反应 #48833

反应方程式

Trimethylsilyl iodide

3-[(1S)-2-methoxy-1-methylethoxy]-N-(1-methyl-1H-pyrazol-3-yl)-5-[4-(1,2,4-oxadiazol-3-yl)phenoxy]benzamide

→

title compound

收率 84.5%

3-[(1S)-2-Hydroxy-1-methylethoxy]-N-(1-methyl-1H-pyrazol-3-yl)-5-[4-(1,2,4-oxadiazol-3-yl)phenoxy]benzamide

收率 84.5%

溶剂

ethyl acetate

acetonitrile

反应条件

后处理

1. 1
   其他quenched by the addition of saturated aqueous sodium bicarbonate (20 mL)
2. 2
   洗涤The organic phase was washed with saturated aqueous thiosulphate solution (20 mL)
3. 3
   干燥dried (MgSO4)
4. 4
   其他The volatiles were removed under reduced pressure
5. 5
   其他the resulting oil purified by chromatography on silica
6. 6
   洗涤eluting with 0-100% ethyl acetate in iso-hexane

实验过程

Trimethylsilyl iodide (0.062 mL, 0.434 mmol) was added to a solution of 3-[(1S)-2-methoxy-1-methylethoxy]-N-(1-methyl-1H-pyrazol-3-yl)-5-[4-(1,2,4-oxadiazol-3-yl)phenoxy]benzamide (78 mg, 0.174 mmol) in acetonitrile (2 mL) and the reaction mixture allowed to stir at RT for 18 hours. The reaction was diluted with ethyl acetate (15 mL) and quenched by the addition of saturated aqueous sodium bicarbonate (20 mL). The organic phase was washed with saturated aqueous thiosulphate solution (20 mL) and dried (MgSO4). The volatiles were removed under reduced pressure and the resulting oil purified by chromatography on silica, eluting with 0-100% ethyl acetate in iso-hexane, to give the title compound as a colourless solid (64 mg).

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