Trifluoroacetic acid → 4-(3-Pyridin-3-yl-phenyl)-8-trifluoromethyl-7-vinyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 498693Notes

Reaction equation

HRID 498693 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([CH:14]=[CH2:15])[C:11]([C:16]([F:19])([F:18])[F:17])=[CH:10][C:9]=1[NH:20][C:21](=[O:37])[CH2:22][C:23](=O)[C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]2[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=2)[CH:25]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[N:32]1[CH:33]=[CH:34][CH:35]=[C:30]([C:26]2[CH:25]=[C:24]([C:23]3[CH2:22][C:21](=[O:37])[NH:20][C:9]4[CH:10]=[C:11]([C:16]([F:17])([F:18])[F:19])[C:12]([CH:14]=[CH2:15])=[CH:13][C:8]=4[N:7]=3)[CH:29]=[CH:28][CH:27]=2)[CH:31]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86589378{2-[3-Oxo-3-(3-pyridin-3-yl-phenyl)-propionylamino]-4-trifluoromethyl-5-vinyl-phenyl}-carbamic acid tert-butyl ester

Product 1

HCID 223176054-(3-Pyridin-3-yl-phenyl)-8-trifluoromethyl-7-vinyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from {2-[3-oxo-3-(3-pyridin-3-yl-phenyl)-propionylamino]-4-trifluoromethyl-5-vinyl-phenyl}-carbamic acid tert-butyl ester (Example M194) (273 mg, 0.52 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a white solid (127 mg, 60%).

Sources & evidence

ORD record
ord-22f512cc0bef483da8d9e51deed6e013
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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