1-Methylpiperazine → HCID 13188590, compound

Participants

Reaction Steps

150 mg (0.5 mmol) of 9-chloro-10-fluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acid was suspended in 3 ml of dimethyl sulfoxide and 150 mg of N-methylpiperazine was added to the suspension. The mixture was then allowed to react at 120°-130° C. (bath temperature) for 6 hours. After cooling, the solvent was distilled off under reduced pressure and the residue was washed with diethyl ether to remove any insoluble substance. The resulting residue was purified by silica gel (7 g) column chromatography using methanol-chloroform (5:95 by volume) and then methanol-chloroform (10:90 by volume) as eluants, and the resulting product was recrystallized from ethanol to provide 65 mg (34.4% yield) of 9-chloro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acid as pale yellow fine needles with m.p. 275°-276° C. (with decomposition).

Provenance & Evidence