Trifluoroacetic acid → 2-[7-(4-Fluoro-phenyl)-4-oxo-4,5-dihydro-1H-benzo[b][1,4]diazepin-2-yl]-thiophene-3-carbonitrile

HRID 859543Notes

Reaction equation

HRID 859543 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)=[CH:10][C:9]=1[NH:21][C:22](=[O:33])[CH2:23][C:24]([C:26]1[S:27][CH:28]=[CH:29][C:30]=1[C:31]#[N:32])=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:20][C:17]1[CH:18]=[CH:19][C:14]([C:11]2[CH:12]=[CH:13][C:8]3[NH:7][C:24]([C:26]4[S:27][CH:28]=[CH:29][C:30]=4[C:31]#[N:32])=[CH:23][C:22](=[O:33])[NH:21][C:9]=3[CH:10]=2)=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86588039{3-[3-(3-Cyano-thiophen-2-yl)-3-oxo-propionylamino]-4'-fluoro-biphenyl-4-yl}-carbamic acid tert.-butyl ester

Product 1

HCID 222245712-[7-(4-Fluoro-phenyl)-4-oxo-4,5-dihydro-1H-benzo[b][1,4]diazepin-2-yl]-thiophene-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared from {3-[3-(3-cyano-thiophen-2-yl)-3-oxo-propionylamino]-4′-fluoro-biphenyl-4-yl}-carbamic acid tert.-butyl ester (Example K54) by treatment with TFA in CH2Cl2 according to the general procedure M. Obtained as an orange solid (209 mg).

Sources & evidence

ORD record
ord-8e1721f4e11449079c864f1d3e81b414
Source dataset
uspto-grants-2006_12
Patent number
US07151098B2

Reaction notes

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