N,N-Diethyl 4-bromo-2-chlorobenzamide → (3aS,9bR)-6-Chloro-4-methyl-8-propyl-2,3,3a,4-tetrahydro-1H-pyrrolo[3,4-c]isoquinolin-5(9bH)-one hydrochloride

Participants

Reaction Steps

Following the procedures described in Example 24, Parts A and B, (3aS,9bR)-tert-butyl 6-chloro-5-oxo-8-propyl-3,3a,4,5-tetrahydro-1H-pyrrolo[3,4-c]isoquinoline-2(9bH)-carboxylate, the second eluting compound from Example 23, Part J, was converted to the title compound of Example 26 as an off-white solid. 1H NMR (DMSO-D6): δ 9.77 (broad s, 2H), 7.33 (s, 1H), 7.05 (s, 1H), 3.96-3.90 (m, 1H), 3.80-3.65 (overlapping m, 2H), 3.48-3.20 (overlapping m, 3H), 2.99 (s, 3H), 2.58 (t, 2H, J=7.7 Hz), 1.65-1.55 (m, 2H), 0.89 (t, 3H, J=7.3 Hz). LRMS (ESI): 279.09/281.07 (M+H)+.

Provenance & Evidence