palladium (0.076 g, 0.13 mmo... |
Here is a chemical reaction formula: Reactants are aryl halide:C1=CC(=C(C=C1Br)F)C=O, amount is: 0.015200000256299973 MOLE;amine:CC(C)(C)OC(=O)N, amount is: 0.018300000578165054 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.02160000056028366 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,Cat... | The condition of this chemical reaction is: A solution of 4-bromo-2-fluorobenzaldehyde (3.09 g, 15.22 mmol) dissolved in toluene (40 mL) was treated with tert-butyl carbamate (2.140 g, 18.27 mmol), rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (0.758 g, 1.22 mmol), Bis(dibenzylideneacetone)palladium (0.350 g, 0.61 mm... |
Here is a chemical reaction formula: Reactants are aryl halide:C1=CC=C(C=C1)I, amount is: 0.0021800000686198473 MOLE;amine:CC(C)(C)OC(=O)NCCC1CCNCC1, amount is: 0.001500000013038516 MOLE,Reagents are Base:[O-]P(=O)([O-])[O-].[K+].[K+].[K+], amount is: 0.003000000026077032 MOLE,Solvents are Solvent:COCCOC, amount is: 0.... | The condition of this chemical reaction is: To a solution of tert-butyl 2-(piperidin-4-yl)ethylcarbamate (0.342 g, 1.5 mmol) in anhydrous DME were added iodobenzene (0.444 g, 2.18 mmol), bis(tri-t- butylphosphine)palladium(0) (0.077 g, 0.15 mmol) and potassium phosphate (0.245 mL, 3.00 mmol). The reaction was heated to... |
Here is a chemical reaction formula: Reactants are aryl halide:CN(C)C(=O)C1=CC2=C(O1)C(=CC=C2)Br, amount is: 0.0048500001430511475 MOLE;amine:C1CN(CCN1)CC2=CC=CC=C2, amount is: 0.006300000008195639 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0067900000140070915 MOLE,Solvents are Solvent:C1COCCO1, a... | The condition of this chemical reaction is: The mixture of Tris(dibenzylideneacetone)dipalladium(0) (0.222 g, 0.24 mmol) and 2-Dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl (0.231 g, 0.48 mmol) in dioxane (10 mL) (degassed with argon for 5 min) was heated at 95 °C under argon for 5 min . This was transfer... |
Here is a chemical reaction formula: Reactants are aryl halide:C1=CC=C(C=C1)Br, amount is: 0.0009549999958835542 MOLE;amine:CC(C)(C)OC(=O)NCCC1CCNCC1, amount is: 0.001500000013038516 MOLE,Reagents are Base:CC(C)(C)[O-].[Na+], amount is: 0.00019099999917671084 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,Cata... | The condition of this chemical reaction is: palladium(II) acetate (21.45 mg, 0.10 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (111 mg, 0.19 mmol) were placed in a round-bottomed vessel that was filled with nitrogen. Toluene (0.8 mL) was added and the mixture was heated to 50°C for 30 min. sodiu... |
Here is a chemical reaction formula: Reactants are amine:C1CN(CCN1)CCC2=CC=CC=C2, amount is: 0.00025400001322850585 MOLE;aryl halide:C1=CC2=C(C(=C1)Br)OC=C2, amount is: 0.00025400001322850585 MOLE,Reagents are Base:CC(C)(C)[O-].[Na+], amount is: 0.0003549999964889139 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0... | The condition of this chemical reaction is: A dried Radley tube was charged with rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (6.32 mg, 10.15 µmol), Tris(dibenzylideneacetone)dipalladium(0) (4.65 mg, 5.08 µmol) and Sodium tert- butoxide (34.1 mg, 0.36 mmol). Argon atmosphere was introduced and toluene (3ml) was adde... |
Here is a chemical reaction formula: Reactants are aryl halide:COC1=C(C=C(C=C1)Br)[N+](=O)[O-], amount is: 0.0006459999713115394 MOLE;amine:C[C@@H]1CNC[C@@H](N1)C, amount is: 0.0019399999873712659 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0009699999936856329 MOLE,Solvents are Solvent:C1COCCO1, am... | The condition of this chemical reaction is: To a solution of 4-bromo-1-methoxy-2-nitrobenzene (150 mg, 0.65 mmol) in dioxane (4 mL) was added (2R,6S)-2,6-dimethylpiperazine (221 mg, 1.94 mmol) followed by cesium carbonate (316 mg, 0.97 mmol), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (56.4 mg, 0.09 mmol) and diacetox... |
Here is a chemical reaction formula: Reactants are aryl halide:COC1=C(C=C(C=C1)Br)[N+](=O)[O-], amount is: 0.006459999829530716 MOLE;amine:C[C@@H]1CNC[C@@H](N1)C, amount is: 0.01940000057220459 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.009700000286102295 MOLE,Solvents are Solvent:C1COCCO1, amount... | The condition of this chemical reaction is: To a solution of 4-bromo-1-methoxy-2-nitrobenzene (1500 mg, 6.46 mmol) in dioxane (40 mL) was added (2R,6S)-2,6-dimethylpiperazine (2215 mg, 19.39 mmol) followed by cesium carbonate (3159 mg, 9.70 mmol), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (564 mg, 0.91 mmol) and diac... |
Here is a chemical reaction formula: Reactants are aryl halide:CNC(=O)C1=C(C=CC=C1OC)NC2=CC(=NC=C2C(F)(F)F)Cl, amount is: 0.004610000178217888 MOLE;amine:CC1=NN(C(=C1)N)C, amount is: 0.00471000000834465 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.005539999809116125 MOLE,Solvents are Solvent:C1COCCO... | The condition of this chemical reaction is: _2-(2-chloro-5-(trifluoromethyl)pyridin-4-ylamino)-6-methoxy-N-methylbenzamide (1.66 g, 4.61 mmol)_ _,_ _1,3-dimethyl-1H-pyrazol-5-amine (0.523 g, 4.71 mmol)_ _,_ _diacetoxypalladium (0.083 g, 0.37 mmol)_ _,_ _(9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (0.427 g... |
Here is a chemical reaction formula: Reactants are aryl halide:CC(C)OCC1CN(CC2=C(O1)N=C(C=C2)Cl)C, amount is: 0.0005799999926239252 MOLE;amine:CC1=CN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.0005799999926239252 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0017399999778717756 MOLE,Solvents are Solvent:C... | The condition of this chemical reaction is: 8-chloro-2-(isopropoxymethyl)-4-methyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (0.157 g, 0.58 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (0.118 g, 0.58 mmol), Palladium acetate (0.013 g, 0.06 mmol), 2-(Dicyclohexylphosphino)biphenyl (0.020 g, 0.06 mmol) and C... |
Here is a chemical reaction formula: Reactants are aryl halide:CN1C[C@H](OC2=C(C1)C=CC(=N2)Cl)C3=CC=CC=C3, amount is: 0.0006549999816343188 MOLE;amine:CC1=NN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.0006549999816343188 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.001970000099390745 MOLE,Solvents are So... | The condition of this chemical reaction is: (R)-8-chloro-4-methyl-2-phenyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (180 mg, 0,66 mmol), 3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)aniline (134 mg, 0,66 mmol), Palladium acetate (14,71 mg, 0,07 mmol), 2-(Dicyclohexylphosphino)biphenyl (22,96 mg, 0,07 mmol) and Cesi... |
