反应 #1135876

反应方程式

2-(((triisopropylsilyl)oxy)methyl)imidazo[1,2-a]pyridine

N-iodosuccinimide

water

→

3-iodo-2-(((triisopropylsilyl)oxy)methyl)imidazo[1,2-a]pyridine

收率 87.5%

溶剂

acetonitrile

反应条件

后处理

1. 1
   萃取The aqueous phase was extracted with 3×50 ml of dichloromethane
2. 2
   洗涤The combined organic phases were washed with 100 ml of a saturated NaCl aqueous solution
3. 3
   其他dried on Na2SO4 which
4. 4
   其他was then removed by filtration
5. 5
   浓缩The obtained filtrate was concentrated in vacuo

实验过程

1.85 g (6.08 mmol) of 2-(((triisopropylsilyl)oxy)methyl)imidazo[1,2-a]pyridine were solubilised in 25 ml of acetonitrile with magnetic stirring, to this solution were added 1.409 g (6.08 mmol) of N-iodosuccinimide. The mixture was stirred at r.t. for 16 h before being treated with 100 ml of water. The aqueous phase was extracted with 3×50 ml of dichloromethane. The combined organic phases were washed with 100 ml of a saturated NaCl aqueous solution, dried on Na2SO4 which was then removed by filtration. The obtained filtrate was concentrated in vacuo. 2.29 g (yield=83%) of 3-iodo-2-(((triisopropylsilyl)oxy)methyl)imidazo[1,2-a]pyridine were obtained as a pale yellow solid. LC-MS: m/z=431 (MH+); UV purity at 254 nm=95%.

来源