반응 #155337

반응 방정식

Potassium carbonate

4-(2-chloroethyl)morpholine hydrochloride

N-methylpyrrolidone

5-fluoro-3-(4-methoxyphenyl)-8-propoxy-1 H-quinolin-4-one

→

5-fluoro-3-(4-methoxyphenyl)-1-(2-morpholin-4-ylethyl)-8-propoxy-1H-quinolin-4-one

수율 75.2%

용매

ethyl acetate

Water

반응 조건

후처리

1. 1
   기타followed by separation
2. 2
   세척The thus-obtained organic layer was washed with an aqueous saturated sodium chloride solution twice
3. 3
   농축concentrated under reduced pressure
4. 4
   기타The residue was purified
5. 5
   농축The purified product was concentrated under reduced pressure
6. 6
   기타the residue was recrystallized from ethyl acetate

실험 절차

Potassium carbonate (2.1 g, 15.2 mmol) and 4-(2-chloroethyl)morpholine hydrochloride (1.36 g, 7.31 mmol) were added to an N-methylpyrrolidone (NMP) solution (5 ml) of 5-fluoro-3-(4-methoxyphenyl)-8-propoxy-1 H-quinolin-4-one (1.0 g, 3.05 mmol) and then stirred at 50 to 60° C. for 45 hours. Water and ethyl acetate were added to the reaction mixture, followed by separation. The thus-obtained organic layer was washed with an aqueous saturated sodium chloride solution twice, and then concentrated under reduced pressure. The residue was purified using silica gel column chromatography (dichloromethane:methanol=50:1→30:1). The purified product was concentrated under reduced pressure, and the residue was recrystallized from ethyl acetate, giving a white powder of 5-fluoro-3-(4-methoxyphenyl)-1-(2-morpholin-4-ylethyl)-8-propoxy-1H-quinolin-4-one (1.01 g, yield: 75%).

출처