6-(Bromomethyl)-3-pyridinecarboxylic acid → 6-(bromomethyl)-N-(4-chloro-3-(pyridin-2-yl)phenyl)pyridine-3-carboxamide

HRID 922841Notes

Reaction equation

HRID 922841 reaction equation
[Br:1][CH2:2][C:3]1[N:8]=[CH:7][C:6]([C:9]([OH:11])=O)=[CH:5][CH:4]=1.[Cl:12][C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][C:14]=1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=1>>[Br:1][CH2:2][C:3]1[N:8]=[CH:7][C:6]([C:9]([NH:17][C:16]2[CH:18]=[CH:19][C:13]([Cl:12])=[C:14]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=3)[CH:15]=2)=[O:11])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 218409786-(Bromomethyl)-3-pyridinecarboxylic acidHCID 401519254-Chloro-3-(pyridin-2-yl)aniline

Product 1

HCID 668776406-(bromomethyl)-N-(4-chloro-3-(pyridin-2-yl)phenyl)pyridine-3-carboxamide

Procedure

6-(bromomethyl)pyridine-3-carboxylic acid was coupled to 4-chloro-3-(pyridin-2-yl)aniline as described in general procedure E to yield 6-(bromomethyl)-N-(4-chloro-3-(pyridin-2-yl)phenyl)pyridine-3-carboxamide.

Sources & evidence

ORD record
ord-f3b36bdb7190413bbe180e435edd4e13
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

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