反応 #48833

反応方程式

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

収率 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

収率 84.5%

溶媒

ethyl acetate

acetonitrile

反応条件

後処理

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

実験手順

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).

出典