反应详情

To a solution of methyl [2-methyl-4-(4-methylphenyl)-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-b]pyridin-3-yl]acetate (0.175 g; 0.5 mmol) in dry DMF (2 mL) at −10° C. was added LHMDS 1N in THF (0.55 mL; 0.55 mmol), chloromethylbenzylether (0.138 mL; 1 mmol) and potassium iodide (0.166 g; 1 mmol). The reaction mixture was allowed to warm up to room temperature and stirred for 19 h. A saturated solution of ammonium chloride (4 ml) was added and the mixture was extracted with ethyl acetate. The organic layers were combined, washed with brine, dried over magnesium sulphatesulphate and concentrated under reduced pressure. The crude material was purified by flash-chromatography on silica gel using a gradient of ethyl acetate (5 to 40%) in heptane to furnish 0.057 g (24%) of the title compound as a colorless oil.

1. extractionthe mixture was extracted with ethyl acetate
2. washwashed with brine
3. dry with materialdried over magnesium sulphatesulphate
4. concentrationconcentrated under reduced pressure
5. customThe crude material was purified by flash-chromatography on silica gel using a gradient of ethyl acetate (5 to 40%) in heptane