Reaktion #808689

Reaktionsgleichung

sodium bicarbonate

1-aminohomopiperidine

triphosgene

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-methoxyaniline

→

title compound

Ausbeute 49.0%

N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-methoxyphenyl}-N′-(1-homopiperidinyl)urea

Ausbeute 49.0%

Lösungsmittel

methylene chloride

triethylamine

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was heated
2. 2
   Temperaturunder reflux
3. 3
   Sonstigeto prepare a solution
4. 4
   Temperaturthe mixture was heated
5. 5
   Temperaturunder reflux for 10 min
6. 6
   Temperaturwith heating
7. 7
   Temperaturunder reflux for 3 hr
8. 8
   Sonstigethe reaction
9. 9
   Extraktionthe reaction solution was then extracted with chloroform
10. 10
    Waschenby washing with water and saturated brine in that order
11. 11
    TrocknenThe organic layer was then dried over anhydrous sodium sulfate
12. 12
    SonstigeThe solvent was removed by distillation under the reduced pressure
13. 13
    Sonstigethe residue was purified by HPLC

Vorschrift

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-methoxyaniline (50 mg) was added to toluene (5 ml), and triethylamine (0.5 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (50 mg) in methylene chloride was then added thereto, and the mixture was heated under reflux for 10 min. Next, 1-aminohomopiperidine (50 mg) was added thereto, and the mixture was further stirred with heating under reflux for 3 hr. A saturated aqueous sodium bicarbonate solution was added to the reaction solution to stop the reaction, and the reaction solution was then extracted with chloroform, followed by washing with water and saturated brine in that order. The organic layer was then dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by HPLC using chloroform/methanol for development to give the title compound (35 mg, yield 49%).

Quelle