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

HRID 2382823Notes

Reaction equation

HRID 2382823 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([C:6]2[N:11]3[N:12]=[C:13]([NH2:15])[N:14]=[C:10]3[CH:9]=[CH:8][CH:7]=2)=[CH:2]1.Cl.[C:17](Cl)(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[N:20][CH:19]=1>>[S:1]1[CH:5]=[CH:4][C:3]([C:6]2[N:11]3[N:12]=[C:13]([NH:15][C:17](=[O:24])[C:18]4[CH:23]=[CH:22][CH:21]=[N:20][CH:19]=4)[N:14]=[C:10]3[CH:9]=[CH:8][CH:7]=2)=[CH:2]1

Participants

3

Reactant 2

HCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 252159375-(3-Thienyl)[1,2,4]triazolo[1,5-a]pyridin-2-amine

Product 1

HCID 25213747N-[5-(3-thienyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]nicotinamide

Procedure

The title compound was prepared following procedure described for example 2, but starting from 5-(3-thienyl)[1,2,4]triazolo[1,5-a]pyridin-2-amine ((A1), 82 mg; 0.38 mmol; 1.5 eq.) and nicotinoyl chloride hydrochloride (55 mg; 0.3 mmol; 1.2 eq.) as a beige solid (21 mg, 26%). HPLC, Rt: 2.15 min. (purity 97.3%). LC/MS, M+(ESI): 322.0, M−(ESI): 320.0.

Sources & evidence

ORD record
ord-49d4d022a4714db5a910a92836394025
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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