反应详情

To a solution of 4-[4-({3-chloro-4-[3-(trifluoromethyl)phenoxy]phenyl}amino)-5H-pyrrolo[3,2-d]pyrimidin-5-yl]butyl acetate (281 mg) in tetrahydrofuran (4.0 mL) was added 1N aqueous sodium hydroxide solution (2.8 mL), and the mixture was stirred at room temperature for 4.5 hrs. 1N Aqueous hydrochloric acid solution (2.8 mL) was added, and the mixture was stirred for 15 min. The reaction mixture was poured into water (50 mL), and the mixture was extracted with ethyl acetate (50 mL×3). The organic layer was washed successively with 5% aqueous sodium hydrogen carbonate solution, water and saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was subjected to basic silica gel chromatography (eluent:hexane/ethyl acetate=95/5→0/100). The object fraction was concentrated under reduced pressure and dried. Ethanol/diisopropyl ether (5/95) was added to the residue, and the mixture was stirred with heating to 80° C., allowed to cool to room temperature, and stood still. The resultant precipitate was collected by filtration. The obtained precipitate was washed with diisopropyl ether and dried under reduced pressure to give the title compound (214 mg) as white powder crystals.

1. stirringthe mixture was stirred for 15 min
2. extractionthe mixture was extracted with ethyl acetate (50 mL×3)
3. washThe organic layer was washed successively with 5% aqueous sodium hydrogen carbonate solution, water and saturated brine
4. dry with materialdried over anhydrous magnesium sulfate
5. customThe solvent was evaporated under reduced pressure
6. concentrationThe object fraction was concentrated under reduced pressure
7. customdried
8. additionEthanol/diisopropyl ether (5/95) was added to the residue
9. stirringthe mixture was stirred
10. temperaturewith heating to 80° C.
11. temperatureto cool to room temperature
12. filtrationThe resultant precipitate was collected by filtration
13. washThe obtained precipitate was washed with diisopropyl ether
14. customdried under reduced pressure