m-Anisoyl chloride → N-[5-(3-furyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]-3-methoxybenzamide

HRID 2382803Notes

Reaction equation

HRID 2382803 reaction equation
[O: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.[C:16](Cl)(=[O:25])[C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=1>>[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[N:11]3[N:12]=[C:13]([NH:15][C:16](=[O:25])[C:17]4[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=4)[N:14]=[C:10]3[CH:9]=[CH:8][CH:7]=2)=[CH:2]1

Participants

3

Reactant 2

HCID 74374m-Anisoyl chlorideHCID 252159385-(Furan-3-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-amine

Product 1

HCID 25213028N-[5-(3-furyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]-3-methoxybenzamide

Procedure

The title compound was prepared following procedure described for intermediate B1, but starting from 5-(3-furyl)[1,2,4]triazolo[1,5-a]pyridin-2-amine ((A2), 50 mg; 0.25 mmol; 1.0 eq.) and m-anisoyl chloride (85 mg; 0.50 mmol; 2.0 eq.). Crude was purified on SPE NH2 column and the title compound was isolated as a white powder (26.9 mg, 32%). HPLC, Rt: 3.32 min. (purity 89.0%). LC/MS, M+(ESI): 306.4.

Workup

  1. customThe title compound was prepared following procedure
  2. customCrude was purified on SPE NH2 column

Sources & evidence

ORD record
ord-d979b674cdc34c80bd07774b554bf5e5
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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