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

HRID 1186188Notes

Reaction equation

HRID 1186188 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([OH:10])=O)=[N:6][CH:7]=1.Cl.[NH2:12][C:13]1[CH:14]=[CH:15][C:16]([F:28])=[C:17]([C@@:19]2([CH3:27])[NH:25][C:24](=[O:26])[CH2:23][CH2:22][O:21][CH2:20]2)[CH:18]=1>>[F:28][C:16]1[CH:15]=[CH:14][C:13]([NH:12][C:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][N:6]=2)=[O:10])=[CH:18][C:17]=1[C@@:19]1([CH3:27])[NH:25][C:24](=[O:26])[CH2:23][CH2:22][O:21][CH2:20]1

Participants

3

Reactant 2

HCID 27628725-Chloro-2-picolinic acidHCID 67468567(R)-3-(5-amino-2-fluoro-phenyl)-3-methyl-[1,4]oxazepan-5-one hydrochloride

Product 1

HCID 674685085-chloro-pyridine-2-carboxylic acid [4-fluoro-3-((R)-3-methyl-5-oxo-[1,4]oxazepan-3-yl)-phenyl]-amide

Procedure

Starting from 5-chloro-pyridine-2-carboxylic acid and (R)-3-(5-amino-2-fluoro-phenyl)-3-methyl-[1,4]oxazepan-5-one hydrochloride, the 5-chloro-pyridine-2-carboxylic acid [4-fluoro-3-((R)-3-methyl-5-oxo-[1,4]oxazepan-3-yl)-phenyl]-amide was obtained as a white solid. MS (ISP): m/z=378.3 [M+H]+.

Sources & evidence

ORD record
ord-7602e4f1262d431382f3b090a210ef6f
Source dataset
uspto-grants-2014_03
Patent number
US08673894B2

Reaction notes

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