反应详情

To a solution of 740 mg 2-methyl-4-[2-(4-trifluoromethyl-phenyl)-ethyl]-6,7-dihydro-thieno[3,2-c]pyridine in 7.4 mL methanol was added portion wise 82 mg (2.17 mmol) NaBH4 at room temperature. The mixture was stirred at room temperature for 30 minutes, cooled in an ice bath and quenched with water and 1N HCl. The methanol was removed in vacuo and the residue stirred in water. The mixture was basified with a 2M Na2CO3 solution and extracted with dichloromethane. The combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified on silica eluting with a gradient formed from heptane and ethyl acetate. The product containing fractions were evaporated to yield 630 mg (87%; over two steps) of the title compound as yellow oil. MS(m/e): 326.1 (MH+).

1. temperaturecooled in an ice bath
2. customquenched with water and 1N HCl
3. customThe methanol was removed in vacuo
4. stirringthe residue stirred in water
5. extractionextracted with dichloromethane
6. dry with materialThe combined organic extracts were dried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customThe residue was purified on silica eluting with a gradient
10. customformed from heptane and ethyl acetate
11. additionThe product containing fractions
12. customwere evaporated