HCID 21864830, compound → 5-Chloro-N-[4-methoxy-3-(1-piperazinyl)phenyl]-3-methylbenzo[b]thiophene-2-sulfonamide hydrochloride

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Reaction Steps

A stirred suspension of 5-chloro-3-methylbenzo[b]thiophene-2-sulfonic acid(4-methoxy-3-(4-tert-butoxycarbonylpiperazin-1-yl)phenylamide (D10) (193 g) in tetrahydrofuran (820 ml) and concentrated hydrochloric acid (180 ml) was heated at reflux for 1.75 h after which time a solution was obtained. The solution was concentrated and the residue dissolved in hot ethanol (600 ml). Upon cooling, a solid precipitated which was filtered and recrystallised (ethanol/water 1:1) to give the title compound (E83) as a white solid, m.p. 276-280° C. (dec.) (142 g, 83%). δH (250 MHz, D6-dmso) 2.29 (3H, s), 2.90 (4H, br s), 3.01 (4H, br s), 3.55 (3H, s), 6.54-6.71 (3H, m), 7.42 (1H, d, J8.8 Hz), 7.85 (1H, s), 7.93 (1H, d, J8.8 Hz), 9.03 (2H, br s), 10.3 (1H, br s). MH+ 452.

Provenance & Evidence