Hydrochloric Acid → 1-(2,2-diethoxyethyl)-7-fluoro-1,5-naphthyridin-2(1H)-one

Beteiligte Stoffe

Reaktionsschritte

To a suspension of 3.00 g of 7-fluoro-1,5-naphthyridin-2(1H)-one and 5.04 g of potassium phosphate in 12 mL of dimethyl sulfoxide, 4.68 g of 2-bromo-1,1-diethoxyethane was added at room temperature, and the resultant mixture was stirred for 4.5 hours at 94° C. The reaction mixture was cooled, and 21 mL of water and 12 mL of cyclopentyl methyl ether were added thereto. The mixture was adjusted to pH 5.8 with 12 mol/L hydrochloric acid, subsequently the insoluble matter was filtered out, and the filter residue was washed twice with 3 mL of cyclopentyl methyl ether. The organic layers of the obtained filtrate and the wash liquid were separated, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give 3.11 g of 1-(2,2-diethoxyethyl)-7-fluoro-1,5-naphthyridin-2(1H)-one as a light yellow oily substance.

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