Hydrochloric Acid → HCID 13960233, compound

Participants

Reaction Steps

To 3.85 g (0.01 mole) of 9-fluoro-5-methyl-8- (4-methyl-1-piperazinyl) -1-oxo-1H, 5H-benzo[ij]quinolizine-2-carboxylic acid ethyl ester was added 50 ml of a 1N aqueous solution of sodium hydroxide. This mixture was stirred at 20°-25° C. for 17 hours to hydrolyze the starting material. The resulting reaction solution was adjusted to pH 6-7 by the addition of 1N hydrochloric acid under cooling with ice. The adjusted solution was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography [using a chloroform-methanol mixture (with a volume ratio of 2:1) as the developing solvent]. The fraction containing the desired product was evaporated to dryness under reduced pressure and the resulting residue was recrystallized from ethanol to obtain 2.16 g (60.4% yield) of 9-fluoro-5-methyl-8-(4-methyl-1-piperazinyl) -1-oxo-1H, 5H-benzo[ij]quinolizine-2-carboxylic acid in the form of pale-yellow crystals. These crystals had a melting point of 190°-195° C. (dec.).

Provenance & Evidence