反应详情

7-({[tert-Butyl(dimethyl)silyl]oxy}methyl)-2-thioxo-3-[4-(2,2,2-trifluoroethoxy)phenyl]-2,3-dihydropyrido[2,3-d]pyrimidin-4(1H)-one (498 mg) was suspended in tetrahydrofuran (15 ml), a tetrahydrofuran solution (1M, 3 ml) of tetrabutylammonium fluoride was added thereto, and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was dissolved in N,N-dimethylformamide (15 ml), iodoethane (0.24 ml) and 1M aqueous sodium hydrogen carbonate solution (1 ml) were added thereto, and the mixture was stirred at room temperature for 1 hr. To the reaction mixture were added 1M hydrochloric acid and water, and the precipitate was collected by filtration, washed with water, and dissolved in tetrahydrofuran. The solution was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was recrystallized from a mixed solvent of ethyl acetate/hexane to give the title compound (373 mg) as a white solid.

1. extractionthe mixture was extracted with ethyl acetate
2. washThe extract was washed with water and saturated brine
3. dry with materialdried over anhydrous magnesium sulfate
4. concentrationconcentrated under reduced pressure
5. dissolutionThe obtained residue was dissolved in N,N-dimethylformamide (15 ml)
6. additioniodoethane (0.24 ml) and 1M aqueous sodium hydrogen carbonate solution (1 ml) were added
7. stirringthe mixture was stirred at room temperature for 1 hr
8. additionTo the reaction mixture were added 1M hydrochloric acid and water
9. filtrationthe precipitate was collected by filtration
10. washwashed with water
11. dissolutiondissolved in tetrahydrofuran
12. dry with materialThe solution was dried over anhydrous magnesium sulfate
13. concentrationconcentrated under reduced pressure
14. customThe residue was recrystallized from a mixed solvent of ethyl acetate/hexane