HCID 71544160, compound → HCID 71544213, compound

Participants

Reaction Steps

(7R,8aS)-7-{[5-(Prop-1-en-2-yl)pyrazin-2-yl]oxy}-2-{[3-(trifluoromethyl)-phenyl]sulfonyl}octahydropyrrolo[1,2-a]pyrazine (196 mg, 0.418 mmol, Example 115) in ethanol (10 mL) was added to 20% palladium hydroxide on carbon (12 mg, 0.084 mmol). The mixture was stirred at room temperature for 16 hours under 30 psi of hydrogen. The mixture was filtered through a nylon membrane and concentrated. The residue was purified by chromatography on silica gel (hexane/ethyl acetate=1:1) to give the title compound (170 mg, 86%) as a solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.21 (s, 6H), 1.77 (m, 1H), 1.91 (m, 1H), 2.09 (m, 1H), 2.20-2.30 (m, 2H), 2.39 (m, 2H), 3.01 (m, 2H), 3.56 (m, 1H), 3.66 (m, 1H), 3.84 (m, 1H), 5.21 (m, 1H), 7.95 (m, 2H), 8.10 (m, 2H), 8.26 (m, 1H), 8.38 (m, 1H); MS (ESI) m/z 471 (M+H)+.

Provenance & Evidence