反応 #48501

反応方程式

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

溶媒

DMF

反応条件

後処理

1. 1
   濃縮The reaction mixture was concentrated under reduced pressure
2. 2
   workup.ADDITIONdiluted with an aqueous sodium bicarbonate solution
3. 3
   抽出extracted with dichloromethane
4. 4
   洗浄The extract was washed with an aqueous 5% citric acid solution and saturated saline solution
5. 5
   乾燥dried over sodium sulfate
6. 6
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
7. 7
   その他The residue was purified by silica gel column chromatography (ethyl acetate to ethyl acetate/methanol=10/1)

実験手順

(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.

出典