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

HRID 498664Notes

Reaction equation

HRID 498664 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][C:15]([F:18])([F:17])[F:16])=[CH:10][C:9]=1[NH:19][C:20](=[O:36])[CH2:21][C:22](=O)[C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([C:29]2[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=2)[CH:24]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[N:31]1[CH:32]=[CH:33][CH:34]=[C:29]([C:25]2[CH:24]=[C:23]([C:22]3[CH2:21][C:20](=[O:36])[NH:19][C:9]4[CH:10]=[C:11]([O:14][C:15]([F:18])([F:17])[F:16])[CH:12]=[CH:13][C:8]=4[N:7]=3)[CH:28]=[CH:27][CH:26]=2)[CH:30]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86589351{2-[3-Oxo-3-(3-pyridin-3-yl-phenyl)-propionylamino]-4-trifluoromethoxy-phenyl}-carbamic acid tert-butyl ester

Product 1

HCID 223178224-(3-Pyridin-3-yl-phenyl)-8-trifluoromethoxy-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-trifluoromethoxy-phenyl}-carbamic acid tert-butyl ester (Example M167) (238 mg, 0.46 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as an off-white solid (137 mg, 75%).

Sources & evidence

ORD record
ord-156d8cf27a3e4274a55ef7eb7b367d11
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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