Hydrochloric Acid → Hydrochloric Acid

Participants

Reaction Steps

A solution of 6-[(3S,4S)-1-benzyl-4-methylpyrrolidin-3-yl]-1-cyclopentyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one (9.25 g) in ethanol 100 mL was added to a Parr bottle. 2 mL of concentrated HCl followed by 3 g of palladium hydroxide was added. The reaction mixture was placed on a hydrogenator under 45 psi of H2 gas for 4 h. The reaction mixture was filtered through Celite and concentrated to provide the title compound as an HCl salt. 400 MHz 1H NMR (CDCl3) δ 8.00 (s, 1H), 5.14-5.10 (m, 1H), 4.89-3.84 (m, 1H), 3.72-3.67 (m, 1H), 3.38-3.31 (m, 1H), 3.03-2.98 (m, 1H), 2.85-2.81 (m, 1H), 2.08-1.85 (m, 7H), 1.69-1.61 (m, 2H), 1.19-1.10 (m, 3H). MS: (M+H m/z=288.2).

Provenance & Evidence