반응 #85115

반응 방정식

tert-butyl 4-{[2-(4-bromo-5-methoxy-2-oxopyridin-1(2H)-yl)propanoyl]amino}benzoate

5-chloro-2-trifluoromethoxyphenylboronic acid

potassium carbonate

→

tert-Butyl 4-[(2-{4-[5-chloro-2-(trifluoromethoxy)phenyl]-5-methoxy-2-oxopyridin-1(2H)-yl}propanoyl)amino]benzoate

용매

dioxane

반응 조건

후처리

1. 1
   기타already preheated to 110° C
2. 2
   여과The reaction mixture was filtered through Celite
3. 3
   세척the residue was washed with dioxane
4. 4
   농축The combined filtrates were concentrated under reduced pressure
5. 5
   기타The residue was triturated with water
6. 6
   여과filtered off
7. 7
   세척washed with water
8. 8
   기타dried under reduced pressure

실험 절차

Under argon (in a flask dried by heating), 125 mg (0.28 mmol) of tert-butyl 4-{[2-(4-bromo-5-methoxy-2-oxopyridin-1(2H)-yl)propanoyl]amino}benzoate (racemate), 80 mg (0.33 mmol, 1.2 eq.) of 5-chloro-2-trifluoromethoxyphenylboronic acid, 115 mg (0.83 mmol, 3.0 eq.) of potassium carbonate and 23 mg (0.03 mmol, 0.1 eq.) of [1,1-bis(diphenylphosphino)ferrocene]palladium(II) chloride/dichloromethane monoadduct were suspended in 5.0 ml of dioxane and stirred overnight in an oil bath already preheated to 110° C. The reaction mixture was filtered through Celite and the residue was washed with dioxane. The combined filtrates were concentrated under reduced pressure. The residue was triturated with water, filtered off, washed with water and dried under reduced pressure. Yield: 155 mg (purity 83%, 82% of theory)

출처