反应详情

4-Amino-6-(2-fluoro-4-nitrophenoxy)pyrimidine (40 mg) was dissolved in tetrahydrofuran (2 ml) under a nitrogen atmosphere, and then triethylamine (0.045 ml) and phenyl chloroformate (0.040 ml) were added dropwise thereto, followed by stirring at room temperature for 1 hr. The reaction mixture was concentrated under a reduced pressure to give a residue, which was then dissolved in N,N-dimethylformamide (2 ml). 4-(Piperidin-1-yl)piperidine (108 mg) was added thereto, followed by stirring for 10 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=1:1 to 1:2). Fractions containing the target compound were concentrated under a reduced pressure, and dried in vacuum to provide the titled compound (43.9 mg, 61.7%) as a yellow solid.

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