Magnesium → HCID 59408999, compound

Participants

Reaction Steps

To a solution of 3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-ylmethyl)-4-(1H-indol-3-yl)-pyrrole-2,5-dione (207 mg, 0.54 mmol) in anhydrous methanol (12 ml) was added magnesium turnings (264 mg, 10.7 mmol). The mixture was heated to reflux for 1.5 hours. The mixture was separated between ethyl acetate (200 ml) and water (600 ml), the organic layer dried over anhydrous magnesium sulfate and evaporated to dryness to give a pale yellow brown solid. The solid was triturated with methanol and the solids filtered off and washed with ice cold methanol to yield (±)-trans-3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-ylmethyl)-4-(1H-indol-3-yl)-pyrrolidine-2,5-dione as an off white powder (83 mg). M.p.=215-218° C.; 400 MHz 1H NMR (DMSO-d6) δ: 11.28 (s, 1H), 11.00 (s, 1H), 7.35-6.75 (m, 9H), 4.07 (m, 2H), 3.98 (d, J=5.2 Hz, 1H), 3.26-3.16 (m, 3H), 2.89 (m, 2H), 2.09 (m, 2H); LCMS: 384 [M+H].

Provenance & Evidence