反应 #69983

反应方程式

4-[1-(4-bromophenyl)piperidin-4-yloxy]pyridine

sodium tert-butoxide

ethyl acetate

3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester

→

4-{4-[4-(pyridin-4-yloxy)piperidin-1-yl]phenyl}-3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester

收率 62.8%

溶剂

o-xylene

反应条件

后处理

1. 1
   workup.ADDITIONaddition
2. 2
   温度Heating
3. 3
   其他is brought back to ambient temperature
4. 4
   洗涤The mixture is washed twice with water
5. 5
   干燥The organic phase is dried over sodium sulphate
6. 6
   浓缩concentrated under reduced pressure
7. 7
   其他The crude product obtained
8. 8
   其他is chromatographed on silica gel, elution

实验过程

1.2 g of 4-[1-(4-bromophenyl)piperidin-4-yloxy]pyridine are placed in 20 ml of anhydrous o-xylene. 0.844 g of 3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester is added, then 0.519 g of sodium tert-butoxide is added, followed by 0.032 g of palladium acetate, and then addition is completed with 0.029 g of tri(tert-butyl)phosphine. The reaction mixture is heated at 150° C. for 6 h. Heating is subsequently halted, the mixture is brought back to ambient temperature and ethyl acetate is added. The mixture is washed twice with water and then twice with a saturated aqueous sodium chloride solution. The organic phase is dried over sodium sulphate and concentrated under reduced pressure. The crude product obtained is chromatographed on silica gel, elution being carried out with a gradient of a dichloromethane/methanol (99/1 to 97/3) mixture. 1.1 g of 4-{4-[4-(pyridin-4-yloxy)piperidin-1-yl]phenyl}-3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester are obtained.

来源