2-Aminonicotinic acid → Methyl 2-aminopyridine-3-carboxylate

Participants

Reaction Steps

2-Amino-nicotinic acid (10.0 g, 72.4 mmol) was dissolved in a mixed solution of methanol (200 mL) and sulfuric acid (10 mL), and the solution was stirred under reflux for 35 hours. A saturated aqueous solution of sodium bicarbonate was added to the reaction solution at 0° C., which was extracted with ethyl acetate, the organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated in vacuo, the residue was purified by NH silica gel column chromatography to obtain the title compound (5.26 g, 34.6 mmol, 48%) as a white solid.

Provenance & Evidence