HCID 54674031, compound → HCID 54674182, compound

Participants

Reaction Steps

N-[(3aR,4R,6aS)-2-benzyl-4-methyloctahydrocyclopenta[c]pyrrol-4-yl]benzamide from Example 2 (250 mg, 0.747 mmol) and trifluoroethanol (10 mL) were added to 20% Pd(OH)2—C, wet (50.0 mg, 0.356 mmol) in a 50 mL pressure bottle and stirred for 2 hours under 30 psi hydrogen gas at 50° C. The mixture was filtered through a nylon membrane and the solvent removed in vacuo to give the title compound as a white solid: 1H NMR (500 MHz, pyridine-d5) δ ppm 9.40 (s, 1H), 8.22-8.15 (m, 2H), 7.46-7.38 (m, 3H), 3.15 (dd, J=10.2, 1.3, 1H), 2.91-2.86 (m, 1H), 2.83-2.77 (m, 1H), 2.75-2.66 (m, 2H), 2.54 (qd, J=9.1, 2.0, 1H), 2.38 (dd, J=11.8, 4.4, 1H), 1.92-1.84 (m, 1H), 1.75 (s, 3H), 1.49-1.41 (m, 1H), 1.32 (ddt, J=13.0, 10.5, 6.6, 1H); MS (ESI+) m/z 245 (M+H)+.

Provenance & Evidence