反应 #1702161

反应方程式

tert-butyl {5-[(trimethylsilyl)ethynyl]pyridin-3-yl}carbamate

methanol

potassium carbonate

→

desired product

收率 67.0%

tert-Butyl (5-ethynylpyridin-3-yl)carbamate

收率 67.0%

溶剂

water

反应条件

后处理

1. 1
   其他The solvent was removed under vacuum
2. 2
   workup.ADDITIONthe residue was diluted with EtOAc and water
3. 3
   其他After separation
4. 4
   干燥the organic layer was dried over Na2SO4
5. 5
   浓缩concentrated under vacuum
6. 6
   其他The crude product was purified by silica gel column chromatography

实验过程

Into a reaction flask were added tert-butyl {5-[(trimethylsilyl)ethynyl]pyridin-3-yl}carbamate (2.0 g, 6.9 mmol), methanol (25 mL), and a solution of potassium carbonate (7.1 g, 52 mmol) in water (25 mL). The reaction mixture was stirred at rt overnight. The solvent was removed under vacuum and the residue was diluted with EtOAc and water. After separation, the organic layer was dried over Na2SO4 and concentrated under vacuum. The crude product was purified by silica gel column chromatography to give the desired product as a white powder (1.0 g, 67%). LCMS for C12H15N2O2 (M+H)+: m/z=219.0.

来源