Trifluoroacetic acid → HCID 67085368, compound

Participants

Reaction Steps

The product of step F was subjected to Boc-deprotection with TFA following the procedure of Example 28, step B. The crude free base was purified by flash column chromatography (SiO2, 90:9:1 dichloromethane/methanol/ammonium hydroxide) and the product treated directly with 1.25 M HCl in methanol. The solution was concentrated in vacuo to give 2-phenylsulfonyl-4-chloro-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole hydrochloride (123 mg, 97%, HPLC, AUC >99%.) as a white solid: mp 258-264° C. dec; 1H NMR (DMSO-d6, 300 MHz): δ 9.70 (br s, 1H), 9.20 (br s, 1H), 8.38 (d, J=1.2 Hz, 1H), 7.94-8.02 (m, 2H), 7.58-7.69 (m, 4H), 5.37 (d, J=3.3 Hz, 1H), 4.42-4.57 (m, 1H), 3.82 (s, 3H), 3.30-3.40 (m, 1H), 3.00 (d, J=12.6 Hz, 1H), 2.20-2.33 (m, 2H), 2.03-2.12 (m, 1H), 1.73-1.86 (m, 1H); ESI MS m/z 387 [M+H]+

Provenance & Evidence