Bromine → 2-(5-Bromo-4-chloro-thiophen-2-yl)-6-methyl-pyridine

Participants

Reaction Steps

To a 0° C. solution of 2-(4-chloro-thiophen-2-yl)-6-methyl-pyridine (example Rupp-96) (0.45 g, 1.45 mmol) and CH2Cl2 (10 mL) is added Br2 (0.15 mL, 2.91 mmol). The solution is warmed to ambient temperature and stirred for 1 hour. The solution is washed with sat. NaHCO3 (10 mL), sat. Na2S2O3 (10 mL), dried over MgSO4, filtered and concentrated to furnish the title compound (0.59 g, 2.04, 95%). 1H NMR (CDCl3), δ 2.55 (s, 3H), 7.05 (d, 7.9 Hz, 1H), 7.29 (s, 1H), 7.34 (d, J=7.9 Hz, 1H), 7.58 (dd, J=7.9, 7.9, 1H). LC/MS (m/z): calcd. for C10H7BrClNS (M+H)+: 288.0; found: 287.9.

Provenance & Evidence