Here is a chemical reaction formula: Reactants are aryl halide:CC1=C(C(=NN1C)C)NC2=NC=C(C(=C2)I)C(F)(F)F, amount is: 0.0019199999514967203 MOLE;amine:CONC(=O)C1=CC=CC=C1N, amount is: 0.0032599999103695154 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0038300000596791506 MOLE,Solvents are Solvent:C1CO... | The condition of this chemical reaction is: 2-amino-N-methoxybenzamide (541 mg, 3.26 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (166 mg, 0.29 mmol), cesium carbonate (1249 mg, 3.83 mmol) and diacetoxypalladium (38.7 mg, 0.17 mmol) were added to a stirred solution of 4-iodo-5-(trifluoromethyl)-N-(1... |
Here is a chemical reaction formula: Reactants are aryl halide:CCOC(=O)C1=CC2=C(O1)C=CC=C2Br, amount is: 0.009290000423789024 MOLE;amine:C1CN(CCN1)CC2=CC=CC=C2, amount is: 0.010200000368058681 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.01209999993443489 MOLE,Solvents are Solvent:C1COCCO1, amount i... | The condition of this chemical reaction is: 20/10 2009 10:10:14 +0200 To ethyl 4-bromobenzofuran-2-carboxylate (2.50 g, 9.29 mmol) and 1-benzylpiperazine (1.776 mL, 10.22 mmol) in dry degassed dioxane (30 mL) were added Cesium carbonate (3.94 g, 12.08 mmol), 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (0.443... |
Here is a chemical reaction formula: Reactants are aryl halide:CCOC(=O)C1=CC2=C(O1)C=CC=C2Br, amount is: 0.003719999920576811 MOLE;amine:C1CN(CCN1)CC2=CC=CC=C2, amount is: 0.00482999999076128 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.004459999967366457 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amou... | The condition of this chemical reaction is: **Purpose:** Buchwald-Hartwig coupling using unpurified ethyl 4-bromobenzofuran-2-carboxylate. The analysis on crude 4-bromobenzofuran-2-carboxylate shows traces of non cyclized and non aromoatized by-products. 2010-03-10 16:38:11: To a 25 mL rounbottomed flask was added et... |
Here is a chemical reaction formula: Reactants are aryl halide:CCOC(=O)C1=CC2=C(O1)C=CC=C2Br, amount is: 0.003719999920576811 MOLE;amine:C1CN(CCN1)CC2=CC=CC=C2, amount is: 0.0033400000538676977 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.00482999999076128 MOLE,Solvents are Solvent:C1COCCO1, amount ... | The condition of this chemical reaction is: ethyl 4-bromobenzofuran-2-carboxylate (1 g, 3.72 mmol), 1-Benzylpiperazine (0.580 mL, 3.34 mmol), Tris(dibenzylideneacetone)dipalladium(0) (0.170 g, 0.19 mmol), 2-Dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl (0.177 g, 0.37 mmol) and CESIUM CARBONATE (1.574 g, 4... |
Here is a chemical reaction formula: Reactants are amine:C1CN(CCN1)CC2=CC=CC=C2, amount is: 0.00482999999076128 MOLE;aryl halide:CCOC(=O)C1=CC2=C(O1)C=CC=C2Br, amount is: 0.003719999920576811 MOLE,Reagents are Base:CC(C)(C)[O-].[K+], amount is: 0.005200000014156103 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0... | The condition of this chemical reaction is: **Purpose:** Buchwald-Hartwig coupling using unpurified ethyl 4-bromobenzofuran-2-carboxylate. The analysis on crude 4-bromobenzofuran-2-carboxylate shows traces of non cyclized and non aromoatized by-products. 2010-03-02 15:25:22: To a 25 mL roundbottomed flask was added e... |
Here is a chemical reaction formula: Reactants are aryl halide:CCOC(=O)C1=CC2=C(O1)C=CC=C2Br, amount is: 0.01860000006854534 MOLE;amine:C1CN(CCN1)CC2=CC=CC=C2, amount is: 0.01860000006854534 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.02419999986886978 MOLE,Solvents are Solvent:C1COCCO1, amount is:... | The condition of this chemical reaction is: ethyl 4-bromobenzofuran-2-carboxylate (5 g, 18.58 mmol), 1-benzylpiperazine (3.22 mL, 18.58 mmol), 2-Dicyclohexylphosphino-2',4',6'-tri-iso- propyl-1,1'-biphenyl (0.886 g, 1.86 mmol), Tris(dibenzylideneacetone)dipalladium(0) (0.851 g, 0.93 mmol) and CESIUM CARBONATE (7.87 g, ... |
Here is a chemical reaction formula: Reactants are amine:C1CNCCC12OCCO2, amount is: 0.0348999984562397 MOLE;aryl halide:C1=CC=NC(=C1)Br, amount is: 0.0348999984562397 MOLE,Reagents are Base:CC(C)(C)[O-].[Na+], amount is: 0.052400000393390656 MOLE,this reaction does not need solvents,Catalysts are metal and ligand:CC(C)... | The condition of this chemical reaction is: The same procrdure as EN03653-93-01. |
Here is a chemical reaction formula: Reactants are aryl halide:C1=CN=C(N=C1Cl)Cl, amount is: 0.001339999958872795 MOLE;amine:C1=CC(=CC(=C1)S(=O)(=O)N)N, amount is: 0.001339999958872795 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.00267999991774559 MOLE,Solvents are Solvent:C1COCCO1, amount is: 0.0 ,... | The condition of this chemical reaction is: 2,4-dichloropyrimidine (200 mg, 1.34 mmol), 3-aminobenzenesulfonamide (231 mg, 1.34 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (93 mg, 0.16 mmol), cesium carbonate (875 mg, 2.68 mmol) and diacetoxypalladium (15.07 mg, 0.07 mmol) were suspended in dioxane... |
Here is a chemical reaction formula: Reactants are aryl halide:CCOC(=O)C1=CC(=CN=C1)Br, amount is: 0.0008689999813213944 MOLE;amine:C1COCCN1, amount is: 0.0009560000034980476 MOLE,Reagents are Base:CC(C)(C)[O-].[Na+], amount is: 4.350000017439015e-05 MOLE,Solvents are Solvent:C1COCCO1, amount is: 0.0 ,Catalysts are met... | The condition of this chemical reaction is: ethyl 5-bromonicotinate (200 mg, 0.87 mmol), morpholine (0.083 mL, 0.96 mmol), sodium 2-methylpropan-2-olate (167 mg, 1.74 mmol), 2'-(dicyclohexylphosphino)-N,N-dimethylbiphenyl-2-amine (17.11 mg, 0.04 mmol) and TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (19.90 mg, 0.02 mmol) w... |
Here is a chemical reaction formula: Reactants are amine:C1COCCN1, amount is: 0.0009560000034980476 MOLE;aryl halide:CCOC(=O)C1=CC(=CN=C1)Br, amount is: 0.0008689999813213944 MOLE,Reagents are Base:CC(C)(C)[O-].[Na+], amount is: 4.350000017439015e-05 MOLE,Solvents are Solvent:C1COCCO1, amount is: 0.0 ,Catalysts are met... | The condition of this chemical reaction is: ethyl 5-bromonicotinate (200 mg, 0.87 mmol), morpholine (0.083 mL, 0.96 mmol), sodium 2-methylpropan-2-olate (167 mg, 1.74 mmol) and 2'-(dicyclohexylphosphino)-N,N-dimethylbiphenyl-2-amine (17.11 mg, 0.04 mmol) were suspended in dioxane (5 mL). The reaction flask was purged w... |
Here is a chemical reaction formula: Reactants are amine:C1COCCN1, amount is: 0.006779999937862158 MOLE;aryl halide:CC(C)(C)OC(=O)C1=CC(=CN=C1)Br, amount is: 0.005419999826699495 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.01080000028014183 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,Ca... | The condition of this chemical reaction is: tert-butyl 5-bromonicotinate (1.4 g, 5.42 mmol), morpholine (0.591 ml, 6.78 mmol), cesium carbonate (3.53 g, 10.85 mmol) and 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.507 g, 0.81 mmol) were dissolved in toluene (20 ml). The reaction flask was purged with nitrogen and dia... |
