Methanesulfonyl chloride → 5-bromo-2-(6-(4-fluorophenoxy)pyridin-3-yl)-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide

Participants

Reaction Conditions

Reaction Steps

To a degassed solution of 6-amino-5-bromo-2-(6-(4-fluorophenoxy)pyridin-3-yl)-N-methylbenzofuran-3-carboxamide (100 mg, 0.22 mmol) and DMAP (10 mg, 0.02 mmol) in Pyridine (5 ml) under N2 was added MsCl (32 mg, 0.38 mmol) at 0° C. Then it was stirred at 20° C. for 15 h. The reaction mixture was concentrated and extracted with DCM. After it was washed with brine, dried over Na2SO4 and concentrated, the residue was purified by prep-TLC to give 5-bromo-2-(6-(4-fluorophenoxy)pyridin-3-yl)-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide (100 mg, yield: 85%). 1H-NMR (CDCl3, 400 MHz) δ 9.65 (s, 1H), 8.73 (s, 1H), 8.54 (d, J=4.8 Hz, 1H), 8.39 (d, J=2.8 Hz, 1H), 8.03 (s, 1H), 7.84 (s, 1H), 7.33˜7.38 (m, 4H), 7.28 (d, J=8.8 Hz, 1H). (M+H)+: 534/536.

Provenance & Evidence