Reaktion #475008

Reaktionsgleichung

2-Amino-4-chloropyridine

5-hydroxyindole

sodium hydride

dimethylsulfoxide

→

light brown solid

Ausbeute 14.0%

5-[(2-Amino-4-pyridyl)oxy]-1H-indole

Ausbeute 14.0%

Lösungsmittel

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextraction
2. 2
   Sonstigewas performed with ethyl acetate, and purification
3. 3
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
4. 4
   workup.ADDITIONa small amount of ethyl acetate was added to the residue
5. 5
   Filtrationthe solid was filtered out

Vorschrift

2-Amino-4-chloropyridine (2.0 g), 5-hydroxyindole (4.1 g), sodium hydride (60% in oil, 1.25 g) and dimethylsulfoxide (20 ml) were stirred at 160° C. for 9.5 hours. Water was added, extraction was performed with ethyl acetate, and purification was performed by silica gel column chromatography (hexane:ethyl acetate=1:1, ethyl acetate). The solvent was distilled off under reduced pressure, a small amount of ethyl acetate was added to the residue and the solid was filtered out to obtain 490 mg of a light brown solid.

Quelle