Isopropanol → HCID 19696323, compound

Participants

Reaction Steps

A suspension of 100 mg of the pyrroledione product of Example 20 in 10 ml of dichloromethane was treated under nitrogen with 0.08 ml of triethylamine and 86 mg of phenyl chloroformate. The mixture was stirred for 2 hours and then the solvent was evaporated. Chromatography of the residue on silica gel with ethyl acetate/n-hexane (1:1) gave a gum which was dissolved in a mixture of 5 ml of isopropanol and 10 ml of 33% aqueous ammonia. The mixture was diluted with water and extracted with dichloromethane. The combined dichloromethane extracts were dried and evaporated. Crystallization of the residue from ethyl acetate/n-hexane gave 45 mg of 3-[1,2,3,4-tetrahydro-2-(phenoxycarbonyl)pyrazino[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione of melting point 160°-165° C.

Provenance & Evidence