反应详情

温度

55 °C

To a suspension of 0.32 g of 7-fluoro-1,5-naphthyridin-2(1H)-one in 3 mL of N,N-dimethylformamide, 0.12 g of 60% sodium hydride was added at room temperature, and the mixture was stirred at 50 to 60° C. for 1 hour. Thereto was added 0.60 mL of 2-bromomethyl-1,3-dioxolan, the temperature was increased to 85 to 95° C., and the reaction mixture was stirred for 4 hours. The reaction mixture was cooled to room temperature, and water and ethyl acetate were then added thereto. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layer and the extract were combined, the resultant solution was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. To the resultant residue, chloroform was added, the solid was filtered off and purified by flash silica gel column chromatography using gradient elution with hexane:ethyl acetate=100:0 to 30:70 to obtain 0.23 g of 1-(1,3-dioxolan-2-ylmethyl)-7-fluoro-1,5-naphthyridin-2(1H)-one as a light yellow solid.

1. additionwas added at room temperature
2. temperaturethe temperature was increased to 85 to 95° C.
3. stirringthe reaction mixture was stirred for 4 hours
4. temperatureThe reaction mixture was cooled to room temperature
5. customThe organic layer was separated
6. extractionthe aqueous layer was extracted with ethyl acetate
7. dry with materialthe resultant solution was dried over anhydrous magnesium sulfate
8. distillationthe solvent was distilled off under reduced pressure
9. additionTo the resultant residue, chloroform was added
10. filtrationthe solid was filtered off
11. custompurified by flash silica gel column chromatography
12. washelution with hexane