反应 #417980

反应方程式

diisopropyl azodicarboxylate

methyl 3-(5-hydroxypyrimidin-2-yl)benzoate

triphenylphosphine

2-morpholin-4-ylethanol

→

methyl 3-[5-(2-morpholin-4-ylethoxy)pyrimidin-2-yl]benzoate

溶剂

THF

反应条件

后处理

1. 1
   温度is cooled in an ice bath
2. 2
   workup.STIRRINGAfter stirring at room temperature for 2 hours
3. 3
   其他the reaction mixture is evaporated in vacuo
4. 4
   干燥The organic phase is dried over sodium sulfate
5. 5
   其他evaporated
6. 6
   其他The residue is recrystallised from isopropanol
7. 7
   其他2.06 min (method A)

实验过程

A solution, kept under nitrogen, of 10.1 g (44 mmol) of methyl 3-(5-hydroxypyrimidin-2-yl)benzoate, 17.3 g (66 mmol) of triphenylphosphine and 5.9 ml (48.4 mmol) of 2-morpholin-4-ylethanol in 100 ml of THF is cooled in an ice bath, and 12.95 ml (66 mmol) of diisopropyl azodicarboxylate are slowly added dropwise with stirring. After stirring at room temperature for 2 hours, the reaction mixture is evaporated in vacuo. The residue is taken up in 100 ml of dichloromethane and 100 ml of water. The organic phase is dried over sodium sulfate and evaporated. The residue is recrystallised from isopropanol: methyl 3-[5-(2-morpholin-4-ylethoxy)pyrimidin-2-yl]benzoate as beige crystals; m.p. 89-91°; ESI 344 (M+H); HPLC: 2.06 min (method A).

来源