HCID 59408990, compound → HCID 59409007, compound

Participants

Reaction Steps

3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-1-carbonyl)-4-(1H-indol-3-yl)-pyrrole-2,5-dione (500 mg, 1.26 mmol) and 10% Pd—C (300 mg) in anhydrous tetrahydrofuran (60 ml) was stirred at room temperature under 1 atmosphere of hydrogen gas for 1 day. The mixture was filtered through celite and evaporated to dryness. The residue obtained was purified by flash column chromatography (SiO2, 65% EtOAc in hexanes) to yield (±)-cis-3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-1-carbonyl)-4-(1H-indol-3-yl)-pyrrolidine-2,5-dione as a pale yellow powder (186 mg). M.p.=283-285° C.; 400 MHz 1H NMR (DMSO-d6) δ: 11.64 (s, 1H), 11.1 (s, 1H), 8.46 (s, 1H), 7.92 (d, J=8.0 Hz, 1H), 7.42-7.36 (m, 3H), 7.19-6.97 (m, 4H), 4.85 (dd, J=5.0 and 46 Hz, 2H), 4.27-4.15 (m, 2H), 2.98-2.88 (m, 2H), 2.18-2.08 (m, 2H); LCMS: 398 [M+H].

Provenance & Evidence