1-Naphthalenesulfonyl chloride → N-(6-(3-(Naphthalene-1-sulfonamido)phenyl)imidazo[1,2-b]pyridazin-2-yl)acetamide

Participants

Reaction Steps

Following the procedure for compound N-(6-(3-(isoquinoline-5-sulfonamido)phenyl)imidazo[1,2-b]pyridazin-2-yl)acetamide (Example 6), N-(6-(3-aminophenyl)imidazo[1,2-b]pyridazin-2-yl)acetamide (Example 5) (0.032 g, 0.12 mmol) was reacted with 1-naphthalenesulfonyl chloride (0.034 g, 0.15 mmol, Aldrich, St. Louis, Mo.) to afford the title compound as a white solid. MS (ESI positive ion) m/z: 458 (M+1). 1H NMR (400 MHz, DMSO-d6): δ ppm 10.92 (s, 1H), 10.91 (s, 1H), 8.77 (d, J=8.6 Hz, 1H), 8.30 (d, J=7.4 Hz, 1H), 8.21-8.24 (m, 2H), 8.07 (d, J=8.0 Hz, 1H), 8.02 (d, J=9.4 Hz, 1H), 7.74-7.78 (m, 1H), 7.62-7.70 (m, 3H), 7.58 (d, J=7.8 Hz, 1H), 7.53 (d, J=9.4 Hz, 1H), 7.32 (t, J=7.9 Hz, 1H), 7.16 (dd, J=8.0 Hz, 1.6 Hz, 1H), 2.11 (s, 3H).

Provenance & Evidence