Ethyl Acetate → HCID 59408986, compound

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Reaction Steps

To a solution of 3-(4,5-dihydro-pyrrolo[3,2,1-hi]indol-1-yl)-4-(1H-indol-3-yl)-pyrrole-2,5-dione (115 mg, 0.33 mmol) in anhydrous methanol (10 ml) was added magnesium turnings (200 mg). The mixture was heated to reflux for 1.5 hours. The mixture was cooled to room temperature poured into ethyl acetate (100 ml) washed with 1M hydrochloric acid (100 ml) and dried over anhydrous magnesium sulfate. Evaporation to dryness gave a residue that was purified by flash column chromatography (SiO2, 50% EtOAc in hexanes) to yield (±)-trans-3-(4,5-dihydro-pyrrolo[3,2,1-hi]indol-1-yl)-4-(1H-indol-3-yl)-pyrrolidine-2,5-dione as a pink solid (108 mg). M.p.=144-148° C., 400 MHz 1H NMR (DMSO-d6) δ: 11.53 (s, 1H), 11.05 (s, 1H), 7.41-7.35 (m, 4H), 7.14-7.07 (m, 2H), 6.96 (t, J=7.6 Hz, 1H), 6.89-6.85 (m, 2H), 4.51-4.45 (m, 4H), 3.69 (t, J=7.2 Hz, 2H); LCMS: 356 [M+H].

Provenance & Evidence