Here is a chemical reaction formula: Reactants are aryl halide:C1=CC2=C(C=C1Br)NN=C2, amount is: 0.015200000256299973 MOLE;amine:C1=CC=C(C(=C1)N)Cl, amount is: 0.016699999570846558 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.030500000342726707 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ... | The condition of this chemical reaction is: Palladium(II) acetate (0.342 g, 1.52 mmol) and rac-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (1.422 g, 2.28 mmol) were added to a stirred slurry of 2-chloroaniline (1.763 mL, 16.75 mmol), 6-bromo-1H-indazole (3 g, 15.23 mmol) and cesium carbonate (9.92 g, 30.45 mmol) in tol... |
Here is a chemical reaction formula: Reactants are aryl halide:CN1CC(OC2=C(C1)C=CC(=N2)Cl)C3=CC=CC=C3, amount is: 0.00021800000104121864 MOLE;amine:CC1=CN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.0002840000088326633 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0006549999816343188 MOLE,Solvents are Solv... | The condition of this chemical reaction is: 8-chloro-4-methyl-2-phenyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (60.0 mg, 0.22 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (57.7 mg, 0.28 mmol), palladium(II) acetate (4.90 mg, 0.02 mmol), 2-(Dicyclohexylphosphino)biphenyl (7.65 mg, 0.02 mmol) and CS2CO3 (2... |
Here is a chemical reaction formula: Reactants are amine:CN1CCNCC1, amount is: 0.020800000056624413 MOLE;aryl halide:C1=CC(=CC=C1O)Br, amount is: 0.01730000041425228 MOLE,Reagents are Base:[Li+].C[Si](C)(C)[N-][Si](C)(C)C, amount is: 0.039900001138448715 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,Catalysts... | The condition of this chemical reaction is: diacetoxypalladium (0.039 g, 0.17 mmol) was added in one portion to 4-bromophenol (3 g, 17.34 mmol) and 1-methylpiperazine (2.308 mL, 20.81 mmol) in toluene (87 mL) at 25°C under nitrogen. To this was added toluene (87 mL) then a solution of 2,8,9-triisobutyl-2,5,8,9-tetraaza... |
Here is a chemical reaction formula: Reactants are aryl halide:C1OC2=C(C(=CN=C2O1)Cl)N, amount is: 0.0763000026345253 MOLE;amine:C1CC1C(=O)NC2=NC=CC(=C2)Cl, amount is: 0.0763000026345253 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.19099999964237213 MOLE,Solvents are Solvent:C1COCCO1, amount is: 0.0... | The condition of this chemical reaction is: To a stirred solution of N-(4-chloropyridin-2-yl)cyclopropanecarboxamide (15 g, 76.28 mmol) in dioxane (200 mL) was added 6-chloro-[1,3]dioxolo[4,5-b]pyridin-7-amine (13.16 g, 76.28 mmol), cesium carbonate (62.1 g, 190.71 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenyl... |
Here is a chemical reaction formula: Reactants are amine:C1=CC=C(C=C1)CN, amount is: 0.0008849999867379665 MOLE;aryl halide:C1CNC(=O)C2=C1C=C(C=C2)Br, amount is: 0.0002209999947808683 MOLE,Reagents are Base:CC(C)(C)[O-].[K+], amount is: 0.0002209999947808683 MOLE,Solvents are Solvent:CN(C)C=O, amount is: 0.0 ,Catalysts... | The condition of this chemical reaction is: In a 5 mL sealed MW* test tube was 6-bromo-3,4-dihydroisoquinolin-1(2H)-one (50 mg, 0.22 mmol), phenylmethanamine (97 µl, 0.88 mmol), BINAP (6.89 mg, 0.01 mmol) and palladium(II) acetate (2.483 mg, 0.01 mmol) in DMF (500 mL) combined to give a tan suspension. potassium tert-b... |
Here is a chemical reaction formula: Reactants are amine:C1=CC=C(C=C1)CN, amount is: 0.0002209999947808683 MOLE;aryl halide:C1CNC(=O)C2=C1C=C(C=C2)Br, amount is: 0.0002209999947808683 MOLE,Reagents are Base:C[O-].[Na+], amount is: 2.209999911428895e-05 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,Catalysts a... | The condition of this chemical reaction is: In a small MW* sealed test tube was 6-bromo-3,4-dihydroisoquinolin-1(2H)-one (50 mg, 0.22 mmol), phenylmethanamine (24.16 µl, 0.22 mmol), palladium(II) acetate (2.483 mg, 0.01 mmol), Ethylenebis(diphenylphosphine) (8.81 mg, 0.02 mmol) and sodium methoxide (13.14 mg, 0.24 mmol... |
Here is a chemical reaction formula: Reactants are amine:C1=CC=C(C=C1)CN, amount is: 0.0008849999867379665 MOLE;aryl halide:C1CNC(=O)C2=C1C=C(C=C2)Br, amount is: 0.0004419999895617366 MOLE,Reagents are Base:CC(C)(C)[O-].[K+], amount is: 0.0004419999895617366 MOLE,Solvents are Solvent:CN(C)C=O, amount is: 0.0 ,Catalysts... | The condition of this chemical reaction is: **Repeat 02915-84 but use MW* only. Reduce benzylamine from 4 to 2 eqs.** In a 10 mL sealed MW* test tube was 6-bromo-3,4-dihydroisoquinolin-1(2H)-one (100 mg, 0.44 mmol), phenylmethanamine (97 µl, 0.88 mmol), BINAP (13.77 mg, 0.02 mmol) and palladium(II) acetate (4.97 mg, ... |
Here is a chemical reaction formula: Reactants are aryl halide:C1CNC(=O)C2=C1C=C(C=C2)Br, amount is: 0.0002209999947808683 MOLE;amine:C1=CC=C(C=C1)CN, amount is: 0.0008849999867379665 MOLE,Reagents are Base:CC(C)(C)[O-].[K+], amount is: 0.0002209999947808683 MOLE,this reaction does not need solvents,Catalysts are metal... | The condition of this chemical reaction is: **Repeat 02915-84 but use NO solvent** In a 5 mL sealed MW* test tube was 6-bromo-3,4-dihydroisoquinolin-1(2H)-one (50 mg, 0.22 mmol), phenylmethanamine (97 µl, 0.88 mmol), BINAP (6.89 mg, 0.01 mmol) and palladium(II) acetate (2.483 mg, 0.01 mmol) combined to give a tan susp... |
Here is a chemical reaction formula: Reactants are aryl halide:CC(C)OCC1CN(CC2=C(O1)N=C(C=C2)Cl)C(=O)C, amount is: 0.0005660000024363399 MOLE;amine:CC1=CN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.0005660000024363399 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0017000000225380063 MOLE,Solvents are Solv... | The condition of this chemical reaction is: 1-(8-chloro-2-(isopropoxymethyl)-2,3-dihydropyrido[3,2-f][1,4]oxazepin-4(5H)-yl)ethanone (0.169 g, 0.57 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (0.115 g, 0.57 mmol), Palladium acetate (0.013 g, 0.06 mmol), 2-(Dicyclohexylphosphino)biphenyl (0.020 g, 0.06 mmol) a... |
Here is a chemical reaction formula: Reactants are amine:C1=CC=C(C(=C1)N)Cl, amount is: 0.02500000037252903 MOLE;aryl halide:C1=CC(=C(C=C1Br)F)C#N, amount is: 0.02500000037252903 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.05000000074505806 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,Ca... | The condition of this chemical reaction is: Palladium(II) acetate (0.561 g, 2.50 mmol) and rac-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (2.335 g, 3.75 mmol) was added to a stirred slurry of 2-chloroaniline (2.63 mL, 25.00 mmol), 4-bromo-2-fluorobenzonitrile (5 g, 25.00 mmol) and cesium carbonate (16.29 g, 50.00 mmol... |
