Dimethylformamide → HCID 86607442, compound

Participants

Reaction Steps

To a suspension of 0.47 g (1.5 mmol) 2,3-dimethyl-8-phenyl-6,7,8,9-tetrahydro-3H-imidazo[4,5h]quinoline-5-carboxylic acid in 10 ml tetrahydrofuran and 5 ml N,N-dimethylformamide were added 0.4 g (2.5 mmol) N,N′-carbonyldiimidazole. After 1 h at 60° C., the solution was cooled down and 0.8 g (18.6 mmol) aziridine were added in 4 portions over a period of 3 h. After complete reaction, the organic layer was separated, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by column chromatography on silica gel (ethyl acetate/light petroleum ether=7:3). Crystallization from diethyl ether/n-heptane yielded 0.23 g (46%) of the title compound as a colourless solid. m.p. 192-193° C.

Provenance & Evidence