2-Amino-4-methoxypyridine

19798-80-2

124-41-4

10201-73-7

General procedure for the synthesis of 2-amino-4-methoxypyridine from 2-amino-4-chloropyridine and sodium methanol: 4-chloropyridin-2-amine (10 g, 78.1 mmol) was dissolved in sodium methanol solution (50 mL, 1 M) in a sealed reaction tube. The reaction mixture was heated at 145 °C for 6 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography using 10% dichloromethane solution in methanol as eluent to give 7.7 g (79% yield) of 2-amino-4-methoxypyridine as an off-white solid. Mass spectrometry analysis (ESI): m/z = 125.04 [M + H]+, 281.75 [M/2 + H]+. LCMS retention time: tR = 0.17 min.