Here is a chemical reaction formula: Reactants are aryl halide:CC1=CN=C(N=C1C2=C3C=CC=CN3N=C2)Cl, amount is: 0.001550000044517219 MOLE;amine:CC(=O)N1CCC2=CC(=C(C=C21)N)OC, amount is: 0.001550000044517219 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0023300000466406345 MOLE,Solvents are Solvent:C1COC... | The condition of this chemical reaction is: A mixture of 3-(2-chloro-5-methylpyrimidin-4-yl)pyrazolo[1,5-a]pyridine (400 mg, 1.55 mmol), 1-(6-amino-5-methoxyindolin-1-yl)ethanone (341 mg, 1.55 mmol) and diacetoxypalladium (34.9 mg, 0.16 mmol) 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (97 mg, 0.16 mmol) cesium carbona... |
Here is a chemical reaction formula: Reactants are aryl halide:CC1=NN(C(=C1)C2CN(CC3=C(O2)N=C(C=C3)Cl)CC#N)C, amount is: 0.0003370000049471855 MOLE;amine:CC1=CN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.0003370000049471855 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0010100000072270632 MOLE,Solvents ar... | The condition of this chemical reaction is: 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (0.068 g, 0.34 mmol),2-(8-chloro-2-(1,3-dimethyl-1H-pyrazol-5-yl)-2,3-dihydropyrido[3,2-f][1,4]oxazepin-4(5H)-yl)acetonitrile (0.107 g, 0.34 mmol) Palladium acetate (7.56 mg, 0.03 mmol) and Cesium carbonate (0.329 g, 1.01 mmol) ... |
Here is a chemical reaction formula: Reactants are aryl halide:C1=C(C(=CN=C1Cl)C(F)(F)F)I, amount is: 0.0016299999551847577 MOLE;amine:CONC(=O)C1=C(C=CC(=C1)F)N, amount is: 0.0016799999866634607 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0019600000232458115 MOLE,Solvents are Solvent:C1COCCO1, amou... | The condition of this chemical reaction is: 2-chloro-4-iodo-5-(trifluoromethyl)pyridine (0.502 g, 1.63 mmol), 2-amino-5-fluoro-N-methoxybenzamide (0.344 g, 1.68 mmol), diacetoxypalladium (0.029 g, 0.13 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (0.151 g, 0.26 mmol) and cesium carbonate (0.638 g, 1... |
Here is a chemical reaction formula: Reactants are aryl halide:CC1=NN(C=C1NC2=NC=C(C(=C2)I)C(F)(F)F)C, amount is: 0.0002880000101868063 MOLE;amine:CONC(=O)C1=C(C=C(C=C1)F)N, amount is: 0.0004889999981969595 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 4.320000152802095e-05 MOLE,Solvents are Solvent:C1... | The condition of this chemical reaction is: (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (24.98 mg, 0.04 mmol), diacetoxypalladium (5.82 mg, 0.03 mmol), 2-amino-4-fluoro-N- methoxybenzamide (90 mg, 0.49 mmol), N-(1,3-dimethyl-1H-pyrazol-4-yl)-4-iodo-5-(trifluoromethyl)pyridin-2-amine (110 mg, 0.29 mmol) an... |
Here is a chemical reaction formula: Reactants are amine:CC1=CN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.0009599999757483602 MOLE;aryl halide:C1[C@H](OC2=C(CN1CC#N)C=CC(=N2)Cl)C3=CC=CC=C3, amount is: 0.0009599999757483602 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0028800000436604023 MOLE,Solvents ar... | The condition of this chemical reaction is: 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (195 mg, 0.96 mmol), (R)-2-(8-chloro-2-phenyl-2,3-dihydropyrido[3,2-f][1,4]oxazepin-4(5H)-yl)acetonitrile (288 mg, 0.96 mmol) Palladium acetate (21.55 mg, 0.10 mmol) and Cesium carbonate (938 mg, 2.88 mmol) were added in a micro... |
Here is a chemical reaction formula: Reactants are aryl halide:C1[C@H](OC2=C(CN1CCO)C=CC(=N2)Cl)C3=CC=CC=C3, amount is: 0.0003279999946244061 MOLE;amine:CC1=NN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.0003279999946244061 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0009840000420808792 MOLE,Solvents are... | The condition of this chemical reaction is: 3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)aniline (67.0 mg, 0.33 mmol), (R)-2-(8-chloro-2-phenyl-2,3-dihydropyrido[3,2-f][1,4]oxazepin-4(5H)-yl)ethanol (100 mg, 0.33 mmol), Palladium acetate (7.37 mg, 0.03 mmol), 2-(Dicyclohexylphosphino)biphenyl (11.50 mg, 0.03 mmol) and C... |
Here is a chemical reaction formula: Reactants are aryl halide:C1=CN=C(N=C1)Cl, amount is: 0.0004920000210404396 MOLE;amine:CC1=CN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.0004920000210404396 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0014799999771639705 MOLE,Solvents are Solvent:COCCOC, amount is: 0... | The condition of this chemical reaction is: 2-Chloropyrimidine (0.056 g, 0.49 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (0.100 g, 0.49 mmol), Palladium acetate (0.011 g, 0.05 mmol), 2-(Dicyclohexylphosphino)biphenyl (0.017 g, 0.05 mmol) and Cesium carbonate (0.481 g, 1.48 mmol) were placed in a microwave v... |
Here is a chemical reaction formula: Reactants are aryl halide:C1=CN=C(C=C1CO)Cl, amount is: 0.0006970000104047358 MOLE;amine:CNC1=CC=C(C=C1)F, amount is: 0.0007660000119358301 MOLE,Reagents are Base:CC(C)(C)[O-].[K+], amount is: 0.0028800000436604023 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,Catalysts ar... | The condition of this chemical reaction is: In a 50 mL round-bottomed flask (t=g) was (2-chloropyridin-4-yl)methanol (.1 g, 0.70 mmol), Pd2dba3 (0.032 g, 0.03 mmol), and biphenyl-2-yldicyclohexylphosphine (0.024 g, 0.07 mmol) in toluene (6 mL) to give a dark red solution. 4-fluoro-N-methylaniline (0.096 g, 0.77 mmol) a... |
Here is a chemical reaction formula: Reactants are amine:CNC1=CC=C(C=C1)F, amount is: 0.00039999998989515007 MOLE;aryl halide:C1=C(C=NC=C1Br)Br, amount is: 0.00047900000936351717 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0005990000208839774 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,... | The condition of this chemical reaction is: In a 50 mL round-bottomed flask (t=g) was 4-fluoro-N-methylaniline (.05 g, 0.40 mmol), 3,5-dibromopyridine (0.114 g, 0.48 mmol), and Pd2(dba)3 (0.018 g, 0.02 mmol) in toluene (16 mL) ([VOLUME]) to give a purple suspension. biphenyl-2-yldicyclohexylphosphine (0.021 g, 0.06 mmo... |
Here is a chemical reaction formula: Reactants are aryl halide:C1=C(C=NC=C1Br)Br, amount is: 0.009589999914169312 MOLE;amine:CNC1=CC=C(C=C1)F, amount is: 0.00798999983817339 MOLE,Reagents are Base:CC(C)(C)[O-].[K+], amount is: 0.010400000028312206 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,Catalysts are me... | The condition of this chemical reaction is: In a 50 mL round-bottomed flask (t=g) was 4-fluoro-N-methylaniline (1 g, 7.99 mmol), 3,5-dibromopyridine (2.272 g, 9.59 mmol), and Pd2(dba)3 (0.366 g, 0.40 mmol) in toluene (16 mL) ([VOLUME]) to give a purple suspension. biphenyl-2-yldicyclohexylphosphine (0.420 g, 1.20 mmol)... |
