3-Pyridinecarbonyl chloride, hydrochloride (1:1) → N-(5-chloro[1,2,4]triazolo[1,5-a]pyridin-2-yl)nicotinamide

HRID 2382778Notes

Reaction equation

HRID 2382778 reaction equation
[Cl:1][C:2]1[N:7]2[N:8]=[C:9]([NH2:11])[N:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1.Cl.[C:13](Cl)(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[N:16][CH:15]=1>>[Cl:1][C:2]1[N:7]2[N:8]=[C:9]([NH:11][C:13](=[O:20])[C:14]3[CH:19]=[CH:18][CH:17]=[N:16][CH:15]=3)[N:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 214644135-Chloro-[1,2,4]triazolo[1,5-a]pyridin-2-amine

Product 1

HCID 25212516N-(5-chloro[1,2,4]triazolo[1,5-a]pyridin-2-yl)nicotinamide

Procedure

The title compound was prepared following procedure described for intermediate B1, but starting from 5-chloro[1,2,4]triazolo[1,5-a]pyridin-2-amine ((A4), 14.60 g; 86.60 mmol; 1.0 eq.) and nicotinoyl chloride hydrochloride (18.5 g; 104 mmol; 1.2 eq.) as a greenish solid (20.61 g; 87%). HPLC, Rt: 1.19 min. (purity 99.4%). LC/MS, M+(ESI): 274.3, M+(ESI): 272.3.

Sources & evidence

ORD record
ord-d8605f28c67e427ca9974ade58ff1dca
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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