Hydrogen Peroxide → 2-(3-fluoropropylamino)-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 196.8 mg of 2-fluoro-4-[4-(quinolin-3-yl)-9H-carbazol-9-yl]benzonitrile, obtained according to stage 1 of Example 32, 197.3 mg of potassium carbonate, 1.081 g of 3-fluoropropylamine hydrochloride and 0.963 g of triethylamine in 2 ml of dimethyl sulphoxide. 0.904 ml of a 1M aqueous solution of sodium hydroxide, 0.875 ml of a 30% aqueous solution of hydrogen peroxide and 4 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 1 ml of ethyl acetate, 185 mg of 2-(3-fluoropropylamino)-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