反应详情

温度

100 °C

A suspension of 1-(5-trifluoromethylpyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxamide (2.2 g) described in Reference Example 120, 2-(4-(morpholin-4-yl)cyclohex-1-en-1-yl)-3-methyl-5-bromopyridine (2.75 g) described in Reference Example 107, 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (152 mg), palladium acetate (39 mg) and cesium carbonate (4.01 g) in 1,4-dioxane (30 ml) was stirred at 100° C. After the reaction, the reaction solution was left stand, ice water was added and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, and concentrated. The resulting residue was purified with a silica gel column chromatography (chloroform/methanol), washed with ethanol and the resulting solid was filtered and dried at 60° C. in vacuo to give a white solid. Methanesulfonic acid (0.326 ml) was added to a solution of the resulting solid in chloroform (200 ml) and stirred at room temperature for three hours. Then, the solvent was evaporated, ethanol was added and the precipitated solid was filtered and dried at 60° C. in vacuo to give the titled compound (2.9 g) as a white solid.

1. customAfter the reaction
2. additionwas added
3. extractionextracted with chloroform
4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
5. concentrationconcentrated
6. customThe resulting residue was purified with a silica gel column chromatography (chloroform/methanol)
7. washwashed with ethanol
8. filtrationthe resulting solid was filtered
9. customdried at 60° C. in vacuo
10. customto give a white solid
11. stirringstirred at room temperature for three hours
12. customThen, the solvent was evaporated
13. additionethanol was added
14. filtrationthe precipitated solid was filtered
15. customdried at 60° C. in vacuo