Hydrochloric Acid → HCID 11659330, compound

Participants

Reaction Steps

To a solution of (±)-trans-2-benzyl-6-(trifluoromethyl)-1,2,3,3a-tetrahydro-5H-pyrrolo[3,4-c]quinolin-4(9bH)-one from Example 5, Part B (30 mg, 0.087 mmol) in 10 mL of methanol was added HCl (0.25 mL of a 2M solution in ether, 0.5 mmol) and 10% Pd/C catalyst (10 mg). The resulting mixture was shaken in a Parr apparatus under 65 psi of hydrogen for 3 h. The reaction was filtered through a pad of Celite and concentrated in vacuo. The resulting solid was triturated several times with ether and dried in vacuo to afford 15 mg (60%) of the title compound of Example 6 as an off-white solid. 1H NMR (DMSO-D6): δ 10.09 (broad s, 1H), 9.90 (broad s, 1H), 9.69 (s, 1H), 7.61 (d, 1H), 7.50 (d, 1H), 7.24 (t, 1H), 3.95-3.88 (m, 1H), 3.52-3.38 (overlapping m, 2H), 3.32-3.20 (overlapping m, 2H), 3.08-2.98 (m, 1H). LRMS (ESI): 257.10 (M+H)+.

Provenance & Evidence