HCID 59408985, compound → HCID 59409006, compound

Participants

Reaction Steps

A solution of 3-(1H-indol-3-yl)-4-(1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-8-yl)-pyrrole-2,5-dione (90 mg) in dichloromethane (10 ml) at room temperature was treated with manganese dioxide (300 mg; ca. 85%, 5 μm, activated) and stirred for 1 hour. The reaction mixture was filtered through a bed of celite and the filter cake was washed with methanol (15 ml). The filtrate was evaporated to dryness and 3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-8-yl)-4-(1H-indol-3-yl)-pyrrole-2,5-dione (88 mg) was used without further purification. 400 MHz 1H NMR (CDCl3) δ: 8.65 (s, 1H), 7.92 (d, J=2.4 Hz, 1H), 7.73 (d, J=1.6 Hz, 1H), 7.51 (s, 1H), 7.33 (d, J=8.4 Hz, 1H), 7.07 (m, 2H), 6.70 (t, J=8.0 Hz, 1H), 6.57 (d, J=8.0 Hz, 1H), 6.38 (d, J=3.2 Hz, 1H), 4.13 (m, 2H), 2.79 (t, J=6.4 Hz, 2H), 2.16 (m, 2H); LCMS: 368 [M+H].

Provenance & Evidence