1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid → HCID 178483557, compound

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Reaction Steps

Stir, at room temperature under argon, a mixture of 100 mg of (4-formyl-9H-fluoren-9(R,S)-yl)amide of 1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid, prepared as in Example 234, 65 mg of 4-(3-dimethylaminopropoxy)-5-fluorobenzene-1,2-diamine, prepared in the previous stage, and 46 mg of ferric trichloride in 5 ml of anhydrous dimethylformamide. After 48 hours, evaporate the reaction medium to dryness and then purify the residue by flash chromatography on silica gel (20-40 μm), eluting with a mixture of dichloromethane and ammonia as a 7N solution in methanol (95/5 then 9/1 by volume). In this way, we obtain 42 mg of {4-[6-(3-dimethylaminopropoxy)-5-fluoro-1H-benzimidazol-2-yl]-9H-fluoren-9(R,S)-yl}amide 1H-pyrrolo[2,3-b]-pyridine-4-carboxylic acid, in the form of a yellow solid with the following characteristics:

Provenance & Evidence