反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
To the solution of ethyl 3-[7-(5-{5-chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-oxadiazol-3-yl)-6-fluoro-1H-indol-3-yl]propanoate (D149) (260 mg) in dimethyl sulfoxide (10 mL) was added KOH (247 mg) and MeI (1.03 mL). The reaction solution was stirred at room temperature overnight. Saturated aqueous NH4Cl (10 mL) solution was added, and the resulting solution was extracted with ethyl acetate (3×10 mL). The combined organic phases were washed with brine and dried over sodium sulphate. The organic solution was concentrated to afford ethyl 3-[7-(5-{5-chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-oxadiazol-3-yl)-6-fluoro-1-methyl-1H-indol-3-yl]propanoate (D150) (268 mg) as a brown oil. MS (ES): C24H24ClFN4O4 requires 486; found 487.2 (M+H+).
WORKUP
后处理
- extractionthe resulting solution was extracted with ethyl acetate (3×10 mL)
- washThe combined organic phases were washed with brine
- dry with materialdried over sodium sulphate
- concentrationThe organic solution was concentrated