反应详情

A mixture of 10 g of 1,4,5,6,7,8-hexahydro-2-methyl-5-oxo-4-(2,3,4,5,6-pentafluorophenyl)-1,7-naphthyridine-3-carboxylic acid methyl ester, 5.6 g of 3-phenoxypropylbromide, 10 g of sodium carbonate and 175 ml of n-butanol was stirred and refluxed for 18 hours. The mixture was filtered and the filtrate was evaporated to dryness. The residue was dissolved in ethyl acetate and extracted with water. After drying over magnesium sulfate, the ethyl acetate was removed in vacuo. The residue was dissolved in methanol and saturated with hydrogen chloride. The solvent was evaporated in vacuo. The residue was dissolved in ethyl acetate and left at room temperature for 18 hours. The solid was separated and recrystallized from ethanolether. A second recrystallization from methanol afforded 2.8 g of the title compound as the hydrochloride salt, m.p. 205° C. dec.

1. temperaturerefluxed for 18 hours
2. filtrationThe mixture was filtered
3. customthe filtrate was evaporated to dryness
4. dissolutionThe residue was dissolved in ethyl acetate
5. extractionextracted with water
6. dry with materialAfter drying over magnesium sulfate
7. customthe ethyl acetate was removed in vacuo
8. dissolutionThe residue was dissolved in methanol and saturated with hydrogen chloride
9. customThe solvent was evaporated in vacuo
10. dissolutionThe residue was dissolved in ethyl acetate
11. customThe solid was separated
12. customrecrystallized from ethanolether
13. customA second recrystallization from methanol