Here is a chemical reaction formula: Reactants are aryl halide:CS(=O)(=O)C1=CC=C(C=C1)Br, amount is: 0.006000000052154064 MOLE;amine:C1=C(N=C(C=N1)Cl)N, amount is: 0.006000000052154064 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0004799999878741801 MOLE,Solvents are Solvent:C1COCCO1, amount is: 0.0... | The condition of this chemical reaction is: _1-bromo-4-(methylsulfonyl)benzene (1410 mg, 6.00 mmol)_ _then_ _cesium carbonate (2540 mg, 7.80 mmol)_ _ were successively added to a solution of __6-chloropyrazin-2-amine (777 mg, 6.00 mmol)_ _ _ _1,4-dioxane (20 ml)_ _into a microwave reactor._ _The mixture was purged by ... |
Here is a chemical reaction formula: Reactants are aryl halide:CS(=O)(=O)C1=CC=C(C=C1)Br, amount is: 0.019999999552965164 MOLE;amine:C1=C(N=C(C=N1)Cl)N, amount is: 0.019999999552965164 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0008800000068731606 MOLE,Solvents are Solvent:C1COCCO1, amount is: 0.0... | The condition of this chemical reaction is: _1-bromo-4-(methylsulfonyl)benzene (4.70 g, 19.99 mmol)_ _then_ _cesium carbonate (8.47 g, 25.99 mmol)_ _ were successively added to a solution of __6-chloropyrazin-2-amine (2.59 g, 19.99 mmol)_ _ _ _1,4-dioxane (75 ml)_ _into a microwave reactor._ _The mixture was purged by... |
Here is a chemical reaction formula: Reactants are aryl halide:CC1=C(C(=CC=C1)C)C(=O)NC(C2=CC=C(C=C2)Br)C34CCC(N3C)CC4, amount is: 0.00023400000645779073 MOLE;amine:C1COCCN1, amount is: 0.0009360000258311629 MOLE,Reagents are Base:CC(C)(C)[O-].[K+], amount is: 0.00046800001291558146 MOLE,Solvents are Solvent:CN(C)C=O, ... | The condition of this chemical reaction is: In a CEM microwave vial was N-((4-bromophenyl)(7-methyl-7-azabicyclo[2.2.1]heptan-1-yl)methyl)-2,6-dimethylbenzamide (100 mg, 0.23 mmol), morpholine (0.082 mL, 0.94 mmol), palladium(II) acetate (5.25 mg, 0.02 mmol), BINAP (14.57 mg, 0.02 mmol), and potassium tert-butoxide (52... |
Here is a chemical reaction formula: Reactants are aryl halide:CN1CC(OC2=C(C1)C=CC(=N2)Cl)C3CC3, amount is: 0.0012199999764561653 MOLE;amine:CC1=CN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.0012199999764561653 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0012199999764561653 MOLE,Solvents are Solvent:COC... | The condition of this chemical reaction is: 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (0.249 g, 1.22 mmol), 8-chloro-2-cyclopropyl-4-methyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (0.292 g, 1.22 mmol), Palladium acetate (0.027 g, 0.12 mmol), 2-(Dicyclohexylphosphino)biphenyl (0.043 g, 0.12 mmol) and Cesium c... |
Here is a chemical reaction formula: Reactants are aryl halide:CN1CC(OC2=C(C1)C=CC(=N2)Cl)C3CC3, amount is: 0.00015100000018719584 MOLE;amine:CC1=CN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.00015100000018719584 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.00015100000018719584 MOLE,Solvents are Solvent:... | The condition of this chemical reaction is: 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (0.031 g, 0.15 mmol), 8-chloro-2-cyclopropyl-4-methyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (0.036 g, 0.15 mmol), Palladium acetate (3.39 mg, 0.02 mmol), 2-(Dicyclohexylphosphino)biphenyl (5.29 mg, 0.02 mmol) and Cesium c... |
Here is a chemical reaction formula: Reactants are aryl halide:CN1CC(OC2=C(C1)C=CC(=N2)Cl)C3CC3, amount is: 0.0009299999801442027 MOLE;amine:CC1=CN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.0009299999801442027 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0009299999801442027 MOLE,Solvents are Solvent:COC... | The condition of this chemical reaction is: 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (0.189 g, 0.93 mmol), 8-chloro-2-cyclopropyl-4-methyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (0.222 g, 0.93 mmol), Palladium acetate (0.021 g, 0.09 mmol), 2-(Dicyclohexylphosphino)biphenyl (0.033 g, 0.09 mmol) and Cesium c... |
Here is a chemical reaction formula: Reactants are aryl halide:C1[C@H](OC2=C(CN1CCO)C=CC(=N2)Cl)C3=CC=CC=C3, amount is: 0.0004920000210404396 MOLE;amine:COC1=C(C=CC(=C1)N)C#N, amount is: 0.0004920000210404396 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0014799999771639705 MOLE,Solvents are Solvent:... | The condition of this chemical reaction is: 4-amino-2-methoxybenzonitrile (72.9 mg, 0.49 mmol), (R)-2-(8-chloro-2-phenyl-2,3-dihydropyrido[3,2-f][1,4]oxazepin-4(5H)-yl)ethanol (150 mg, 0.49 mmol), Palladium acetate (11.05 mg, 0.05 mmol), 2-(Dicyclohexylphosphino)biphenyl (17.25 mg, 0.05 mmol)and Cesium carbonate (481 ... |
Here is a chemical reaction formula: Reactants are amine:CC1=CN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.003449999960139394 MOLE;aryl halide:CN1C[C@H](OC2=NC(=NC=C2C1)Cl)C3=CC=CC=C3, amount is: 0.0036299999337643385 MOLE,Reagents are Base:C(=O)([O-])[O-].[K+].[K+], amount is: 0.005179999861866236 MOLE,Solvents are Solvent... | The condition of this chemical reaction is: Purpose: to examine scale-up of microwave conditions established in a previous experiment. Charged a round-bottom flask with a mixture of 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (0.702 g, 3.45 mmol), (R)-2-chloro-6-methyl-8-phenyl-5,6,7,8-tetrahydropyrimido[5,4-f][1,4... |
Here is a chemical reaction formula: Reactants are amine:CC1=CN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.00018099999579135329 MOLE;aryl halide:CN1C[C@H](OC2=NC(=NC=C2C1)Cl)C3=CC=CC=C3, amount is: 0.00018099999579135329 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.00021800000104121864 MOLE,Solvents are ... | The condition of this chemical reaction is: (R)-2-chloro-6-methyl-8-phenyl-5,6,7,8-tetrahydropyrimido[5,4-f][1,4]oxazepine (0.05 g, 0.18 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (0.037 g, 0.18 mmol) (0.65), PALLADIUM(II) ACETATE (1.221 mg, 5.44 µmol), CESIUM CARBONATE (0.071 g, 0.22 mmol) and Tri-tert- but... |
Here is a chemical reaction formula: Reactants are amine:CC1=CN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.00018099999579135329 MOLE;aryl halide:CN1C[C@H](OC2=NC(=NC=C2C1)Cl)C3=CC=CC=C3, amount is: 0.00018099999579135329 MOLE,Reagents are Base:CCC(C)(C)[O-].[Na+], amount is: 0.00019999999494757503 MOLE,Solvents are Solvent:... | The condition of this chemical reaction is: (R)-2-chloro-6-methyl-8-phenyl-5,6,7,8-tetrahydropyrimido[5,4-f][1,4]oxazepine (0.05 g, 0.18 mmol), PALLADIUM(II) ACETATE (1.221 mg, 5.44 µmol) (1.6), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (0.037 g, 0.18 mmol) (0.64), Tri-tert- butylphosphonium tetrafluoriborate (0.0... |
