反应详情

温度

-40 °C

To a solution of 3-[4-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)phenyl]-2-cyano-N-cyclopropyl-N-(2,3-dichlorobenzyl)propanamide (prepared as detailed in Example 14, 1 eq.) in THF (0.1 M) was added, at −78° C., potassium bis(trimethylsilyl)amide (15% w/w toluene solution, 1 eq.). The resulting yellow suspension was stirred at −78° C. for 15 min and at −40° C. for 15 min. Iodomethane (1 eq.) was then added and the reaction mixture was slowly warmed to RT over 14 h. The reaction was quenched with sat. aq. NH4Cl and extracted with ether. The combined organic extracts were washed with H2O and brine, dried over MgSO4 and filtered. Concentration of the filtrate in vacuo afforded a pale yellow oil. Purification of the crude product thus obtained by way of column chromatography (SiO2, 10:1→1:1 (v/v) Hex:EtOAc) afforded the title compound as a colorless oil.

1. temperaturethe reaction mixture was slowly warmed to RT over 14 h
2. customThe reaction was quenched with sat. aq. NH4Cl
3. extractionextracted with ether
4. washThe combined organic extracts were washed with H2O and brine
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. customConcentration of the filtrate in vacuo afforded a pale yellow oil
8. customPurification of the crude product
9. customthus obtained by way of column chromatography (SiO2, 10:1→1:1 (v/v) Hex:EtOAc)