反应详情

To a solution of (R,E)-3-(1H-indol-3-yl)-N-(1-(5-(2,2,2-trifluoroethoxy)pyridin-2-yl)ethyl)acrylamide (600 mg, 1.3 mmol) in dichloromethane (10 mL) was added ethylzinc (4.1 mL, 4.1 mmol, 1.0 M) at room temperature. After being stirred at room temperature for 3 min, diiodomethane (1.8 g, 6.7 mmol) was added to the mixture. The mixture was refluxed at 55° C. with stirring for 18 hours. sat. ammonia hydrochloride aqueous solution was added to the mixture. The organic layer was extracted with ethyl acetate, washed with brine, dried over sodium sulfate. After the filtration to separate solvent and sodium sulfate, the solvent was removed under reduced pressure to give the residue, which was applied to a silica gel chromatography column and eluted with a hexane/ethylacetate=1/1 (v/v) and preparative LC-MS to give 14 mg, (3% yield) of the title compound as a white solid (2:1 mixture of the diastereomers).

1. temperatureThe mixture was refluxed at 55° C.
2. stirringwith stirring for 18 hours
3. extractionThe organic layer was extracted with ethyl acetate
4. washwashed with brine
5. dry with materialdried over sodium sulfate
6. filtrationAfter the filtration
7. customto separate solvent and sodium sulfate
8. customthe solvent was removed under reduced pressure
9. customto give the residue, which
10. washeluted with a hexane/ethylacetate=1/1 (v/v) and preparative LC-MS