HCID 13203249, compound → HCID 13191947, compound

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Reaction Steps

To a solution of 3.6 g of 6,7-dihydro-9-fluoro-5-methyl-1-oxo-8-(1-pyrryl)-1H,5H-benzo[ij]quinolizine-2-carboxylic acid in 50 ml of trifluoroacetic acid was added 2.0 g ten percent palladium on charcoal. The mixture was hydrogenated on a Paar apparatus for two hours at 50 psi at 50° C. The mixture was filtered, and the filtrate was evaporated. The residue was mixed with 50 ml of water and the pH adjusted to 5 by the addition of ten percent sodium hydroxide solution and acetic acid. The precipitate obtained was recrystallized from aqueous N,N-dimethylformamide (80%) to provide tan crystals of 6,7-dihydro-9-fluoro-5-methyl-1-oxo-8-(1-pyrrolidyl)-1H,5H-benzo[ij]quinolizine-2-carboxylic acid, m.p. 243°-245° C. Analysis: Calculated for C18H19FN2O3 : %C, 65.5; %H, 5.8; %N, 8.5; Found: %C, 65.8; %H, 5.8; %N, 8.5. The structural assignment was confirmed by infrared and nuclear magnetic resonance spectral analyses.

Provenance & Evidence