Butanoic acid, 4-chloro-4-oxo-, methyl ester → Methyl 4-{[5-(3-furyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino}-4-oxobutanoate

HRID 2382792Notes

Reaction equation

HRID 2382792 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]([CH2:20][CH2:21][C:22](Cl)=[O:23])([O:18][CH3:19])=[O:17]>>[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[N:11]3[N:12]=[C:13]([NH:15][C:22](=[O:23])[CH2:21][CH2:20][C:16]([O:18][CH3:19])=[O:17])[N:14]=[C:10]3[CH:9]=[CH:8][CH:7]=2)=[CH:2]1

Participants

3

Reactant 2

HCID 73888Butanoic acid, 4-chloro-4-oxo-, methyl esterHCID 252159385-(Furan-3-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-amine

Product 1

HCID 59437470Methyl 4-{[5-(3-furyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino}-4-oxobutanoate

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), 660 mg; 0.30 mmol; 1.0 eq.) and 3-carbomethoxypropionyl chloride (65 mg, 0.60 mmol; 2.0 eq.) as a white powder (83.5 mg, 88%). HPLC, Rt: 2.40 min. (purity 95.4%). LC/MS, M−(ESI): 313.2.

Sources & evidence

ORD record
ord-8f2b66b15ad44aa5bde40fb57c391e87
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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