反応 #808693

反応方程式

sodium bicarbonate

1-aminohomopiperidine

triphosgene

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

→

title compound

収率 59.5%

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

収率 59.5%

溶媒

methylene chloride

triethylamine

toluene

反応条件

後処理

1. 1
   温度the mixture was heated
2. 2
   温度under reflux
3. 3
   その他to prepare a solution
4. 4
   温度the mixture was heated
5. 5
   温度under reflux for 10 min
6. 6
   温度with heating
7. 7
   温度under reflux for 3 hr
8. 8
   その他the reaction
9. 9
   抽出the reaction solution was then extracted with chloroform
10. 10
    洗浄by washing with water and saturated brine in that order
11. 11
    乾燥The organic layer was then dried over anhydrous sodium sulfate
12. 12
    その他The solvent was removed by distillation under the reduced pressure
13. 13
    その他the residue was purified by HPLC

実験手順

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroaniline (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 (43 mg, yield 55%).

出典