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
CONDITIONS
反应条件
- 温度
- 0 °C
PROCEDURE
实验过程
4-{3-[(1S)-2-Methoxy-1-methylethoxy]-5-[5-(1,3-thiazol-2-yl)-1H-pyrrol-2-yl]phenoxy}-3-methylbenzaldehyde (32 mg, 0.071 mmol) synthesized in Example 51 was dissolved in methanol (3.0 mL), and sodium borohydride (5 mg, 0.132 mmol) was added, followed by stirring at 0° C. for 4 hours under nitrogen atmosphere. The reaction solution was brought to room temperature, a saturated aqueous ammonium chloride solution (10 mL) was added, and extraction was carried out with ethyl acetate (10 mL). The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=50%-75%) to afford the desired compound (26 mg, yield 81%) as a white solid.
WORKUP
后处理
- customwas brought to room temperature
- extractionextraction
- washThe organic layer was washed with saturated brine
- dry with materialsubsequently dried over anhydrous magnesium sulfate
- distillationThe solvent was distilled off under reduced pressure
- customthe resulting residue was purified
- washsilica gel column chromatography (elution solvent: ethyl acetate/hexane=50%-75%)