HCID 11311820, compound → HCID 11149594, compound

Participants

Reaction Steps

A mixture of 5 -(dipropylamino)-5,6-dihydro-4H-pyrrolo [3,2,1 -ij ]quinolin-2(1H)-one (0.75 g) and lithium aluminum hydride (0.21 g) was stirred in ether (20 mL) for 45 minutes. The reaction was quenched with methanol, evaporated and partitioned between ethyl acetate and water. Evaporation of the ethyl acetate gave an oil which was chromatographed on silica gel using ethyl acetate:hexane (1:20) as eluant to give, as the first compound eluted from the column 0.27 g of 5,6-dihydro-N,N-dipropyl-4H-pyrrolo[3,2,1-ij]quinolin-5-amine (compound 87). Continued elution of the column gave 0.34 g of 1,2,5,6-tetrahydro-N,N-dipropyl-4H-pyrrolo [3,2,1-ij]quinolin-5-amine (compound 92).

Provenance & Evidence