Reaktion #475009

Reaktionsgleichung

Water

sodium hydride

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

phenyl N-cyclopropylcarbamate

→

colorless powder

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

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was further stirred for 30 minutes
2. 2
   Extraktionextraction
3. 3
   Waschenthe organic layer was washed 3 times with water
4. 4
   workup.ADDITIONonce with ammonium chloride water, and then silica 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
   Sonstigepacked with silica gel and purification

Vorschrift

After adding 28 mg of sodium hydride (60% in oil) to a solution of 150 mg of 5-[(2-amino-4-pyridyl)oxy]-1H-indole in dimethylformamide at room temperature and stirring for 5 minutes, the mixture was cooled to 0° C., 124 mg of phenyl N-cyclopropylcarbamate was added and the mixture was further stirred for 30 minutes. Water was added, extraction was performed with ethyl acetate, the organic layer was washed 3 times with water and once with ammonium chloride 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 purification was performed by column chromatography (hexane:ethyl acetate=1:1, followed by ethyl acetate), to obtain 2.4 g of a colorless powder.

Quelle