反应详情

A mixture of 1,1-dimethylethyl 4-[4-(ethoxycarbonyl)-2-thiazolyl]-1-piperidinecarboxylate (i.e. the product of Example 1, Step A) (3.4 g, 10 mmol), lithium borohydride (0.33 g, 15 mmol) and methanol (607 μL, 15 mmol) in diethyl ether (40 mL) was heated at reflux for 16 h. The reaction mixture was cooled, treated with water (5 mL) and extracted with diethyl ether and dichloromethane. The combined organic layers were dried (MgSO4) and concentrated under reduced pressure and purified by silica gel chromatography using 50-100% ethyl acetate in hexanes as eluant to give 1.72 g of the title compound as a white solid.

1. temperaturewas heated
2. temperatureat reflux for 16 h
3. temperatureThe reaction mixture was cooled
4. extractionextracted with diethyl ether and dichloromethane
5. dry with materialThe combined organic layers were dried (MgSO4)
6. concentrationconcentrated under reduced pressure
7. custompurified by silica gel chromatography