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

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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.

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