Acetic Acid → 6-(3-Amino-propyl)-1-(4-methoxy-phenyl)-3-trifluoromethyl-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one

Participants

Reaction Steps

3-[1-(4-Methoxy-phenyl)-7-oxo-3-trifluoromethyl-1,4,5,7-tetrahydro-pyrazolo[3,4-c]pyridin-6-yl]-propionitrile (0.050 g, 0.137 mmol) was dissolved in methanol (20 mL) in a Parr bottle. Platinum oxide (0.005 g, 10%) and acetic acid (5 mL) were added and the reaction was hydrogenated under pressure overnight, filtered over Celite®, washed with methanol, concentrated, and purified with reverse phase HPLC and freeze-drying to afford the title compound (0.043 g, 85%): 1H NMR (CDCl3) δ 8.22 (bs, 2H), 7.39 (d, j=8.8 Hz, 2H), 6.95 (d, j=8.8 Hz, 2H), 3.83 (s, 3H), 3.71 (t, j=6.8 Hz, 2H), 3.61–3.58 (m, 2H), 3.05 (t, j=6.8 Hz, 2H), 2.91 (bs, 2H), 1.99 (bs, 2H) ppm; Mass Spec 369.3(M+H)+.

Provenance & Evidence