Here is a chemical reaction formula: Reactants are aryl halide:CN1C[C@H](OC2=NC(=NC=C2C1)Cl)C3=CC=CC=C3, amount is: 0.001449999981559813 MOLE;amine:CC1=CN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.0013099999632686377 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0002899999963119626 MOLE,Solvents are Solv... | The condition of this chemical reaction is: (R)-2-chloro-6-methyl-8-phenyl-5,6,7,8-tetrahydropyrimido[5,4-f][1,4]oxazepine (400 mg, 1.45 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (265 mg, 1.31 mmol), Cesium carbonate (709 mg, 2.18 mmol), Palladium(II) acetate (32.6 mg, 0.15 mmol) and 9,9-Dimethyl-4,5-bis(di... |
Here is a chemical reaction formula: Reactants are amine:CC1=CN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.0001049999991664663 MOLE;aryl halide:CN1C[C@H](OC2=NC(=NC=C2C1)Cl)C3=CC=CC=C3, amount is: 0.0001049999991664663 MOLE,Reagents are Base:CC(C)(C)[O-].[Na+], amount is: 1.4700000065204222e-05 MOLE,Solvents are Solvent:CC1... | The condition of this chemical reaction is: The aim is optimization. (R)-2-chloro-6-methyl-8-phenyl-5,6,7,8-tetrahydropyrimido[5,4-f][1,4]oxazepine (29 mg, 0.11 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (21.38 mg, 0.11 mmol), Sodium tert-butoxide (15.16 mg, 0.16 mmol), rac-2,2'-Bis(diphenylphosphino)-1,1'-... |
Here is a chemical reaction formula: Reactants are aryl halide:CN1C[C@H](OC2=NC(=NC=C2C1)Cl)C3=CC=CC=C3, amount is: 0.0002969999914057553 MOLE;amine:CC1=CN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.00035700001171790063 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0011899999808520079 MOLE,Solvents are So... | The condition of this chemical reaction is: Palladium(II) acetate (6.68 mg, 0.03 mmol), 2-(Dicyclohexylphosphino)biphenyl (10.42 mg, 0.03 mmol) and Cesium carbonate (0.388 g, 1.19 mmol) were put in a 5 mL microwave vial and sealed. The vial was flushed with argon. (R)-2-chloro-6-methyl-8-phenyl-5,6,7,8-tetrahydropyrimi... |
Here is a chemical reaction formula: Reactants are amine:CC1=CN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.00010900000052060932 MOLE;aryl halide:CN1C[C@H](OC2=NC(=NC=C2C1)Cl)C3=CC=CC=C3, amount is: 0.00010900000052060932 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 2.1800000467919745e-05 MOLE,Solvents are ... | The condition of this chemical reaction is: The aim is optimization. (R)-2-chloro-6-methyl-8-phenyl-5,6,7,8-tetrahydropyrimido[5,4-f][1,4]oxazepine (30 mg, 0.11 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (22.11 mg, 0.11 mmol), Cesium carbonate (53.2 mg, 0.16 mmol), [Reactants] and 9,9-Dimethyl-4,5-bis(diphe... |
Here is a chemical reaction formula: Reactants are aryl halide:C1[C@H](OC2=NC(=NC=C2CN1CCF)Cl)C3=CC=CC=C3, amount is: 0.0004090000002179295 MOLE;amine:CC1=CN(C=N1)C2=C(C=C(C=C2)N)OC, amount is: 0.0004910000134259462 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0 MOLE,Solvents are Solvent:COCCOC, amo... | The condition of this chemical reaction is: 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (0.118 g, 0.49 mmol), Palladium(II) acetate (9.19 mg, 0.04 mmol), 2-(Dicyclohexylphosphino)biphenyl (0.014 g, 0.04 mmol) and Cesium carbonate (0.00 µmol) were put in a 5 mL microwave vial and sealed and purged with argon. (R)-2-c... |
Here is a chemical reaction formula: Reactants are amine:CC1=NC=CN1C2=CC=C(C=C2)N, amount is: 0.0006960000027902424 MOLE;aryl halide:CC1=NN(C(=C1)C2CN(CC3=C(O2)N=C(C=C3)Cl)CC#N)C, amount is: 0.0006329999887384474 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0019000000320374966 MOLE,Solvents are Solv... | The condition of this chemical reaction is: 4-(2-methyl-1H-imidazol-1-yl)aniline (0.121 g, 0.70 mmol), Palladium acetate (0.014 g, 0.06 mmol) and Cesium carbonate (0.618 g, 1.90 mmol) were added in a microwave vial. The mixture was capped and flushed with argon. 2-(8-chloro-2-(1,3-dimethyl-1H-pyrazol-5-yl)-2,3-dihydro... |
Here is a chemical reaction formula: Reactants are aryl halide:C1[C@H](OC2=C(CN1CCO)C=CC(=N2)Cl)C3=CC=CC=C3, amount is: 0.00039400000241585076 MOLE;amine:C1=CC(=C(C=C1N)Cl)N2C=NC=N2, amount is: 0.00039400000241585076 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.001180000021122396 MOLE,Solvents are S... | The condition of this chemical reaction is: 3-chloro-4-(1H-1,2,4-triazol-1-yl)aniline (77 mg, 0.39 mmol), (R)-2-(8-chloro-2-phenyl-2,3-dihydropyrido[3,2-f][1,4]oxazepin-4(5H)-yl)ethanol (120 mg, 0.39 mmol), Palladium acetate (8.84 mg, 0.04 mmol), 2-(Dicyclohexylphosphino)biphenyl (13.80 mg, 0.04 mmol)and Cesium carbon... |
Here is a chemical reaction formula: Reactants are amine:C1=CN=C(N=C1N)Cl, amount is: 0.001930000027641654 MOLE;aryl halide:C1=CN=CC=C1I, amount is: 0.001930000027641654 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.002319999970495701 MOLE,Solvents are Solvent:C1COCCO1, amount is: 0.0 ,Catalysts are ... | The condition of this chemical reaction is: diacetoxypalladium (0.035 g, 0.15 mmol) was added to a mixture of 2-chloropyrimidin-4-amine (0.250 g, 1.93 mmol), 4-iodopyridine (0.396 g, 1.93 mmol), cesium carbonate (0.755 g, 2.32 mmol) and (R)-(-)-1-[(S)-2-(DICYCLOHEXYLPHOSPHINO)FERROCENYL]ETHYLDI-T-BUTYLPHOSPHINE (0.105 ... |
Here is a chemical reaction formula: Reactants are amine:C1COCCN1, amount is: 0.004999999888241291 MOLE;aryl halide:C1=CC(=CC=C1O)Br, amount is: 0.004999999888241291 MOLE,Reagents are Base:CC(C)(C)[O-].[Na+], amount is: 0.010499999858438969 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,Catalysts are metal and... | The condition of this chemical reaction is: 4-Bromophenol (865 mg, 5 mmol), Tris(dibenzylideneacetone)dipalladium(0) (229 mg, 0.25 mmol), 2-Dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl (238 mg, 0.50 mmol), Morpholine (0.437 mL, 5.00 mmol) and sodium tert-butoxide (1009 mg, 10.50 mmol) were stirred in tol... |
Here is a chemical reaction formula: Reactants are aryl halide:C1=CC2=C(C(=C1)Br)OC=C2, amount is: 0.010200000368058681 MOLE;amine:CC(C)(C)OC(=O)N1CCNCC1, amount is: 0.010200000368058681 MOLE,Reagents are Base:CC(C)(C)[O-].[Na+], amount is: 0.021299999207258224 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,Ca... | The condition of this chemical reaction is: 7-bromobenzofuran (2 g, 10.15 mmol), tert-Butyl 1-piperazinecarboxylate (1.891 g, 10.15 mmol), Tris(dibenzylideneacetone)dipalladium(0) (0.465 g, 0.51 mmol), 2-Dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl (0.484 g, 1.02 mmol) and sodium t-butoxide (1.856 mL, 2... |
