反应 #1135877

反应方程式

(3-(phenylethynyl)imidazo[1,2-a]pyridin-2-yl) methanol

triethylamine

isobutyl chloroformate

→

isobutyl ((3-(phenylethynyl)imidazo[1,2-a]pyridin-2-yl)methyl) carbonate

收率 59.8%

溶剂

dichloromethane

反应条件

后处理

1. 1
   浓缩before being concentrated in vacuo
2. 2
   其他a solid was isolated by filtration
3. 3
   其他The solid was purified by preparative HPLC

实验过程

0.1 g (0.403 mmol) of (3-(phenylethynyl)imidazo[1,2-a]pyridin-2-yl) methanol were solubilised in 3 ml of dichloromethane with magnetic stirring. 0.084 ml (0.604 mmol) of triethylamine and 0.059 ml (0.443 mmol) of isobutyl chloroformate were added. The mixture was stirred at r.t. for 15 min before being concentrated in vacuo. The residue was taken up in 10 ml of diisopropyl ether and a solid was isolated by filtration. The solid was purified by preparative HPLC and 0.084 g (yield=59%) of isobutyl ((3-(phenylethynyl)imidazo[1,2-a]pyridin-2-yl)methyl) carbonate were obtained as a pale yellow solid. LC-MS: m/z=349 (MH+); UV purity at 254 nm=99%. 1H NMR (300 MHz, DMSO) δ 8.70 (d, J=6.8 Hz, 1H), 7.79-7.65 (m, 3H), 7.60-7.45 (m, 4H), 7.23 (td, J=6.8, 1.1 Hz, 1H), 5.42 (s, 2H), 3.91 (d, J=6.6 Hz, 2H), 1.95-1.80 (m, 1H), 0.86 (d, J=6.7 Hz, 6H).

来源