Dimethyl Sulfoxide → HCID 44223787, compound

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Reaction Steps

In a 50 ml round-bottomed flask, 0.2 ml of 30% aqueous hydrogen peroxide is added to a mixture of 40 mg of 2-amino-4-[4-(6-fluoro-1H-benzimidazol-2-yl)-9H-carbazol-9-yl]benzonitrile, obtained in the preceding stage, in 1.0 ml of ethanol and 0.4 ml of dimethyl sulphoxide and 0.2 ml of 1M sodium hydroxide, and the mixture is stirred for ¼ hour at ambient temperature. 20 ml of distilled water are added and the mixture is extracted with 3 times 30 ml of ethyl acetate. The combined organic phases are washed with 30 ml of a saturated solution of sodium chloride, dried over magnesium sulphate and evaporated to dryness under vacuum. The residue is chromatographed on silica gel (15-40 μm), elution being carried out with a mixture of dichloromethane and methanol (95/5 by volume). 24 mg of 2-amino-4-[4-(6-fluoro-1H-benzimidazol-2-yl)-9H-carbazol-9-yl]benzamide are obtained in the form of a beige solid, the characteristics of which are the following:

Provenance & Evidence