Hydrochloric Acid → Methyl 3-bromo-2-pyridinecarboxylate

Participants

Reaction Steps

1.01 g of 3-bromo-2-cyanopyridine was added to methanol (18 mL) solution of 1.55 g of sodium methoxide, and in a nitrogen atmosphere, this was stirred at room temperature for 1.5 hours and then at 70° C. for 2.5 hours. The reaction liquid was cooled to room temperature, and 30 mL of 2 N hydrochloric acid was added thereto and stirred at room temperature for 4 hours. Then, aqueous saturated sodium hydrogencarbonate solution was added to the reaction liquid, and extracted with ethyl acetate. The ethyl acetate layer was washed with saturated saline water, and dried with anhydrous sodium sulfate, and the solvent was evaporated off under reduced pressure. The residue was separated and purified through silica gel column chromatography (hexane/ethyl acetate=9/1 to 4/1) to obtain 135 mg of the entitled compound as a colorless oily substance.

Provenance & Evidence