Reaktion #1964656

Reaktionsgleichung

2-fluoro-4-[4-(quinolin-3-yl)-9H-carbazol-9-yl]benzonitrile

potassium carbonate

sodium hydroxide

hydrogen peroxide

4-amino-2(R,S)-methylbutanol

→

4-[4-(quinolin-3-yl)-9H-carbazol-9-yl]-2-(4-hydroxy-3(R,S)-methylbutylamino)benzamide

Lösungsmittel

dimethyl sulphoxide

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeobtained
2. 2
   SonstigeAfter treatment as in stage 3 of Example 3, and then purification by flash chromatography
3. 3
   Waschenon silica gel, elution
4. 4
   workup.ADDITIONbeing carried out with a mixture of dichloromethane and ethanol (95/5 by volume)
5. 5
   Sonstigefollowed by crystallization from 5 ml of ethyl acetate, 225 mg of 4-[4-(quinolin-3-yl)-9H-carbazol-9-yl]-2-(4-hydroxy-3(R,S)-methylbutylamino)benzamide
6. 6
   Sonstigeare thus obtained in the form of a beige solid

Vorschrift

The process is carried out as in stage 2 of Example 3, but using 300 mg of 2-fluoro-4-[4-(quinolin-3-yl)-9H-carbazol-9-yl]benzonitrile, obtained according to stage 1 of Example 32, 301 mg of potassium carbonate and 1.50 g of 4-amino-2(R,S)-methylbutanol in 3 ml of dimethyl sulphoxide. 1.38 ml of a 1M aqueous solution of sodium hydroxide, 1.336 ml of a 30% aqueous solution of hydrogen peroxide and 7 ml of ethanol are then added to the reaction medium. After treatment as in stage 3 of Example 3, and then purification by flash chromatography on silica gel, elution being carried out with a mixture of dichloromethane and ethanol (95/5 by volume), followed by crystallization from 5 ml of ethyl acetate, 225 mg of 4-[4-(quinolin-3-yl)-9H-carbazol-9-yl]-2-(4-hydroxy-3(R,S)-methylbutylamino)benzamide are thus obtained in the form of a beige solid, the characteristics of which are the following:

Quelle