Trifluoroacetic acid → 8-Phenyl-4-thiophen-3-yl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 1635371Notes

Reaction equation

HRID 1635371 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:30])[CH2:22][C:23](=O)[C:24]1[CH:28]=[CH:27][S:26][CH:25]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:14]1([C:11]2[CH:12]=[CH:13][C:8]3[N:7]=[C:23]([C:24]4[CH:28]=[CH:27][S:26][CH:25]=4)[CH2:22][C:21](=[O:30])[NH:20][C:9]=3[CH:10]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86588003[3-(3-Oxo-3-thiophen-3-yl-propionylamino)-biphenyl-4-yl]-carbamic acid tert.-butyl ester

Product 1

HCID 222247958-Phenyl-4-thiophen-3-yl-1,3-dihydro-benzo[b][1,4]diazepin-2-oneYield 66.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared from [3-(3-oxo-3-thiophen-3-yl-propionylamino)-biphenyl-4-yl]-carbamic acid tert.-butyl ester (Example K14) (110 mg, 0.25 mmol) by treatment with TFA in CH2Cl2 according to the general procedure M. Obtained as a light yellow solid (53 mg).

Sources & evidence

ORD record
ord-3e3c393646d54e508525fe96017ab891
Source dataset
uspto-grants-2003_01
Patent number
US06509328B1

Reaction notes

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