Here is a chemical reaction formula: Reactants are aryl halide:C1=CC2=C(C(=C1)Br)OC=C2, amount is: 0.0025400000158697367 MOLE;amine:CC(C)(C)OC(=O)N1CCNCC1, amount is: 0.0025400000158697367 MOLE,Reagents are Base:CC(C)(C)[O-].[Na+], amount is: 0.005330000072717667 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,... | The condition of this chemical reaction is: 7-bromobenzofuran (500 mg, 2.54 mmol), tert-Butyl 1-piperazinecarboxylate (473 mg, 2.54 mmol), Tris(dibenzylideneacetone)dipalladium(0) (116 mg, 0.13 mmol), 2-Dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl (121 mg, 0.25 mmol) and sodium t-butoxide (0.464 mL, 5.33... |
Here is a chemical reaction formula: Reactants are amine:C1CC2=NN=C(N2C1)C3=CC=C(C=C3)N, amount is: 0.00039400000241585076 MOLE;aryl halide:C1[C@H](OC2=C(CN1CCO)C=CC(=N2)Cl)C3=CC=CC=C3, amount is: 0.00039400000241585076 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.001180000021122396 MOLE,Solvents ar... | The condition of this chemical reaction is: 4-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-yl)aniline (79 mg, 0.39 mmol), (R)-2-(8-chloro-2-phenyl-2,3-dihydropyrido[3,2-f][1,4]oxazepin-4(5H)-yl)ethanol (120 mg, 0.39 mmol) Palladium acetate (8.84 mg, 0.04 mmol), 2-(Dicyclohexylphosphino)biphenyl (13.80 mg, 0.04 mmol)... |
Here is a chemical reaction formula: Reactants are aryl halide:COC(=O)C1=C(C=C(C=C1)I)O, amount is: 0.003599999938160181 MOLE;amine:CC(C)(C)OC(=O)N1CCNCC1, amount is: 0.003599999938160181 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.007550000213086605 MOLE,Solvents are Solvent:COCCOC, amount is: 0.0... | The condition of this chemical reaction is: tert-butyl piperazine-1-carboxylate (0.670 g, 3.60 mmol) and methyl 2-hydroxy-4-iodobenzoate (1 g, 3.60 mmol), BINAP (0.224 g, 0.36 mmol), cesium carbonate (2.461 g, 7.55 mmol) were put inDME (18 mL), tris(dibenzylideneacetone)dipalladium(0) (0.165 g, 0.18 mmol) was added las... |
Here is a chemical reaction formula: Reactants are amine:CONC(=O)C1=C(C=CC(=C1)F)N, amount is: 0.028699999675154686 MOLE;aryl halide:CC1=NN(C=C1NC2=NC=C(C(=C2)I)C(F)(F)F)C, amount is: 0.019099999219179153 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.03819999843835831 MOLE,Solvents are Solvent:C1COCC... | The condition of this chemical reaction is: N-(1,3-dimethyl-1H-pyrazol-4-yl)-4-iodo-5-(trifluoromethyl)pyridin-2-amine (7.3 g, 19.10 mmol), 2-amino-5-fluoro-N-methoxybenzamide (5.28 g, 28.66 mmol), diacetoxypalladium (0.214 g, 0.96 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (1.105 g, 1.91 mmol) an... |
Here is a chemical reaction formula: Reactants are amine:CONC(=O)C1=C(C=CC(=C1)F)N, amount is: 0.0003260000084992498 MOLE;aryl halide:CC1=NN(C=C1NC2=NC=C(C(=C2)I)C(F)(F)F)C, amount is: 0.00029600001289509237 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0005920000257901847 MOLE,Solvents are Solvent:C... | The condition of this chemical reaction is: N-(1,3-dimethyl-1H-pyrazol-4-yl)-4-iodo-5-(trifluoromethyl)pyridin-2-amine (113 mg, 0.30 mmol), 2-amino-5-fluoro-N-methoxybenzamide (60 mg, 0.33 mmol) and Cesium carbonate (193 mg, 0.59 mmol) in degassed dioxane (4 mL) under nitrogen at room temperature were degassed (nitrog... |
Here is a chemical reaction formula: Reactants are aryl halide:CC1=NN(C=C1NC2=NC=C(C(=C2)I)C(F)(F)F)C, amount is: 0.0094200000166893 MOLE;amine:CONC(=O)C1=C(C=CC(=C1)F)N, amount is: 0.014100000262260437 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0009420000133104622 MOLE,Solvents are Solvent:C1COCC... | The condition of this chemical reaction is: 2-amino-5-fluoro-N-methoxybenzamide (2.60 g, 14.13 mmol), N-(1,3-dimethyl-1H-pyrazol-4-yl)-4-iodo-5-(trifluoromethyl)pyridin-2-amine (3.6 g, 9.42 mmol) (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (0.545 g, 0.94 mmol) diacetoxypalladium (0.106 g, 0.47 mmol) and c... |
Here is a chemical reaction formula: Reactants are aryl halide:CC1=NN(C(=C1)NC2=NC=C(C(=C2)I)C(F)(F)F)C, amount is: 0.009159999899566174 MOLE;amine:CNC(=O)C1=C(C=C(C=C1)F)N, amount is: 0.013700000010430813 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0009159999899566174 MOLE,Solvents are Solvent:C1C... | The condition of this chemical reaction is: 2-amino-4-fluoro-N-methylbenzamide (2.310 g, 13.74 mmol), N-(1,3-dimethyl-1H-pyrazol-5-yl)-4-iodo-5-(trifluoromethyl)pyridin-2-amine (3.5 g, 9.16 mmol) (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (0.530 g, 0.92 mmol) diacetoxypalladium (0.103 g, 0.46 mmol) and c... |
Here is a chemical reaction formula: Reactants are amine:COC1=CC=CC(=C1C(=O)NOC)N, amount is: 0.00022200000239536166 MOLE;aryl halide:CC1=NN(C(=C1)NC2=NC=C(C(=C2)I)C(F)(F)F)C, amount is: 0.00013099999341648072 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.00026199998683296144 MOLE,Solvents are Solven... | The condition of this chemical reaction is: N-(1,3-dimethyl-1H-pyrazol-5-yl)-4-iodo-5-(trifluoromethyl)pyridin-2-amine (50 mg, 0.13 mmol), 2-amino-N,6-dimethoxybenzamide (43.6 mg, 0.22 mmol), diacetoxypalladium (1.469 mg, 6.54 µmol), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (8.15 mg, 0.01 mmol) and cesium carbonate ... |
Here is a chemical reaction formula: Reactants are amine:COC1=CC=CC(=C1C(=O)NOC)N, amount is: 0.00022200000239536166 MOLE;aryl halide:CC1=NN(C(=C1)NC2=NC=C(C(=C2)I)C(F)(F)F)C, amount is: 0.00013099999341648072 MOLE,Reagents are Base:C(=O)([O-])[O-].[K+].[K+], amount is: 0.00026199998683296144 MOLE,Solvents are Solvent:... | The condition of this chemical reaction is: N-(1,3-dimethyl-1H-pyrazol-5-yl)-4-iodo-5-(trifluoromethyl)pyridin-2-amine (50 mg, 0.13 mmol), 2-amino-N,6-dimethoxybenzamide (43.6 mg, 0.22 mmol), diacetoxypalladium (1.469 mg, 6.54 µmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (7.57 mg, 0.01 mmol) and pot... |
Here is a chemical reaction formula: Reactants are amine:COC1=CC=CC(=C1C(=O)NOC)N, amount is: 0.10100000351667404 MOLE;aryl halide:CC1=NN(C(=C1)NC2=NC=C(C(=C2)I)C(F)(F)F)C, amount is: 0.059700001031160355 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.005969999823719263 MOLE,Solvents are Solvent:C1COC... | The condition of this chemical reaction is: N-(1,3-dimethyl-1H-pyrazol-5-yl)-4-iodo-5-(trifluoromethyl)pyridin-2-amine (22.8 g, 59.67 mmol), 2-amino-N,6-dimethoxybenzamide (19.90 g, 101.43 mmol), diacetoxypalladium (0.670 g, 2.98 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (3.45 g, 5.97 mmol) and c... |
