2-Chlorobenzenesulfonyl chloride → 5-[4-(2-Chlorobenzenesulfonyl)piperidin-4-ylmethoxy]quinazoline-2,4-diamine

Participants

Reaction Steps

The sulfonamide was obtained by reacting 5-(piperidin-4-ylmethoxy)quinazoline-2,4-diamine (50 mg; 0.18 mmol) and 2-chlorobenzenesulfonyl chloride (78 mg; 0.37 mmol) via Method AA to yield 80 mg. (99% yield). 1HNMR (400 MHz, DMSO-d6) δ 7.97 (dd, J=7.6, 1.2 Hz, 1H), 7.69 (m, 2H), 7.57 (m, 1H), 7.33 (t, J=8.4 Hz, 1H), 7.12 (br s, 2H), 6.76 (d, J=8.0 Hz, 1H), 6.52 (d, J=7.6 Hz, 1H), 5.93 (br s, 2H), 3.99 (d, J=6.0 Hz, 2H), 3.77 (br d, J=12.0 Hz, 2H), 2.75 (t, J=10.8 Hz, 2H), 2.06 (s, 1H), 1.84 (d, J=10.8 Hz, 2H), 1.31 (m, 2H). MS m/z (ESI) 448 (M+H)+.

Provenance & Evidence