反应 #43314

反应方程式

Cyclopentanone

methanol

4-benzyloxy-1-{4-[(3S)-3-pyrrolidinyloxy]phenyl}-1H-pyridin-2-one

→

title compound

收率 53.0%

4-benzyloxy-1-(4-{[(3S)-1-cyclopentyl-3-pyrrolidinyl]-oxy}phenyl)-1H-pyridin-2-one

收率 53.0%

溶剂

Ethyl acetate

反应条件

后处理

1. 1
   workup.WAITsired at room temperature for an hour
2. 2
   洗涤was then washed with saturated aqueous sodium bicarbonate solution and saturated brine
3. 3
   干燥dried over anhydrous potassium carbonate
4. 4
   浓缩The solvent was concentrated under reduced pressure
5. 5
   其他the resulting residue was purified on silica gel chromatography (C-300; methanol:chloroform=1:10)

实验过程

Cyclopentanone (0.017 mL, 0.186 mmol) and a 0.3 mol Zn[B(CN)H3]2 methanol solution (0.4 mL, 0.12 mmol, prepared from ZnCl2 and NaB(CN)H3) were added to a methanol solution (1 mL) of 4-benzyloxy-1-{4-[(3S)-3-pyrrolidinyloxy]phenyl}-1H-pyridin-2-one (45 mg, 0.124 mmol) and sired at room temperature for an hour. Ethyl acetate was added to the reaction liquid, which was then washed with saturated aqueous sodium bicarbonate solution and saturated brine, and dried over anhydrous potassium carbonate. The solvent was concentrated under reduced pressure and the resulting residue was purified on silica gel chromatography (C-300; methanol:chloroform=1:10) to provide the title compound (28.2 mg, 53%).

来源