Synthesis of 2-fluoro-3-methoxypyridine (3): 2-fluoropyridin-3-ol (10 mmol), iodomethane (20 mmol) and potassium carbonate (20 mmol) were mixed in 100 mL of acetone and the reaction was carried out at reflux overnight. Upon completion of the reaction, the inorganic salts were removed by filtration and the solvent was removed by rotary evaporation. The crude product was purified by column chromatography (eluent ratio ethyl acetate:hexane = 1:5) to give a colorless liquid product [19] in 95% yield. The product characterization data were as follows: 1H NMR (CDCl3) δ 7.74-7.75 (m, 1H, C6-H), 7.26-7.31 (m, 1H, C4-H), 7.11-7.15 (m, 1H, C5-H), 3.91 (s, 3H, OMe); 19F NMR (CDCl3) δ 90.15 (s); ESI-MS: 128 (M + 1)+.
