反应详情

A mixture of 155 mg of 5-{4-[6-(4-amino-3,5-dimethylphenoxy)-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl}thiazolidine-2,4-dione dihydrochloride, 36 mg of acetic anhydride, 107 mg of pyridine, 7.3 mg of 4-(N,N-dimethylamino)pyridine and 5 ml of anhydrous tetrahydrofuran was heated under reflux for 2 hours. The reaction mixture was concentrated by evaporation. Water was added to the concentrate, followed by extraction with ethyl acetate. The extract was dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. To the residue, 10 ml of 4N hydrochloric acid/ethyl acetate were added, followed by stirring at room temperature for 21 hours. The insoluble product was collected by filtration, followed by washing with ether, whereby 97 mg of the title compound were obtained.

1. temperaturewas heated
2. temperatureunder reflux for 2 hours
3. concentrationThe reaction mixture was concentrated by evaporation
4. additionWater was added to the concentrate
5. extractionfollowed by extraction with ethyl acetate
6. dry with materialThe extract was dried over anhydrous sodium sulfate
7. distillationthe solvent was distilled off under reduced pressure
8. additionTo the residue, 10 ml of 4N hydrochloric acid/ethyl acetate were added
9. filtrationThe insoluble product was collected by filtration
10. washby washing with ether