反应详情

(S)-Methyl 2-(6-((4′-(azetidin-3-yloxy)-2′,6′-dimethylbiphenyl-3-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetate 2,2,2-trifluoroacetate 14c (150 mg, 0.32 mmol) was dissolved in 10 mL of dichloromethane, followed by addition of triethylamine (65 mg, 0.64 mmol) and the crude 2-cyanoacetyl chloride 16b (49 mg, 0.48 mmol). The reaction solution was stirred for 16 hours. The resulting solution was added with 10 mL of water and extracted with ethyl acetate (20 mL×2). The combined organic extracts were washed with saturated sodium chloride solution (5 mL), dried with anhydrous magnesium sulphate, and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by TLC with elution system A to obtain the crude title compound (S)-methyl 2-(6-((4′-((1-(2-cyanoacetyl)azetidin-3-yl)oxy)-2′,6′-dimethylbiphenyl-3-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetate 16c (80 mg, yield 46.2%) as a yellow solid.

1. extractionextracted with ethyl acetate (20 mL×2)
2. washThe combined organic extracts were washed with saturated sodium chloride solution (5 mL)
3. dry with materialdried with anhydrous magnesium sulphate
4. filtrationfiltered
5. concentrationThe filtrate was concentrated under reduced pressure
6. customthe residue was purified by TLC with elution system