Hydrochloric Acid → HCID 52913227, compound

Participants

Reaction Steps

The product of step A was subjected to Boc-deprotection with 2 M HCl in diethyl ether following the procedure of Example 28, step B. The crude material was purified by flash column chromatography (SiO2, 96:4 dichloromethane/methanol). The free base was treated with 1.25 M HCl in methanol (1.5 mL). The solution was concentrated in vacuo and the residue lyophilized to give 2-(3-aminophenyl)sulfonyl-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole hydrochloride (14 mg, 91%, AUC HPLC >99%) as an off-white solid: mp 220-222° C.; 1H NMR (CD3OD, 300 MHz) δ 8.27 (d, J=1.5 Hz, 1H), 7.72 (dd, J=8.7, 1.5 Hz, 1H), 7.54-7.60 (m, 3H), 7.41-7.46 (m, 1H), 7.18 (dd, J=7.8, 1.5 Hz 1H), 5.30 (d, J=4.2 Hz, 1H), 4.50 (br s, 1H), 3.72 (s, 3H), 3.52 (dd, J=18.0, 6.0 Hz, 1H), 3.07 (d, J=17.4 Hz, 1H), 2.25-2.50 (m, 3H), 1.97-2.00 (m, 1H); ESI MS m/z 368 [M+H]+.

Provenance & Evidence