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

HRID 498704Notes

Reaction equation

HRID 498704 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([CH2:14][CH3:15])[C:11]([C:16]([F:19])([F:18])[F:17])=[CH:10][C:9]=1[NH:20][C:21](=[O:40])[CH2:22][C:23]([C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([C:31]2[CH:32]=[N:33][C:34]([CH:37]3[CH2:39][CH2:38]3)=[CH:35][CH:36]=2)[CH:26]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH:37]1([C:34]2[N:33]=[CH:32][C:31]([C:27]3[CH:26]=[C:25]([C:23]4[CH2:22][C:21](=[O:40])[NH:20][C:9]5[CH:10]=[C:11]([C:16]([F:18])([F:19])[F:17])[C:12]([CH2:14][CH3:15])=[CH:13][C:8]=5[N:7]=4)[CH:30]=[CH:29][CH:28]=3)=[CH:36][CH:35]=2)[CH2:38][CH2:39]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86589389(2-{3-[3-(6-Cyclopropyl-pyridin-3-yl)-phenyl]-3-oxo-propionylamino}-5-ethyl-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester

Product 1

HCID 223176884-[3-(6-Cyclopropyl-pyridin-3-yl)-phenyl]-7-ethyl-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-(6-cyclopropyl-pyridin-3-yl)-phenyl]-3-oxo-propionylamino}-5-ethyl-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester (Example M205) (201 mg, 0.35 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a light yellow solid (98 mg, 62%).

Sources & evidence

ORD record
ord-7f692e9c9b9848f18397320d47548967
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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