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

HRID 2382777Notes

Reaction equation

HRID 2382777 reaction equation
[Br: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>>[Br: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 252159395-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine

Product 1

HCID 25212514N-(5-bromo[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-bromo[1,2,4]triazolo[1,5-a]pyridin-2-amine ((A3), 5.0 g; 23.5 mmol; 1.0 eq.) and nicotinoyl chloride hydrochloride (8.36 g; 47.0 mmol; 2.0 eq.) as a grey powder (5.86 g, 78%). HPLC, Rt: 1.24 min. (purity 97.4%). LC/MS, M+(ESI): 319.0, M−(ESI): 318.3.

Sources & evidence

ORD record
ord-86ae9306dcce47e28909ba4e1955a62f
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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