Trifluoroacetic acid → 4-(3-(2-(hydroxymethyl)-6-methylpyridin-4-yl)phenyl)-7-methyl-8-(trifluoromethyl)-1H-benzo[b][1,4]diazepin-2(3H)-one

HRID 498857Notes

Reaction equation

HRID 498857 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:45])[CH2:21][C:22]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]2[CH:35]=[C:34]([CH2:36][O:37]C3CCCCO3)[N:33]=[C:32]([CH3:44])[CH:31]=2)[CH:25]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[OH:37][CH2:36][C:34]1[CH:35]=[C:30]([C:26]2[CH:25]=[C:24]([C:22]3[CH2:21][C:20](=[O:45])[NH:19][C:9]4[CH:10]=[C:11]([C:15]([F:17])([F:16])[F:18])[C:12]([CH3:14])=[CH:13][C:8]=4[N:7]=3)[CH:29]=[CH:28][CH:27]=2)[CH:31]=[C:32]([CH3:44])[N:33]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86589466(RS)-[5-Methyl-2-(3-{3-[2-methyl-6-(tetrahydro-pyran-2-yloxymethyl)-pyridin-4-yl]-phenyl}-3-oxo-propionylamino)-4-trifluoromethyl-phenyl]-carbamic acid tert-butyl ester

Product 1

HCID 223179184-(3-(2-(hydroxymethyl)-6-methylpyridin-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 (RS)-[5-methyl-2-(3-{3-[2-methyl-6-(tetrahydro-pyran-2-yloxymethyl)-pyridin-4-yl]-phenyl}-3-oxo-propionylamino)-4-trifluoromethyl-phenyl]-carbamic acid tert-butyl ester (Example M298) (0.49 g, 0.76 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a light yellow solid (200 mg, 60%).

Sources & evidence

ORD record
ord-a3b83c43d47d4db383b7f73b04685a94
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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