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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874465Generated: October 26, 2026

Isovaleryl chloride → N-(6-{4-methyl-3-[(3-methylbutanoyl)amino]phenoxy}[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide

https://huagongshe.com/reaction/1874465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsovaleryl chlorideHCID 66054—
ReactantN-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamideHCID 57749401—
SolventDimethylacetamideHCID 31374—
SolventSodium BicarbonateHCID 516892—
ProductN-(6-{4-methyl-3-[(3-methylbutanoyl)amino]phenoxy}[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamideHCID 5774912975.5%

Reaction Steps

To a solution of N-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide (185 mg, 0.572 mmol) in N,N-dimethylacetamide (5 mL) was added 3-methylbutanoyl chloride (71.0 μL, 0.579 mmol), and the mixture was stirred at room temperature for 12 hr. The reaction mixture was diluted with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate and filtrated. The filtrate was concentrated under reduced pressure, and the residue was recrystallized from ethanol to give the title compound (176 mg, 72%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304557B2
Source datasetuspto-grants-2012_11
ORD IDord-7e1ba332dfdd4dfd9201220e5c6f2fed
Source noteuspto-grants-2012_11