Hydrochloric Acid → 2-(4-Aminophenyl)sulfonyl-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole hydrochloride

Participants

Reaction Steps

To the product of step C (25 mg, 0.06 mmol) was added 1.25 M HCl in methanol (1 mL). The solution was concentrated in vacuo and the residue triturated with ethyl acetate before it was lyophilized from water to give 2-(4-aminophenyl)sulfonyl-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole hydrochloride (15 mg, 62%, AUC HPLC 98.3%) as a white solid: mp 220-225° C.; 1H NMR (CD3OD, 300 MHz) δ 8.21 (s, 1H), 7.78 (d, J=7.8 Hz, 1H), 7.75 (s, 2H), 7.66-7.70 (m, 1H), 7.55 (d, J=9.0 Hz, 1H), 6.96 (d, J=8.1 Hz, 1H), 5.28 (d, J=4.8 Hz, 1H), 4.54 (br s, 1H), 3.72 (s, 3H), 3.44-3.53 (m, 1H), 3.03-3.07 (m, 1H), 2.24-2.47 (m, 3H), 1.95-2.01 (m, 1H); ESI MS m/z 368 [M+H]+.

Provenance & Evidence