反应详情

4-Amino-6-(2-fluoro-4-nitrophenoxy)pyrimidine (100 mg) was dissolved in tetrahydrofuran (3 ml) under a nitrogen atmosphere, and then triethylamine (0.112 ml) and phenyl chloroformate (0.100 ml) were added dropwise thereto, followed by stirring for 1.5 hrs. To the reaction mixture was added pyrrolidine (0.313 ml), followed by stirring for 30 min. The reaction mixture was partitioned between ethyl acetate and a saturated aqueous solution of ammonium chloride. The organic layer was washed with a saturated aqueous solution of ammonium chloride, water and brine in this order, and dried over anhydrous sodium sulfate. The solvent was evaporated under a reduced pressure to give a residue, which was then purified by silica gel column chromatography (Fuji Silysia NH, eluent; hexane:ethyl acetate=2:1). The solvent was evaporated under a reduced pressure to give a residue, which was partitioned between ethyl acetate and a 1 N aqueous solution of sodium hydroxide. The organic layer was washed with water and brine in this order, and dried over anhydrous sodium sulfate. The solvent was evaporated under a reduced pressure to give a residue, which was then dried in vacuum to provide the titled compound (96.6 mg, 69.5%) as a yellow solid.

1. stirringby stirring for 30 min
2. customThe reaction mixture was partitioned between ethyl acetate
3. washThe organic layer was washed with a saturated aqueous solution of ammonium chloride, water and brine in this order
4. dry with materialdried over anhydrous sodium sulfate
5. customThe solvent was evaporated under a reduced pressure
6. customto give a residue, which
7. customwas then purified by silica gel column chromatography (Fuji Silysia NH, eluent; hexane:ethyl acetate=2:1)
8. customThe solvent was evaporated under a reduced pressure
9. customto give a residue, which
10. customwas partitioned between ethyl acetate
11. washThe organic layer was washed with water and brine in this order
12. dry with materialdried over anhydrous sodium sulfate
13. customThe solvent was evaporated under a reduced pressure
14. customto give a residue, which
15. customwas then dried in vacuum