Hydrogen Peroxide → 2-[(pyridin-2-ylmethyl)amino]-4-[4-(quinolin-3-yl)-9H-carbazol-9-yl]benzamide

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Reaction Steps

The process is carried out as in stage 3 of Example 3, but using 150 mg of 2-fluoro-4-[4-(quinolin-3-yl)carbazol-9-yl]benzonitrile, obtained according to stage 1 of Example 32, 150.5 mg of potassium carbonate and 0.785 g of 2-(aminomethyl)pyridine in 2 ml of dimethyl sulphoxide. 0.69 ml of a 1M aqueous solution of sodium hydroxide, 0.667 ml of a 30% aqueous solution of hydrogen peroxide and 3 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 ammonia as a 7M solution in methanol (from 90/10 to 80/20 by volume), followed by crystallization from 1 ml of ethyl acetate and 3 ml of diisopropyl ether, 95 mg of 2-[(pyridin-2-ylmethyl)amino]-4-[4-(quinolin-3-yl)-9H-carbazol-9-yl]benzamide are thus obtained in the form of a beige solid, the characteristics of which are the following:

Provenance & Evidence