반응 #1584539

반응 방정식

ammonia

5-bromo-2,3-dimethyl-2H-indazole

4-[(4-chlorobenzyl)oxy]pyridin-2(1H)-one

potassium carbonate

N,N′-dimethylethylenediamine

→

title compound

수율 31.0%

4-[(4-chlorobenzyl)oxy]-1-(2,3-dimethyl-2H-indazol-5-yl)pyridin-2(1H)-one

수율 31.0%

용매

DMSO

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled to room temperature
2. 2
   추출extracted with a 1:1 mixed solvent of ethyl acetate and tetrahydrofuran
3. 3
   세척The organic layer was washed with saturated brine
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The obtained residue was purified by silica gel column chromatography (ethyl acetate/methanol)

실험 절차

A suspension of 5-bromo-2,3-dimethyl-2H-indazole (287 mg), 4-[(4-chlorobenzyl)oxy]pyridin-2(1H)-one (300 mg), potassium carbonate (528 m g), copper(I) iodide (242 mg) and N,N′-dimethylethylenediamine (112 mg) in DMSO (10 ml) was stirred at 150° C. for 3 hr. The reaction mixture was cooled to room temperature, added to 28% aqueous ammonia, and extracted with a 1:1 mixed solvent of ethyl acetate and tetrahydrofuran. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/methanol) to give the title compound (150 mg).

출처