3-Chloropyridine-2-carboxylic acid → N-((5-Bromopyridin-3-yl)methyl)-3-chloropicolinamide

HRID 1774779Notes

Reaction equation

HRID 1774779 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][NH2:9])[CH:5]=[N:6][CH:7]=1.[Cl:10][C:11]1[C:12]([C:17](O)=[O:18])=[N:13][CH:14]=[CH:15][CH:16]=1>>[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][NH:9][C:17](=[O:18])[C:12]2[C:11]([Cl:10])=[CH:16][CH:15]=[CH:14][N:13]=2)[CH:5]=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 8246323-Chloropyridine-2-carboxylic acidHCID 229922643-(Aminomethyl)-5-bromopyridine

Product 1

HCID 86679147N-((5-Bromopyridin-3-yl)methyl)-3-chloropicolinamide

Procedure

In analogy to the procedure described for the preparation of example 75, coupling of (5-bromopyridin-3-yl)methanamine with 3-chloro-pyridine-2-carboxylic acid gave the title compound as off-white solid. MS: 326.2 and 328.2 (M+H+).

Sources & evidence

ORD record
ord-7c37a80578ac4551b3dc786875f5f392
Source dataset
uspto-grants-2016_02
Patent number
US09260408B2

Reaction notes

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