Hydrogen Peroxide → 2-(8-methyl-8-azabicyclo[3.2.1]oct-3-yl)amino-4-[4-(quinolin-3-yl)-9H-carbazol-9-yl]benzamide

Participants

Reaction Steps

The process is carried out as in stage 3 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 3 g of 8-methyl-8-azabicyclo[3.2.1]octan-3-amine in 1.7 ml of dimethyl sulphoxide, in a microwave for 1 hour and 15 minutes at 115° C. 1.38 ml (1.38 mmol) of a 1M aqueous solution of sodium hydroxide, 1.33 ml (13 mmol) of a 30% aqueous solution of hydrogen peroxide and 8 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 10 g of silica gel, elution being carried out with a mixture of dichloromethane and ammonia in a 7M solution in methanol (97/3 by volume), 150 mg of 2-(8-methyl-8-azabicyclo[3.2.1]oct-3-yl)amino-4-[4-(quinolin-3-yl)-9H-carbazol-9-yl]benzamide are thus obtained in the form of an off-white solid, the characteristics of which are the following:

Provenance & Evidence