Sodium Methoxide → Dimethyl 3-hydroxy-5-(3-methoxy-3-oxopropyl)furo[2,3-c]pyridine-2,4-dicarboxylate

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Reaction Steps

To a solution of dimethyl 5-(2-methoxy-2-oxoethoxy)-2-(3-methoxy-3-oxopropyl)pyridine-3,4-dicarboxylate (2.20 g, 5.96 mmol) in methanol (60 mL) was added sodium methoxide (0.805 g, 14.9 mmol) at 80° C., and the mixture was stirred for 30 min. The resulting precipitate was collected by filtration, washed with methanol, and dissolved in 1M hydrochloric acid (10 mL). The mixture was extracted with ethyl acetate and the extract was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by recrystallization (ethyl acetate/diisopropyl ether) to give the title compound (1.35 g, yield 67%).

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