Dimethylformamide → HCID 70041667, compound

Participants

Reaction Steps

A mixture of 7-methylimidazo[1,2-a]pyridine-2-acetic acid (571 mg), 1,1'-carbonyldiimidazole (535 mg), N,N-dimethylformamide (4.5 ml) and chloroform (7.5 ml) was stirred for 1 hour at ambient temperature. A solution of 6-(1-piperazinyl)-2(1H)-quinolinone (933 mg), triethylamine (607 mg) and dimethylsulfoxide (20 ml) was added thereto and the mixture was stirred for 2 hours at the same temperature. The resulting precipitates were collected, washed with chloroform,.and dissolved in 15% solution of methanol in chloroform (30 ml) and 5% hydrochloric acid (5 ml). The mixture was adjusted to pH 9 with a saturated aqueous solution of potassium carbonate. The separated organic layer was dried over magnesium sulfate and concentrated. The residue was subjected to a column chromatography on silica gel (60 g) and eluted with 10% solution of methanol in chloroform. The fractions containing the object compound were combined and concentrated. The residue was pulverized with diethyl ether and dried to give 6 -[4-(7-methylimidazo[1,2-a]pyridin-2-ylacetyl)-1-piperazinyl]-2(lH)-quinolinone (0.45 g).

Provenance & Evidence