反应 #433599

反应方程式

Sodium

3-(4-morpholinyl)-1-propanol

4-[(3,4-dichloro-6-fluorophenyl)amino]-7-fluoro-6-nitroquinazoline

→

4-[(3,4-dichloro-6-fluorophenyl)amino]-7-[3-(4-morpholinyl)propoxy]-6-nitroquinazoline

收率 72.0%

溶剂

THF

反应条件

后处理

1. 1
   温度The reaction mixture was refluxed for 18 hours
2. 2
   其他the solvent was thereafter partially removed under reduced pressure
3. 3
   workup.ADDITIONthe residue was diluted with water
4. 4
   萃取extracted with ethyl acetate
5. 5
   其他Drying
6. 6
   其他the combined organic extracts, evaporation and silica gel chromatography (
7. 7
   workup.ADDITIONa mixture of 20% MeOH/30% CH2Cl2/50% EtOAc
8. 8
   洗涤as elute)

实验过程

Sodium metal (5 equivalents) was added, under nitrogen atmosphere, to a solution of 3-(4-morpholinyl)-1-propanol (4 equivalents) in THF. The obtained suspension was stirred at 20° C. for two hours and was thereafter cannulated, under nitrogen atmosphere, into a solution of 4-[(3,4-dichloro-6-fluorophenyl)amino]-7-fluoro-6-nitroquinazoline. The reaction mixture was refluxed for 18 hours, the solvent was thereafter partially removed under reduced pressure and the residue was diluted with water and extracted with ethyl acetate. Drying the combined organic extracts, evaporation and silica gel chromatography (using a mixture of 20% MeOH/30% CH2Cl2/50% EtOAc as elute) gave 4-[(3,4-dichloro-6-fluorophenyl)amino]-7-[3-(4-morpholinyl)propoxy]-6-nitroquinazoline in 72% yield.

来源