反应详情

温度

115 °C

(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methylpiperidin-2-one (Example 71, Step D) (90 mg, 0.24 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (125 mg, 0.60 mmol), diacetoxycopper (44 mg, 0.24 mmol) and N,N-dimethylpyridin-4-amine (88 mg, 0.72 mmol) were dissolved in 1.2 mL of toluene. Sodium bis(trimethylsilyl)amide (480 μL, 0.48 mmol) was added and the reaction apparatus was outfitted with a reflux condenser and was allowed to stir at 115° C. for 13 hours. The reaction mixture was cooled to room temperature, quenched with water and extracted (2×EtOAc). The combined organic layers were washed with sat. aq. NaCl solution, dried over Na2SO4, filtered and the filtrate was concentrated under reduced pressure. Purification of the residue by flash chromatography (0 to 60% EtOAc/hexanes) provided the title compound as a colorless solid.

1. customthe reaction apparatus was outfitted with a reflux condenser
2. temperatureThe reaction mixture was cooled to room temperature
3. customquenched with water
4. extractionextracted (2×EtOAc)
5. washThe combined organic layers were washed with sat. aq. NaCl solution
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. concentrationthe filtrate was concentrated under reduced pressure
9. customPurification of the residue by flash chromatography (0 to 60% EtOAc/hexanes)