反应详情

4-(Diphenylmethoxy)-1-piperidinepropanol (487 mg) was dissolved in dried tetrahydrofuran (10 ml), followed by addition of sodium t-butoxide (144 mg). The mixture was refluxed under heating for 40 minutes. After the mixture was cooled, 6-chloro-2-phenyl[1,2,4]triazolo[1,5-b]pyridazine (315 mg) was added thereto. This mixture was refluxed under heating for 4 hours. After the mixture was cooled, ice-water was added thereto, followed by extraction with a mixture of ethyl acetate and tetrahydrofuran (2:1). The extract was washed with an aqueous sodium chloride saturated solution, dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography and eluted with a mixture of ethyl acetate and methanol (10:1). Fractions containing the objective compound were collected, concentrated and dissolved in ethyl acetate (10 ml), followed by addition of 4N HCl in ethyl acetate solution (0.25 ml) and concentrated under reduced pressure. The resulting crystals were recrystallized from ethanol to yield the title compound (0.334 g).

1. temperatureThe mixture was refluxed
2. temperatureunder heating for 40 minutes
3. temperatureAfter the mixture was cooled
4. temperatureThis mixture was refluxed
5. temperatureunder heating for 4 hours
6. temperatureAfter the mixture was cooled
7. extractionfollowed by extraction with a mixture of ethyl acetate and tetrahydrofuran (2:1)
8. washThe extract was washed with an aqueous sodium chloride saturated solution
9. dry with materialdried over magnesium sulfate
10. concentrationconcentrated under reduced pressure
11. washeluted with a mixture of ethyl acetate and methanol (10:1)
12. additionFractions containing the objective compound
13. customwere collected
14. concentrationconcentrated
15. dissolutiondissolved in ethyl acetate (10 ml)
16. additionfollowed by addition of 4N HCl in ethyl acetate solution (0.25 ml)
17. concentrationconcentrated under reduced pressure
18. customThe resulting crystals were recrystallized from ethanol