Trifluoroacetic acid → 4-(3-(2-cyclopentylpyridin-4-yl)phenyl)-7-methyl-8-(trifluoromethyl)-1H-benzo[b][1,4]diazepin-2(3H)-one

HRID 498821Notes

Reaction equation

HRID 498821 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([C:15]([F:18])([F:17])[F:16])=[CH:10][C:9]=1[NH:19][C:20](=[O:41])[CH2:21][C:22]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]2[CH:35]=[CH:34][N:33]=[C:32]([CH:36]3[CH2:40][CH2:39][CH2:38][CH2:37]3)[CH:31]=2)[CH:25]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH:36]1([C:32]2[CH:31]=[C:30]([C:26]3[CH:25]=[C:24]([C:22]4[CH2:21][C:20](=[O:41])[NH:19][C:9]5[CH:10]=[C:11]([C:15]([F:16])([F:18])[F:17])[C:12]([CH3:14])=[CH:13][C:8]=5[N:7]=4)[CH:29]=[CH:28][CH:27]=3)[CH:35]=[CH:34][N:33]=2)[CH2:37][CH2:38][CH2:39][CH2:40]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86589450HCID 86589450, compound

Product 1

HCID 223172794-(3-(2-cyclopentylpyridin-4-yl)phenyl)-7-methyl-8-(trifluoromethyl)-1H-benzo[b][1,4]diazepin-2(3H)-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from (2-{3-[3-(2-cyclopentyl-pyridin-4-yl)-phenyl]-3-oxo-propionylamino}-5-methyl-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester (Example M271) (360 mg, 0.619 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a light yellow solid (135 mg, 47%).

Sources & evidence

ORD record
ord-88227f80302240caa64ed8d3cec75066
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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