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

HRID 1062154
Notes
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Reaction equation

HRID 1062154 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][C:15]=2[CH3:20])=[CH:10][C:9]=1[NH:21][C:22](=[O:32])[CH2:23][C:24]([C:26]1[S:27][CH:28]=[CH:29][C:30]=1[Cl:31])=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:31][C:30]1[CH:29]=[CH:28][S:27][C:26]=1[C:24]1[CH2:23][C:22](=[O:32])[NH:21][C:9]2[CH:10]=[C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[CH3:20])[CH:12]=[CH:13][C:8]=2[N:7]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86588005{3-[3-(3-Chloro-thiophen-2-yl)-3-oxo-propionylamino]-2'-methyl-biphenyl-4-yl}-carbamic acid tert.-butyl ester

Product 1

HCID 222245664-(3-Chloro-thiophen-2-yl)-8-o-tolyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared from {3-[3-(3-chloro-thiophen-2-yl)-3-oxo-propionylamino]-2′-methyl-biphenyl-4-yl}-carbamic acid tert.-butyl ester (Example K16) by treatment with TFA in CH2Cl2 according to the general procedure M. Obtained as a light yellow powder (60 mg).

Sources & evidence

ORD record
ord-c0a573cd1570448799d98863ca416e9e
Source dataset
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06960578B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes