반응 #69983

반응 방정식

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

수율 62.8%

용매

o-xylene

반응 조건

후처리

1. 1
   workup.ADDITIONaddition
2. 2
   온도Heating
3. 3
   기타is brought back to ambient temperature
4. 4
   세척The mixture is washed twice with water
5. 5
   건조The organic phase is dried over sodium sulphate
6. 6
   농축concentrated under reduced pressure
7. 7
   기타The crude product obtained
8. 8
   기타is chromatographed on silica gel, elution

실험 절차

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.

출처