반응 #420907

반응 방정식

1-Benzyl-3-chloro-5-methoxypyridazin-4(1H)-one

potassium carbonate

1-phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

→

title compound

수율 77.7%

1-benzyl-5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one

수율 77.7%

용매

water

toluene

water

sodium hydrogen carbonate

반응 조건

후처리

1. 1
   온도under reflux under a nitrogen atmosphere for 24 hr
2. 2
   추출the mixture was extracted with ethyl acetate
3. 3
   건조The extract was dried over anhydrous sodium sulfate
4. 4
   여과filtered
5. 5
   농축the filtrate was concentrated
6. 6
   기타the residue was recrystallized from ethyl acetate/hexane

실험 절차

1-Benzyl-3-chloro-5-methoxypyridazin-4(1H)-one (13.6 g), 1-phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (22.0 g), potassium carbonate (51.0 g) and bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (1.92 g) were suspended in toluene (330 mL) and water (33.0 mL), and the mixture was heated under reflux under a nitrogen atmosphere for 24 hr. The reaction mixture was cooled to room temperature, diluted with water and saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated, and the residue was recrystallized from ethyl acetate/hexane to give the title compound (15.1 g).

출처