反应详情

A mixture of N3-methyl-6-trifluoromethylpyridin-2,3-diamine (0.38 g), 2-ethylsulfanylbenzoic acid (0.40 g), WSC (0.42 g), and pyridine (3 ml) was stirred under reflux for hours. Into the reaction mixture cooled to room temperature, water was poured, and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. To the resulting residue, tripotassium phosphate (1.06 g) and 1-propanol (4 ml) were added, and stirred under reflux for 4 hours. Into the reaction mixture cooled to room temperature, water was poured, and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 0.33 g of 2-(2-ethylsulfanylphenyl)-1-methyl-5-trifluoromethyl-1H-imidazo[4,5-b]pyridine (hereinafter referred to as Present Compound 166).

1. temperatureunder reflux for hours
2. extractionextracted with ethyl acetate
3. dry with materialThe organic layer was dried over sodium sulfate
4. concentrationconcentrated under reduced pressure
5. additionTo the resulting residue, tripotassium phosphate (1.06 g) and 1-propanol (4 ml) were added
6. stirringstirred
7. temperatureunder reflux for 4 hours
8. temperatureInto the reaction mixture cooled to room temperature
9. additionwater was poured
10. extractionextracted with ethyl acetate
11. dry with materialThe organic layer was dried over sodium sulfate
12. concentrationconcentrated under reduced pressure