HCID 69055020, compound → HCID 11492299, compound

Participants

Reaction Steps

To a solution of (3aR,9bS)-tert-butyl 6-chloro-5-oxo-3,3a,4,5-tetrahydro-1H-pyrrolo[3,4-c]isoquinoline-2(9bH)-carboxylate, the first eluting compound from Example 27, Part B (10 mg) in methanol was added 2 drops of acetic acid and 2 mg of 10% Pd/C catalyst. The mixture was shaken under 70 psi of hydrogen on a Parr shaker for 3 h. The mixture was filtered through a pad of Celite and concentrated in vacuo. The residue was taken up in 2 mL of methanol and then there was added 1 mL of 12 N HCl. The reaction was stirred at ambient temperature for 10 min and then was concentrated in vacuo at 60° C. to afford 7 mg of the title compound of Example 32 as an off-white solid. 1H NMR (CD3OD): 7.92 (d, 1H), 7.51 (app t, 1H), 7.39 (app t, 1H), 7.18 (d, 1H), 4.02-3.95 (m, 1H), 3.76-3.70 (m, 1H), 3.66-3.61 (m, 1H), 3.58-3.52 (m, 1H), 3.41-3.30 (overlapping m, 2H). LRMS (ESI): 189 (M+H)+.

Provenance & Evidence