156094-63-2

63071-03-4

156094-63-2

Under nitrogen protection, 1.07 g (6.01 mmol) of N-bromosuccinimide (NBS) and 49.3 mg (0.300 mmol) of azobisisobutyronitrile (AIBN) were dissolved in 8 mL of carbon tetrachloride (CCl4). Subsequently, the mixture was heated to reflux and 0.73 mL (6.00 mmol) of 2-methoxy-6-methylpyridine was slowly added. After keeping the reaction at reflux for 8 hours in an oil bath, the reaction mixture was cooled to room temperature. The crude product was concentrated under reduced pressure and purified by silica gel column chromatography [eluent: chloroform/hexane = 1:1 (v/v)] to afford 619 mg (66% yield) of the target compound 2-(bromomethyl)-6-methoxypyridine as a colorless liquid.1H NMR (400 MHz, CDCl3) δ 7.55 (dd, J = 8.2 Hz, J = 7.3 Hz, 1H ), 7.32 (d, J = 7.3 Hz, 1H), 6.99 (d, J = 8.2 Hz, 1H), 4.56 (s, 2H), 3.94 (s, 3H).