Реакция #657272

Уравнение реакции

N-hydroxysuccinimide

dicyclohexylcarbodiimide

(Pyrimidin-2-ylsulfanyl)-acetic acid

→

(Pyrimidin-2-ylsulfanyl)-acetic acid-(2,5-dioxo-pyrrolidine-1-yl)-ester

Растворители

DMF

Условия реакции

Обработка

1. 1
   ФильтрацияThe residue was filtered
2. 2
   Другоеthe filtrate was evaporated in vacuo to dryness
3. 3
   workup.DISSOLUTIONThe remaining product was dissolved
4. 4
   Температураunder reflux in 400 ml ethyl acetate
5. 5
   Фильтрацияthe hot solution was filtered
6. 6
   Другоеthe mixture was subjected to a chromatographic purification (Florisil)
7. 7
   ДругоеThe compound was then recrystallised from ethyl acetate

Методика

12.31 g (107 mMol) N-hydroxysuccinimide and 22.70 g (110 mMol) dicyclohexylcarbodiimide were added at −35° C. to a solution of 18.27 g (107 mMol) (Pyrimidin-2-ylsulfanyl)-acetic acid (a) dissolved in 200 ml DMF. The reaction mixture was stirred for 16 h under argon. The residue was filtered and the filtrate was evaporated in vacuo to dryness. The remaining product was dissolved under reflux in 400 ml ethyl acetate, the hot solution was filtered and the mixture was subjected to a chromatographic purification (Florisil) using ethyl acetate. The compound was then recrystallised from ethyl acetate.

Источник