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

HRID 859506
Notes
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Reaction equation

HRID 859506 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14](=[O:21])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:10][C:9]=1[NH:22][C:23](=[O:32])[CH2:24][C:25](=O)[C:26]1[S:27][CH:28]=[CH:29][CH:30]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:14]([C:11]1[CH:12]=[CH:13][C:8]2[N:7]=[C:25]([C:26]3[S:27][CH:28]=[CH:29][CH:30]=3)[CH2:24][C:23](=[O:32])[NH:22][C:9]=2[CH:10]=1)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86588008[4-Benzoyl-2-(3-oxo-3-thiophen-2-yl-propionylamino)-phenyl]-carbamic acid tert.-butyl ester

Product 1

HCID 222247008-Benzoyl-4-thiophen-2-yl-1,3-dihydro-benzo[b][1,4]diazepin-2-oneYield 19.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared from [4-benzoyl-2-(3-oxo-3-thiophen-2-yl-propionylamino)-phenyl]-carbamic acid tert.-butyl ester (Example K19) (54 mg, 0.12 mmol) by treatment with TFA in CH2Cl2 according to the general procedure M. Obtained as a yellow solid (8 mg).

Sources & evidence

ORD record
ord-7581a50939e5494ea6e03d5251811e57
Source dataset
uspto-grants-2006_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07151098B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes