Reaktion #1584549

Reaktionsgleichung

N,N′-dimethylethylenediamine

5-bromo-2-cyclopropyl-3-methyl-2H-indazole

4-(benzyloxy)pyridin-2(1H)-one

potassium carbonate

ammonia

→

title compound

Ausbeute 13.5%

4-(benzyloxy)-1-(2-cyclopropyl-3-methyl-2H-indazol-5-yl)pyridin-2(1H)-one

Ausbeute 13.5%

Lösungsmittel

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture was extracted with ethyl acetate
2. 2
   WaschenThe organic layer was washed with saturated brine
3. 3
   Trocknendried over anhydrous magnesium sulfate
4. 4
   Einengenconcentrated under reduced pressure
5. 5
   SonstigeThe obtained residue was purified by silica gel column chromatography (ethyl acetate/methanol)
6. 6
   Sonstigerecrystallized from ethyl acetate

Vorschrift

To a suspension of 5-bromo-2-cyclopropyl-3-methyl-2H-indazole (187 mg), 4-(benzyloxy)pyridin-2(1H)-one (100 mg) and potassium carbonate (206 mg) in DMSO (20 ml) were added copper(I) iodide (95 mg) and N,N′-dimethylethylenediamine (65.7 mg), and the mixture was stirred at 150° C. for 3 hr. The reaction mixture was added to 28% aqueous ammonia, and the mixture was extracted with ethyl acetate. 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) and recrystallized from ethyl acetate to give the title compound (25 mg).

Quelle