Reaktion #940513

Reaktionsgleichung

Water

sodium hydride

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

phenyl isocyanate

→

colorless powder

Ausbeute 74.1%

N1-Phenyl-5-[(2-amino-4-pyridyl)oxy]-1H-1-indolecarboxamide

Ausbeute 74.1%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred for 20 minutes
2. 2
   Extraktionextraction
3. 3
   Waschenthe organic layer was washed with water
4. 4
   workup.ADDITIONsilica gel was added
5. 5
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
6. 6
   workup.ADDITIONThe silica gel was charged into a dry column
7. 7
   Sonstigepurified by column chromatography (ethyl acetate)

Vorschrift

After adding 28 mg of sodium hydride (60% in oil) to a solution of 3.0 g of 5-[(2-amino-4-pyridyl)oxy]-1H-indole in dimethylformamide at room temperature and stirring the mixture for 5 minutes, 1.6 g of phenyl isocyanate was added and the mixture was stirred for 20 minutes. Water was added, extraction was performed with ethyl acetate and the organic layer was washed with water, and then silica gel was added and the solvent was distilled off under reduced pressure. The silica gel was charged into a dry column packed with silica gel and purified by column chromatography (ethyl acetate), to obtain 3.4 g of a colorless powder.

Quelle