4-Chlorobenzenesulfonyl chloride → HCID 54673201, compound

Participants

Reaction Steps

To a solution of (3aR,4S,6aS)-2-(6-(trifluoromethyl)pyridin-2-yl)octahydrocyclopenta[c]pyrrol-4-amine from Example 264 Step A (0.050 g, 0.184 mmol) in dichloromethane (0.3 mL) was added triethylamine (0.051 mL, 0.369 mmol) followed by 4-chlorobenzene-1-sulfonyl chloride (0.047 g, 0.221 mmol). The reaction was stirred at ambient temperature overnight. The crude material was purified using a 12 g silica gel cartridge eluting with 5-50% ethyl acetate/hexanes over 25 minutes to give the title compound: 1H NMR (400 MHz, pyridine-d5) δ ppm 8.58 (s, 1H), 8.01-7.95 (m, 2H), 7.47-7.41 (m, 3H), 6.93 (d, J=7.3, 1H), 6.45 (d, J=8.5, 1H), 3.79-3.68 (m, 1H), 3.52-3.43 (m, 3H), 3.25 (dd, J=11.0, 4.1, 1H), 2.83-2.66 (m, 2H), 2.07-1.90 (m, 2H), 1.69 (dq, J=12.7, 7.9, 1H), 1.39-1.27 (m, 1H); MS (ESI+) m/z 446 (M+H)+.

Provenance & Evidence