Potassium Carbonate → Dimethyl 5-(2-methoxy-2-oxoethoxy)-2-(3-methoxy-3-oxopropyl)pyridine-3,4-dicarboxylate

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Reaction Steps

To a mixture of dimethyl 5-hydroxy-2-(3-methoxy-3-oxopropyl)pyridine-3,4-dicarboxylate (5.10 g, 17.2 mmol) and potassium carbonate (12.3 g, 69.0 mmol) in acetone (100 mL) was added methyl bromoacetate (3.26 mL, 34.4 mmol) at room temperature, and the mixture was stirred for 30 min. The solvent was evaporated under reduced pressure, the residue was diluted with water, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=10/90→40/60) to give the title compound (5.14 g, yield 81%).

Provenance & Evidence