Ethylene Glycol → tert-Butyl 1-(4-(8-(2-hydroxyethoxy)-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)phenyl)cyclobutylcarbamate

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Reaction Steps

To a solution of tert-butyl 1-(4-(8-chloro-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)phenyl)cyclobutylcarbamate (50 mg, 0.099 mmol) in DMF (1 mL) were added ethane-1,2-diol (30.8 mg, 0.497 mmol) and potassium tert-butoxide (33.5 mg, 0.298 mmol) under nitrogen. The reaction mixture was stirred at RT overnight, followed by heating at 50° C. for 4 h. The product was extracted with ethyl acetate, washed with water, dried, and purified by chromatography to give the title compound (20 mg, 38%). LCMS (Method J): RT=1.493 min, [M+H]+=529.

Provenance & Evidence