反应详情

温度

110 °C

Pyridin-4-ylboronic acid (26 mg), tetrakis triphenylphosphine palladium (10 mg) and sodium carbonate (156 mg) were added to a mixed solution of 3-[1-(2-bromo-4-chlorophenoxy)-1-methylethyl]-4-methyl-5-[2-(trifluoromethyl)phenyl]-4H-1,2,4-triazole (100 mg) in toluene-ethanol-water (2 ml, 3:2:1), followed by stirring at 110° C. for 2 days. The reaction solution was concentrated under reduced pressure and diluted with chloroform. The organic layer was washed with water and saturated brine in this order and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by thin layer chromatography (ethyl acetate:methanol=98:2). The resulting solid was dissolved in ethyl acetate and 4M hydrogen chloride-ethyl acetate was added thereto, followed by stirring at room temperature for 2 hours. The precipitated crystal was collected by filtration and washed with ethyl acetate to obtain 4-[5-chloro-2-(1-methyl-1-{4-methyl-5-[2-(trifluoromethyl)phenyl]-4H-1,2,4-triazol-3-yl}ethoxy)phenyl]pyridine dihydrochloride (19 mg) as a white crystal.

1. concentrationThe reaction solution was concentrated under reduced pressure
2. additiondiluted with chloroform
3. washThe organic layer was washed with water and saturated brine in this order
4. dry with materialdried over anhydrous magnesium sulfate
5. customthe solvent was evaporated under reduced pressure
6. customThe residue was purified by thin layer chromatography (ethyl acetate:methanol=98:2)
7. dissolutionThe resulting solid was dissolved in ethyl acetate
8. addition4M hydrogen chloride-ethyl acetate was added
9. stirringby stirring at room temperature for 2 hours
10. filtrationThe precipitated crystal was collected by filtration
11. washwashed with ethyl acetate