反应 #1135883

反应方程式

2-((3-((3-(trifluoromethyl)phenyl)ethynyl) imidazo[1,2-a]pyridin-2-yl)methyl) isoindoline-1,3-dione

hydrazine monohydrate

→

(3-((3-(trifluoromethyl)phenyl)ethynyl)imidazo[1,2-a]pyridin-2-yl)methanamine

收率 73.6%

溶剂

ethanol

反应条件

后处理

1. 1
   workup.ADDITIONwere added
2. 2
   其他The suspended solid was isolated by filtration
3. 3
   洗涤washed with 2×25 ml of ethanol
4. 4
   浓缩The filtrate was concentrated in vacuo
5. 5
   其他The residue was triturated in 20 ml of ethanol
6. 6
   其他the solid was isolated by filtration
7. 7
   浓缩the filtrate concentrated in vacuo in order

实验过程

1.41 g (3.08 mmol) of 2-((3-((3-(trifluoromethyl)phenyl)ethynyl) imidazo[1,2-a]pyridin-2-yl)methyl) isoindoline-1,3-dione were solubilised in 30 ml of ethanol with magnetic stirring, 0.978 ml (30.8 mmol) of hydrazine monohydrate were added. The mixture gradually became milky and was stirred at r.t. for 1.5 h. The suspended solid was isolated by filtration and washed with 2×25 ml of ethanol. The filtrate was concentrated in vacuo. The residue was triturated in 20 ml of ethanol, the solid was isolated by filtration and the filtrate concentrated in vacuo in order to obtain 0.715 g (yield=69%) of (3-((3-(trifluoromethyl)phenyl)ethynyl)imidazo[1,2-a]pyridin-2-yl)methanamine as a pale yellow solid. LC-MS: m/z=316 (MH+); UV purity at 254 nm=94%. 1H NMR (300 MHz, DMSO) δ 8.73 (d, J=6.7 Hz, 1H), 8.12 (s, 1H), 7.98 (d, J=7.7 Hz, 1H), 7.82-7.63 (m, 3H), 7.49-7.40 (m, 1H), 7.13 (td, J=6.8, 1.1 Hz, 1H), 3.96 (s, 2H).

来源