Iodoethane → HCID 11573245, compound

Participants

Reaction Steps

Following the procedures described in Example 24, Parts A and B, except that iodoethane was used instead of iodomethane, (3aR,9bS)-tert-butyl 6-chloro-5-oxo-8-ethyl-3,3a,4,5-tetrahydro-1H-pyrrolo[3,4-c]isoquinoline-2(9bH)-carboxylate, the first eluting compound from the OD column separation of N-BOC intermediate enantiomers in Example 29 and 30 (the first eluting compound gave Example 29), was converted to the title compound of Example 41 as an off-white solid. 1H NMR (CD3OD): δ 7.28 (s, 1H), 7.22 (s, 1H), 4.43-4.37 (m, 1H), 3.88-3.81 (m, 1H), 3.73-3.68 (m, 1H), 3.69 (q, 2H), 3.63 (dd, 1H, J=7.8, 12.3 Hz), 3.45-3.38 (m, 1H), 3.26-3.20 (m, 1H), 2.61 (q, 2H, J=7.5 Hz), 1.17 (t, 3H, J=7.7 Hz), 1.14 (t, 3H, J=7.5 Hz). LRMS (ESI): 279.2/281.2 (M+H)+.

Provenance & Evidence