Trifluoroacetic acid → 4-Methyl-8-(trifluoromethoxy)-1,3-dihydro-1,5-benzodiazepin-2-one;2-phenylpyridine

HRID 498685Notes

Reaction equation

HRID 498685 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:34]=[CH:33][CH:32]=[CH:31][N:30]=2)[CH:24]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:25]1([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=2)[CH:24]=[CH:23][CH:28]=[CH:27][CH:26]=1.[CH3:23][C:22]1[CH2:21][C:20](=[O:36])[NH:19][C:9]2[CH:10]=[C:11]([O:14][C:15]([F:18])([F:17])[F:16])[CH:12]=[CH:13][C:8]=2[N:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86589370{2-[3-Oxo-3-(3-pyridin-2-yl-phenyl)-propionylamino]-4-trifluoromethoxy-phenyl}-carbamic acid tert-butyl ester

Product 1

HCID 865894914-Methyl-8-(trifluoromethoxy)-1,3-dihydro-1,5-benzodiazepin-2-one;2-phenylpyridine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from {2-[3-oxo-3-(3-pyridin-2-yl-phenyl)-propionylamino]-4-trifluoromethoxy-phenyl}-carbamic acid tert-butyl ester (Example M186) (255 mg, 0.495 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a light yellow solid (137 mg, 70%).

Sources & evidence

ORD record
ord-024a684e4d5a48969a9601240a6c0ff4
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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