反应 #463032

反应方程式

4-chloro-1-ethyl-1H-pyrazolo[3,4-b]quinoline

trans-4-(aminomethyl)cyclohexane carboxylic acid

DMSO

→

1-ethyl-N-[[4-(methylthiomethoxycarbonyl) cyclohexyl]methyl]-1H-pyrazolo[3,4-b]quinolin-4-amine

反应条件

后处理

1. 1
   其他The reaction mixture was then partitioned between CH2Cl2 and water
2. 2
   其他the layers were separated
3. 3
   萃取the aqueous layer was extracted with CH2Cl2
4. 4
   洗涤washed with water
5. 5
   干燥dried over Na2SO4
6. 6
   其他evaporated
7. 7
   其他The residue was purified by column chromatography on silca gel
8. 8
   其他to afford an oil which
9. 9
   其他was crystallized from ether/hexane
10. 10
    其他recrystallized from ether/hexane

实验过程

A mixture of 4-chloro-1-ethyl-1H-pyrazolo[3,4-b]quinoline (3 g), DMSO (9 ml) and trans-4-(aminomethyl)cyclohexane carboxylic acid (4.1 g) was heated at 180° C. overnight. The reaction mixture was then partitioned between CH2Cl2 and water, the layers were separated and the aqueous layer was extracted with CH2Cl2. The organic layers were combined, washed with water, dried over Na2SO4, and evaporated. The residue was purified by column chromatography on silca gel to afford an oil which was crystallized from ether/hexane and then recrystallized from ether/hexane to afford 1-ethyl-N-[[4-(methylthiomethoxycarbonyl) cyclohexyl]methyl]-1H-pyrazolo[3,4-b]quinolin-4-amine, m.p. 135°-136° C.

来源