tert-Butyl acetate → HCID 70819501, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 2-hydroxy-2-{imidazo[1,2-a]pyridin-2-yl}acetate (25b) (153 mg, 0.74 mmol) in tert-butyl acetate (12 mL) at 0° C. was added perchloric acid (1.5 mL). The mixture was stirred at 0° C. for 15 minutes and at room temperature for 45 minutes before being poured into a saturated aqueous solution of sodium hydrogencarbonate (50 mL). The layers were separated and the aqueous layer was extracted with ethyl acetate (2×20 mL). The organic layers were dried over sodium sulfate and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (dichloromethane/ethyl acetate 50/50) to provide the desired product (25c) (108 mg, 0.41 mmol, 55%) as a colorless oil.

Provenance & Evidence