반응 #48501

반응 방정식

WSC

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

1-(piperidin-4-yl)tetrahydropyrimidin-2(1H)-one

HOBt

→

title compound

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

용매

DMF

반응 조건

후처리

1. 1
   농축The reaction mixture was concentrated under reduced pressure
2. 2
   workup.ADDITIONdiluted with an aqueous sodium bicarbonate solution
3. 3
   추출extracted with dichloromethane
4. 4
   세척The extract was washed with an aqueous 5% citric acid solution and saturated saline solution
5. 5
   건조dried over sodium sulfate
6. 6
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
7. 7
   기타The residue was purified by silica gel column chromatography (ethyl acetate to ethyl acetate/methanol=10/1)

실험 절차

(2S)-3-[(6-Chloronaphthalen-2-yl)sulfony]-2-hydroxypropionic acid, 1-(piperidin-4-yl)tetrahydropyrimidin-2(1H)-one, and HOBt (23.0 g) were dissolved in DMF, WSC was added thereto, and the mixture was stirred at room temperature for 15 hours. The reaction mixture was concentrated under reduced pressure, diluted with an aqueous sodium bicarbonate solution, and extracted with dichloromethane. The extract was washed with an aqueous 5% citric acid solution and saturated saline solution, and dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate to ethyl acetate/methanol=10/1) to obtain the title compound as a colorless powder.

출처