3-Pyridinecarbonyl chloride, hydrochloride (1:1) → N-(5,7-dichloro[1,2,4]triazolo[1,5-a]pyridin-2-yl)nicotinamide

HRID 2382784Notes

Reaction equation

HRID 2382784 reaction equation
[Cl:1][C:2]1[N:7]2[N:8]=[C:9]([NH2:11])[N:10]=[C:6]2[CH:5]=[C:4]([Cl:12])[CH:3]=1.Cl.[C:14](Cl)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[N:17][CH:16]=1>>[Cl:1][C:2]1[N:7]2[N:8]=[C:9]([NH:11][C:14](=[O:21])[C:15]3[CH:20]=[CH:19][CH:18]=[N:17][CH:16]=3)[N:10]=[C:6]2[CH:5]=[C:4]([Cl:12])[CH:3]=1

Participants

3

Reactant 2

HCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 594375625,7-Dichloro-[1,2,4]triazolo[1,5-A]pyridin-2-amine

Product 1

HCID 25212768N-(5,7-dichloro[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 5,7-dichloro[1,2,4]triazolo[1,5-a]pyridin-2-amine (1.00 g; 4.93 mmol; 1.00 eq.) and nicotinoyl chloride hydrochloride (1052.16 mg; 5.91 mmol; 1.20 eq.) as a yellowish solid (1.06 g, 70%). HPLC, Rt 1.61 min. (purity 92.4%). LC/MS, M+(ESI): 307.7, M−(ESI): 305.8.

Sources & evidence

ORD record
ord-fc97babe623d4d06b7bc55385949b7de
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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