反应详情

温度

130 °C

At room temperature, to a stirred solution of potassium t-butoxide (0.287 g, 2.56 mmol, 1.2 eq) in anhydrous DMSO (4 mL) was added 5′-(pyrrolidin-1-ylsulfonyl)spiro[1,3-dioxane-2,3′-indol]-2′(1′H)-one (0.72 g, 2.13 mmol). After stirring 20 minutes, 3-chloro-2,2-dimethylpropionitrile (3 eq) was added drop-wise and the reaction was heated at 130° C. for 20 hr. The reaction mixture was heated at 126° C. for 16 h. After cooling to room temperature, the reaction was poured into H2O (100 mL) and extracted with Et2O (3×). The combined organic extracts were dried over Na2SO4, filtered and concentrated. The crude product was purified on Biotage KP silica gel eluting with CH2Cl2/CH3OH H4OH (97/2/1) followed by a second chromatography eluting with 50/50 Pet. ether/EtOAc to give the title compound as a white solid (0.69 g, 77% yield). NMR: consistent.

1. temperatureThe reaction mixture was heated at 126° C. for 16 h
2. temperatureAfter cooling to room temperature
3. extractionextracted with Et2O (3×)
4. dry with materialThe combined organic extracts were dried over Na2SO4
5. filtrationfiltered
6. concentrationconcentrated
7. customThe crude product was purified on Biotage KP silica gel eluting with CH2Cl2/CH3OH H4OH (97/2/1)
8. washeluting with 50/50 Pet. ether/EtOAc