Reaktion #1584547

Reaktionsgleichung

N,N′-dimethylethylenediamine

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

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

potassium carbonate

ammonia

→

title compound

Ausbeute 38.9%

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

Ausbeute 38.9%

Lösungsmittel

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe mixture was reacted at 150° C. for 1 hr under microwave irradiation
2. 2
   Extraktionthe mixture was extracted with ethyl acetate
3. 3
   WaschenThe organic layer was washed with saturated brine
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   Einengenconcentrated under reduced pressure
6. 6
   SonstigeThe obtained residue was purified by silica gel column chromatography (ethyl acetate/methanol)
7. 7
   Sonstigerecrystallized from ethyl acetate

Vorschrift

To a suspension of 5-bromo-2-cyclopropyl-3-methyl-2H-indazole (320 mg), 4-[(4-chlorobenzyl)oxy]pyridin-2(1H)-one (200 mg) and potassium carbonate (352 mg) in DMSO (20 ml) were added copper(I) iodide (162 mg) and N,N′-dimethylethylenediamine (112 mg), and the mixture was reacted at 150° C. for 1 hr under microwave irradiation. 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 (134 mg).

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