反应详情

6-(2-Fluoro-4-nitrophenoxy)pyrimidin-4-ylamine (50 mg) was dissolved in tetrahydrofuran (2 ml) under a nitrogen atmosphere, and then triethylamine (0.0697 ml) and phenyl chloroformate (0.0627 ml) were added thereto while cooling in an ice bath, followed by stirring at room temperature for 30 min. The reaction mixture was concentrated under a reduced pressure to give a residue, to which N,N-dimethylformamide (2 ml) and N,N-diethyl-N′-methylpropane-1,3-diamine (115 mg) were added, followed by stirring at room temperature for 2 hrs. 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 (eluent; hexane:ethyl acetate=2:1 to 1:1, then ethyl acetate:ethanol=19:1). Fractions containing the target compound were concentrated under a reduced pressure to give a residue, which was then dried in vacuum to provide the titled compound (55.7 mg, 66.2%) as a yellow solid.

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