反应详情

2-Amino-4-(2-fluoro-4-nitrophenoxy)pyridine (124.6 mg) was dissolved in tetrahydrofuran (2.5 ml) under a nitrogen atmosphere, and then triethylamine (0.105 ml) and phenyl chloroformate (0.094 ml) were added dropwise thereto while cooling in an ice bath, followed by stirring at room temperature for 1 hr. The reaction mixture was concentrated under a reduced pressure to give a residue, which was dissolved in N,N-dimethylformamide (1.25 ml), and then 4-hydroxypiperidine (253 mg) was added thereto at room temperature, followed by stirring for 2 hrs. To the reaction mixture was added a saturated aqueous solution of ammonium chloride, followed by extracting with ethyl acetate. The organic layer was washed with a saturated aqueous solution of ammonium chloride 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 (eluent; hexane:ethyl acetate=1:2 to 1:4, then ethyl acetate) to provide the titled compound (169 mg, 90%) as pale yellow powder.

1. temperaturewhile cooling in an ice bath
2. concentrationThe reaction mixture was concentrated under a reduced pressure
3. customto give a residue, which
4. customat room temperature
5. stirringby stirring for 2 hrs
6. extractionby extracting with ethyl acetate
7. washThe organic layer was washed with a saturated aqueous solution of ammonium chloride and brine in this order
8. dry with materialdried over anhydrous sodium sulfate
9. customThe solvent was evaporated under a reduced pressure
10. customto give a residue, which
11. customwas then purified by silica gel column chromatography (eluent