Methanesulfonyl chloride → HCID 90332963, compound

Participants

Reaction Conditions

Reaction Steps

To a degassed solution of 6-amino-5-bromo-2-cyclopropyl-N-methylbenzofuran-3-carboxamide (4.0 g, 13 mmol) in DCM/Pyridine (80 mL/10 mL) was added MsCl (4.5 g, 39 mmol) under N2 at 0° C. over a period of 30 min. The reaction mixture was stirred at 25° C. for 8 hours. The reaction mixture was diluted with water and extracted with EtOAc. The organic phase was washed with brine and dried over Na2SO4. After concentration, the residue was purified by column chromatography (PE) to give crude product of 5-bromo-2-cyclopropyl-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide (4.5 g, yield: 90%). 1H-NMR (400 MHz, CDCl3) δ 7.98 (s, 1H), 7.71 (s, 1H), 6.79 (s, 1H), 5.93 (s, 1H), 3.06 (d, J=4.8 Hz, 3H), 2.96 (s, 3H), 2.59˜2.61 (m, 1H), 1.13˜1.14 (m, 2H), 1.16˜1.20 (m, 2H). MS (M+H)+: 387/389.

Provenance & Evidence