Trifluoroacetic acid → 4-[3-(2,6-Dimethyl-pyridin-4-yl)-phenyl]-7-fluoro-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 498719Notes

Reaction equation

HRID 498719 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([F:14])[C:11]([C:15]([F:18])([F:17])[F:16])=[CH:10][C:9]=1[NH:19][C:20](=[O:38])[CH2:21][C:22]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]2[CH:35]=[C:34]([CH3:36])[N:33]=[C:32]([CH3:37])[CH:31]=2)[CH:25]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:37][C:32]1[CH:31]=[C:30]([C:26]2[CH:25]=[C:24]([C:22]3[CH2:21][C:20](=[O:38])[NH:19][C:9]4[CH:10]=[C:11]([C:15]([F:16])([F:17])[F:18])[C:12]([F:14])=[CH:13][C:8]=4[N:7]=3)[CH:29]=[CH:28][CH:27]=2)[CH:35]=[C:34]([CH3:36])[N:33]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86589404(2-{3-[3-(2,6-Dimethyl-pyridin-4-yl)-phenyl]-3-oxo-propionylamino}-5-fluoro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester

Product 1

HCID 223176274-[3-(2,6-Dimethyl-pyridin-4-yl)-phenyl]-7-fluoro-8-trifluoromethyl-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-[3-(2,6-dimethyl-pyridin-4-yl)-phenyl]-3-oxo-propionylamino}-5-fluoro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester (Example M220) (291 mg, 0.533 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a white solid (169 mg, 74%).

Sources & evidence

ORD record
ord-dd6176fed9ac494c93f8b8d2d685015a
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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