反应详情

[4-(4-Nitrophenoxy)pyridin-2-yl]carbamic acid phenyl ester (250 mg) was dissolved in tetrahydrofuran (7 ml) under a nitrogen atmosphere, and then morpholine (0.187 ml) was added thereto. The reaction mixture was stirred overnight at room temperature. To the reaction mixture was further added morpholine (0.187 ml), followed by stirring for 2 hrs and 15 min. The reaction mixture was warmed up to 50° C., followed by stirring for 1 hr. 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=1:1 to 1:5). 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 (152 mg, 61.9%) as a brown solid.

1. stirringby stirring for 2 hrs and 15 min
2. temperatureThe reaction mixture was warmed up to 50° C.
3. stirringby stirring for 1 hr
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 (eluent; hexane:ethyl acetate=1:1 to 1:5)
10. additionFractions containing the target compound
11. concentrationwere concentrated under a reduced pressure
12. customto give a residue, which
13. customwas then dried in vacuum