反应详情

In a reaction similar to that of Step 1, Example 387, into oven-dried glassware maintained under dry N2 were placed 0.622 g (3.96 mmol) of 1,5-dioxa-9-azaspiro[5.5]undecane, from Step 4 Example 196, 0.500 g (1.3 mmol) of 7-chloro-6-fluoro-1-(2,4-difluorophenyl)-1,8-naphthyridine-3-carboxylic acid ethyl ester, and 15 mL of dry pyridine. The reaction was stirred at room temperature for 5 hours, then the solvent was removed by evaporation. The residue was dissolved in 50 mL of methylene chloride, which was washed with 50 mL of 5% sodium bicarbonate and 50 mL of water, dried over anhydrous sodium sulfate, filtered and dried. The product was purified by recrystallization from ethanol/water, isolated by filtration and dried under vacuum to afford 0.576 g of the title compound, mp 177°-178° C., MS (DCl/NH3) M/Z 504 (M+H) (base). Analysis calculated for C25H24F3N3O5 : C, 59.64; H, 4.80; N, 8.35. Found: C, 61.13; H, 5.09; N, 8.36.

1. customIn a reaction similar to that of Step 1, Example 387
2. custominto oven-dried glassware
3. temperaturemaintained under dry N2
4. customthe solvent was removed by evaporation
5. dissolutionThe residue was dissolved in 50 mL of methylene chloride
6. washwhich was washed with 50 mL of 5% sodium bicarbonate and 50 mL of water
7. dry with materialdried over anhydrous sodium sulfate
8. filtrationfiltered
9. customdried
10. customThe product was purified by recrystallization from ethanol/water
11. customisolated by filtration
12. customdried under vacuum