Here is a chemical reaction formula: Reactants are amine:COC1=CC=CC(=C1C(=O)NOC)N, amount is: 0.0013800000306218863 MOLE;aryl halide:CC1=NN(C(=C1)NC2=NC=C(C(=C2)I)C(F)(F)F)C, amount is: 0.0009169999975711107 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.001829999964684248 MOLE,Solvents are Solvent:C1... | The condition of this chemical reaction is: N-(1,3-dimethyl-1H-pyrazol-5-yl)-4-iodo-5-(trifluoromethyl)pyridin-2-amine (351 mg, 0.92 mmol), 2-amino-N,6-dimethoxybenzamide (270 mg, 1.38 mmol) and Cesium carbonate (598 mg, 1.83 mmol) in degassed dioxane (8 mL) under nitrogen at room temperature were allowed to stir, deg... |
Here is a chemical reaction formula: Reactants are amine:CC1=NN(C(=C1)N)C, amount is: 0.030700000002980232 MOLE;aryl halide:CNC(=O)C1=C(C=C(C=C1)F)NC2=CC(=NC=C2C(F)(F)F)Cl, amount is: 0.025599999353289604 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.030700000002980232 MOLE,Solvents are Solvent:C1COC... | The condition of this chemical reaction is: 2-(2-chloro-5-(trifluoromethyl)pyridin-4-ylamino)-4-fluoro-N-methylbenzamide (8.9 g, 25.60 mmol), 1,3-dimethyl-1H-pyrazol-5-amine (3.41 g, 30.72 mmol), diacetoxypalladium (0.460 g, 2.05 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (2.370 g, 4.10 mmol) and ... |
Here is a chemical reaction formula: Reactants are amine:CC1=NN(C(=C1)N)C, amount is: 0.006899999920278788 MOLE;aryl halide:CNC(=O)C1=C(C=C(C=C1)F)NC2=CC(=NC=C2C(F)(F)F)Cl, amount is: 0.005750000011175871 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.006899999920278788 MOLE,Solvents are Solvent:C1COC... | The condition of this chemical reaction is: 2-(2-chloro-5-(trifluoromethyl)pyridin-4-ylamino)-4-fluoro-N-methylbenzamide (2 g, 5.75 mmol), 1,3-dimethyl-1H-pyrazol-5-amine (0.767 g, 6.90 mmol) diacetoxypalladium (0.103 g, 0.46 mmol) (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (0.533 g, 0.92 mmol) and cesi... |
Here is a chemical reaction formula: Reactants are aryl halide:C1=C(N=C(C=N1)Cl)Cl, amount is: 0.001930000027641654 MOLE;amine:CS(=O)(=O)C1=CC=C(C=C1)N, amount is: 0.001930000027641654 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.0021200000774115324 MOLE,Solvents are Solvent:C1COCCO1, amount is: 0.0... | The condition of this chemical reaction is: 2,6-dichloropyrazine (287 mg, 1.93 mmol), 4-(methylsulfonyl)aniline (330 mg, 1.93 mmol), diacetoxypalladium (43.3 mg, 0.19 mmol), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (120 mg, 0.19 mmol) and cesium carbonate (690 mg, 2.12 mmol) in 1,4-dioxane (2 mL) were degazed and st... |
Here is a chemical reaction formula: Reactants are aryl halide:COC1=CC(=CC=C1)Br, amount is: 0.05350000038743019 MOLE;amine:C1CNCCC1C#N, amount is: 0.06419999897480011 MOLE,Reagents are Base:[Li+].C[Si](C)(C)[N-][Si](C)(C)C, amount is: 0.12300000339746475 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,Catalyst... | The condition of this chemical reaction is: Reaction carried out by , work up and purification on this page. piperidine-4-carbonitrile (7.07 g, 64.16 mmol); 1-bromo-3-methoxybenzene (6.77 mL, 53.47 mmol) and diacetoxypalladium (2.401 g, 10.69 mmol) were thoroughly placed under an inert atmoshere. To this was added 2,8... |
Here is a chemical reaction formula: Reactants are aryl halide:COC1=CC(=CC=C1)Br, amount is: 0.0026700000744313 MOLE;amine:C1CNCCC1C#N, amount is: 0.0032099999953061342 MOLE,Reagents are Base:[Li+].C[Si](C)(C)[N-][Si](C)(C)C, amount is: 0.006149999797344208 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,Cataly... | The condition of this chemical reaction is: piperidine-4-carbonitrile (0.353 g, 3.21 mmol); 1-bromo-3-methoxybenzene (0.339 mL, 2.67 mmol) and diacetoxypalladium (0.120 g, 0.53 mmol) were thoroughly placed under an inert atmoshere. To this was added 2,8,9-triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane (0.... |
Here is a chemical reaction formula: Reactants are aryl halide:COC1=CC(=CC=C1)Br, amount is: 0.0026700000744313 MOLE;amine:C1CNCCC1C(=O)N, amount is: 0.0032099999953061342 MOLE,Reagents are Base:[Li+].C[Si](C)(C)[N-][Si](C)(C)C, amount is: 0.006149999797344208 MOLE,Solvents are Solvent:CC1=CC=CC=C1, amount is: 0.0 ,Cat... | The condition of this chemical reaction is: piperidine-4-carboxamide (0.411 g, 3.21 mmol); 1-bromo-3-methoxybenzene (0.339 mL, 2.67 mmol) and diacetoxypalladium (0.120 g, 0.53 mmol) were thoroughly placed under an inert atmoshere. To this was added 2,8,9-triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane (0.0... |
Here is a chemical reaction formula: Reactants are aryl halide:C1=CC2=C(C=C1[N+](=O)[O-])SC(=N2)Br, amount is: 0.003860000055283308 MOLE;amine:CN, amount is: 0.019300000742077827 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 0.00046300000394694507 MOLE,Solvents are Solvent:C1COCCO1, amount is: 0.0 ,Cat... | The condition of this chemical reaction is: methanamine (0.793 mL, 19.30 mmol), 2-bromo-6-nitrobenzo[d]thiazole (1 g, 3.86 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (0.268 g, 0.46 mmol), cesium carbonate (1.886 g, 5.79 mmol) and diacetoxypalladium (0.043 g, 0.19 mmol) were suspended in 1,4-dioxa... |
Here is a chemical reaction formula: Reactants are amine:COC1=C(C=C(C=C1)[N+](=O)[O-])N, amount is: 0.00037900000461377203 MOLE;aryl halide:C1=CC=C2C(=C1)C(=CN2)C3=NC(=NC=C3Cl)Cl, amount is: 0.00037900000461377203 MOLE,Reagents are Base:C(=O)([O-])[O-].[Cs+].[Cs+], amount is: 4.540000009001233e-05 MOLE,Solvents are Sol... | The condition of this chemical reaction is: To a stirred solution of 3-(2,5-dichloropyrimidin-4-yl)-1H-indole (100 mg, 0.38 mmol) in dioxane (10 mL) was added 2-methoxy-5-nitroaniline (63.7 mg, 0.38 mmol), cesium carbonate (247 mg, 0.76 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (26.3 mg, 0.05 ... |
Here is a chemical reaction formula: Reactants are amine:CN1C=C(C=N1)C2=C(N=C(C=C2)N)OC, amount is: 0.0005089999758638442 MOLE;aryl halide:CC1=CC(=NC2=C1CN(CC(O2)CC(F)(F)F)C)Cl, amount is: 0.0005089999758638442 MOLE,Reagents are Base:CC(C)(C)[O-].[Na+], amount is: 3.559999822755344e-05 MOLE,Solvents are Solvent:CC1=CC=... | The condition of this chemical reaction is: 6-methoxy-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine (104 mg, 0.51 mmol), 8-chloro-4,6-dimethyl-2-(2,2,2-trifluoroethyl)-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (150 mg, 0.51 mmol), Sodium tert-butoxide (73.4 mg, 0.76 mmol), rac-2,2'-Bis(diphenylphosphino)-1,1'-binapht... |
Subsets and Splits
No community queries yet
The top public SQL queries from the community will appear here once available.