Ethyl Acetate → Trans-[2-(2-methylpyrazolo[1,5-a]pyridin-4-yl)cyclopropyl]methanol

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Reaction Steps

Under nitrogen atmosphere, to a solution of trans-ethyl 2-(2-methylpyrazolo[1,5-a]pyridin-4-yl)cyclopropanecarboxylate (5.40 g, 22.1 mmol) in tetrahydrofuran (150 mL) was added lithium aluminum hydride (0.750 g, 22.1 mmol) at 0° C., and the mixture was stirred for 30 min. To the reaction mixture were added ethyl acetate, water and 10% aqueous sodium hydroxide solution, and the mixture was extracted with ethyl acetate. The extract was washed with 2 N hydrochloric acid and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by recrystallization (ethyl acetate/hexane) to give the title compound (4.30 g, yield 96%).

Provenance & Evidence