3-Chloro-5-(trifluoromethyl)pyridine-2-carboxylic acid → 3-chloro-5-trifluoromethyl-pyridine-2-carboxylic acid [4-fluoro-3-((R)-3-methyl-5-oxo-[1,4]oxazepan-3-yl)-phenyl]-amide

HRID 1186187Notes

Reaction equation

HRID 1186187 reaction equation
[Cl:1][C:2]1[C:3]([C:12]([OH:14])=O)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.Cl.[NH2:16][C:17]1[CH:18]=[CH:19][C:20]([F:32])=[C:21]([C@@:23]2([CH3:31])[NH:29][C:28](=[O:30])[CH2:27][CH2:26][O:25][CH2:24]2)[CH:22]=1>>[F:32][C:20]1[CH:19]=[CH:18][C:17]([NH:16][C:12]([C:3]2[C:2]([Cl:1])=[CH:7][C:6]([C:8]([F:9])([F:10])[F:11])=[CH:5][N:4]=2)=[O:14])=[CH:22][C:21]=1[C@@:23]1([CH3:31])[NH:29][C:28](=[O:30])[CH2:27][CH2:26][O:25][CH2:24]1

Participants

3

Reactant 2

HCID 28219083-Chloro-5-(trifluoromethyl)pyridine-2-carboxylic acidHCID 67468567(R)-3-(5-amino-2-fluoro-phenyl)-3-methyl-[1,4]oxazepan-5-one hydrochloride

Product 1

HCID 674633013-chloro-5-trifluoromethyl-pyridine-2-carboxylic acid [4-fluoro-3-((R)-3-methyl-5-oxo-[1,4]oxazepan-3-yl)-phenyl]-amide

Procedure

Starting from 3-chloro-5-trifluoromethyl-pyridine-2-carboxylic acid and (R) -3-(5-amino-2-fluoro-phenyl)-3-methyl-[1,4]oxazepan-5-one hydrochloride, the 3-chloro-5-trifluoromethyl-pyridine-2-carboxylic acid [4-fluoro-3-((R)-3-methyl-5-oxo-[1,4]oxazepan-3-yl)-phenyl]-amide was obtained as a light yellow foam. MS (ISP): m/z=446.1 [M+H]+.

Sources & evidence

ORD record
ord-55f269221e424db58ed3e6dc8878d492
Source dataset
uspto-grants-2014_03
Patent number
US08673894B2

Reaction notes

Loading…