Bromine → 5-Bromo-6-(3-methoxy-4-pyridin-2-ylphenyl)imidazo[2,1-b][1,3]thiazole

Participants

Reaction Steps

A solution of 6-(3-methoxy-4-pyridin-2-ylphenyl)-imidazo[2,1-b][1,3]thiazole (100 mg, 0.33 mmol) in CH2Cl2 (3 mL) was treated with a solution of bromine (0.017 mL, 0.33 mmol) in CH2Cl2 (1 mL) over 1 h at 0° C. The reaction mixture was diluted with CH2Cl2 (25 mL) and was washed with a solution of saturated aqueous sodium bicarbonate (25 mL). The organic layer was dried (MgSO4) and concentrated to afford 5-bromo-6-(3-methoxy-4-pyridin-2-ylphenyl)imidazo[2,1-b][1,3]thiazole. 1H NMR (CD3OD, 500 MHz) δ 7.29 (d, 1H), 7.12 (dt, 1H), 6.82 (d, 1H), 6.47 (dd, 1H), 6.36 (s, 1H), 6.35 (dd, 1H), 6.27 (m, 2H), 5.83 (d, 1H), 2.49 (s, 3H) ppm. MS (ESI) 388 (M)+.

Provenance & Evidence