反应详情

温度

90 °C

5-(4-Bromo-phenyl)-1-(2-chloro-phenyl)-3-pentafluoroethyl-4,5-dihydro-1H-pyrazole prepared in Step 3 of Preparation 1 (760.0 mg, 1.68 mmol), 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridin-1-carboxylic acid tert-butyl ester (622.0 mg, 2.01 mmol), potassium carbonate (695.0 mg, 5.03 mmol), and Pd(dppf)Cl2 (137.0 mg, 0.17 mmol) were added to a mixed solvent of 1,4-dioxane (24.0 mL) and distilled water (6.0 mL). The reaction mixture was stirred for 15 minutes, additionally at 90° C. for 16 hours, and cooled to room temperature. Distilled water was added to the reaction mixture, which was then extracted with ethyl acetate. The extract was washed with brine, dried on anhydrous magnesium sulfate, and then concentrated under reduced pressure to give a yellow liquid residue. The resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/9) to give 630.0 mg of the titled compound as a white solid.

1. distillationdistilled water (6.0 mL)
2. temperaturecooled to room temperature
3. additionDistilled water was added to the reaction mixture, which
4. extractionwas then extracted with ethyl acetate
5. washThe extract was washed with brine
6. dry with materialdried on anhydrous magnesium sulfate
7. concentrationconcentrated under reduced pressure
8. customto give a yellow liquid residue
9. customThe resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/9)