2,4-dibromopyridine (300 mg, 0.94 mmol) and pyrrolidine (335 mg, 4.7 mmol) were mixed in ethanol and reacted at 70 °C overnight. After completion of the reaction, the reaction mixture was concentrated under vacuum and the resulting residue was purified by ISCO column chromatography using a silica column with 0-70% ethyl acetate/pentane as eluent. The target product 2-bromo-4-(pyrrolidin-1-yl)pyridine (208 mg, 0.91 mmol, 97% yield) was finally obtained. The structure of the product was confirmed by 1H-NMR (CDCl3, 400 MHz): δ 2.0 (m, 4H), 3.3 (m, 4H), 6.3 (m, 1H), 6.6 (s, 1H), 7.9 (d, 1H).LRMS m/z (APCI) 227 [MH]+.
