Water → HCID 68441506, compound

Participants

Reaction Steps

To a suspension of N-(5-bromopyridin-2(1H)-ylidene)-4-methylbenzenesulfonamide (step 1) (11.3 g, 34.5 mmol) in DMF (70 mL) was added Huenig's base (N-ethyldiisopropyl amine) (6.62 mL, 38.0 mmol) and 2-iodoacetamide (7.03 g, 38.0 mmol). The mixture was stirred at room temperature for 15 h. The mixture was poured into 750 mL of water. The mixture was stirred for 90 min and the solid precipitate was collected by filtration. The filter-cake was washed with water and then ether, and then dried at 70° C. under vacuum for 1 h to afford 2-(5-bromo-2-(4-methylphenylsulfonamido)pyridin-1(2H)-yl)acetamide (13.0 g, 98.0% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6): δ ppm 8.37 (d, J=2.2 Hz, 1H), 7.88 (dd, J=9.7 Hz, 2.5 Hz, 1H), 7.79 (s, 1H), 7.65 (d, J=8.2 Hz, 2H), 7.39 (s, 1H), 7.29 (t, J=9.3 Hz, 3H), 4.79 (s, 2H), 2.34 (s, 3H).

Provenance & Evidence