Реакция #48508

Уравнение реакции

WSC

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

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

HOBt

→

title compound

Выход 61.0%

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

Выход 61.0%

Растворители

DMF

Условия реакции

Обработка

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

Методика

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.

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