Trifluoroacetic acid → 4-(3-Chloro-thiophen-2-yl)-8-phenyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 1745689Notes

Reaction equation

HRID 1745689 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:10][C:9]=1[NH:20][C:21](=[O:31])[CH2:22][C:23]([C:25]1[S:26][CH:27]=[CH:28][C:29]=1[Cl:30])=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:30][C:29]1[CH:28]=[CH:27][S:26][C:25]=1[C:23]1[CH2:22][C:21](=[O:31])[NH:20][C:9]2[CH:10]=[C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:12]=[CH:13][C:8]=2[N:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86588009{3-[3-(3-Chloro-thiophen-2-yl)-3-oxo-propionylamino]-biphenyl-4-yl}-carbamic acid tert.-butyl ester

Product 1

HCID 222249054-(3-Chloro-thiophen-2-yl)-8-phenyl-1,3-dihydro-benzo[b][1,4]diazepin-2-oneYield 125.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared from {3-[3-(3-chloro-thiophen-2-yl)-3-oxo-propionylamino]-biphenyl-4-yl}-carbamic acid tert.-butyl ester (Example K20) (100 mg, 0.21 mmol) by treatment with TFA in CH2Cl2 according to the general procedure M. Obtained as a yellow solid (93 mg).

Sources & evidence

ORD record
ord-af4b34c552964fba9de06d4d7853a1c1
Source dataset
uspto-grants-2006_03
Patent number
US07018998B2

Reaction notes

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