反応 #68078

反応方程式

N,N-dimethylformamide

ethyl 4-(3-(7-methoxy-2-oxoquinolin-1(2H)-yl)propyl)piperidine-4-carboxylate

potassium carbonate

N,N-dimethylformamide

2-(2-bromoethylthio)thiophene

→

ethyl 4-(3-(7-methoxy-2-oxoquinolin-1(2H)-yl)propyl)-1-(2-(2-thienylthio)ethyl)piperidine-4-carboxylate

溶媒

water

ethyl acetate

反応条件

後処理

1. 1
   workup.ADDITIONwere added at room temperature
2. 2
   その他The organic layer was separated
3. 3
   洗浄washed sequentially with water and aqueous saturated sodium chloride solution
4. 4
   乾燥dried over anhydrous magnesium sulfate
5. 5
   その他the solvent was removed under reduced pressure
6. 6
   その他The residue thus obtained
7. 7
   その他was purified by silica gel column chromatography [eluent; chloroform: methanol=10:1]

実験手順

To 1.25 mL of an N,N-dimethylformamide solution containing 70 mg of ethyl 4-(3-(7-methoxy-2-oxoquinolin-1(2H)-yl)propyl)piperidine-4-carboxylate, 57 mg of potassium carbonate and 0.25 mL of N,N-dimethylformamide containing 47 mg of 2-(2-bromoethylthio)thiophene were added at room temperature, and stirred at 60° C. for 3 hours. To the reaction mixture, ethyl acetate and water were added. The organic layer was separated, washed sequentially with water and aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue thus obtained was purified by silica gel column chromatography [eluent; chloroform: methanol=10:1], to give 91 mg of ethyl 4-(3-(7-methoxy-2-oxoquinolin-1(2H)-yl)propyl)-1-(2-(2-thienylthio)ethyl)piperidine-4-carboxylate as a yellow oil.

出典