3-Pyrrolidinemethanamine → HCID 461884, compound

Participants

Reaction Steps

A mixture of 2 00 g (7.39 mmole) of 7-chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-1,8 -napthyridine-3-carboxylic acid, 250 mL acetonitrile and 2.22 g (22.17 mmole) 3-pyrrolidinemethanamine [J. Org. Chem., 26, 4955 (1961)], was stirred at room temperature for four days. The reaction was filtered and the precipitate dissolved in 500 mL ammonium hydroxide at pH 10.5. This solution was filtered and the solvent removed at reduced pressure. The product was washed in 2×10 mL of water, then with ethanol/ether (1:1) until dry to give 1.65 g of 7-[3-(aminomethyl)-1-pyrrolidinyl]-1-ethyl-6-fluoro-1,4-dihydro-4-oxo -1,8-naphthyridine-3-carboxylic acid, mp 217°-218.5° C. Analysis calculated for C16H19FN4O3.1/2H2O:

Provenance & Evidence