반응 #48508

반응 방정식

WSC

1-(Piperazin-1-yl)tetrahydropyrimidin-2(1H)-one

(2S)-3-[(6-chloronaphthalen-2-yl)sulfony]-2-hydroxypropionic acid

HOBt

→

title compound

수율 61.0%

1-(4-{(2S)-3-[(6-Chloronaphthalen-2-yl)sulfonyl]-2-hydroxypropanoyl}piperazin-1-yl)tetrahydropyrimidin-2(1H)-one

수율 61.0%

용매

DMF

반응 조건

후처리

1. 1
   농축The reaction mixture was concentrated under reduced pressure
2. 2
   세척the residue was washed with an aqueous sodium bicarbonate solution
3. 3
   추출extracted with dichloromethane
4. 4
   건조The extract was dried over sodium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
6. 6
   기타The residue was purified by basic silica gel column chromatography (ethyl acetate to ethyl acetate/methanol=5/1)
7. 7
   기타recrystallized from ethyl acetate-methanol

실험 절차

1-(Piperazin-1-yl)tetrahydropyrimidin-2(1H)-one obtained in Example 25b) (0.55 g), (2S)-3-[(6-chloronaphthalen-2-yl)sulfony]-2-hydroxypropionic acid (0.94 g) and HOBt (0.46 g) were dissolved in DMF (20 mL), WSC was added thereto, and the mixture was stirred at room temperature for 15 hours. The reaction mixture was concentrated under reduced pressure, and the residue was washed with an aqueous sodium bicarbonate solution, and extracted with dichloromethane. The extract was dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by basic silica gel column chromatography (ethyl acetate to ethyl acetate/methanol=5/1), and recrystallized from ethyl acetate-methanol to obtain the title compound (0.88 g, 61%) as a colorless powder.

출처