반응 #433599

반응 방정식

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

수율 72.0%

용매

THF

반응 조건

후처리

1. 1
   온도The reaction mixture was refluxed for 18 hours
2. 2
   기타the solvent was thereafter partially removed under reduced pressure
3. 3
   workup.ADDITIONthe residue was diluted with water
4. 4
   추출extracted with ethyl acetate
5. 5
   기타Drying
6. 6
   기타the combined organic extracts, evaporation and silica gel chromatography (
7. 7
   workup.ADDITIONa mixture of 20% MeOH/30% CH2Cl2/50% EtOAc
8. 8
   세척as elute)

실험 절차

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.

출처