Hydrochloric Acid → 1-Cyclohexyl-2-[2-(2-ethoxy-5-nitro-phenyl)-6-quinolyl]benzimidazole-5-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

1-(2-Bromo-5-nitro-phenyl)-ethanone (61 mg, 0.25 mmol) prepared similarly to the procedure described in Meisenheimer, J., Zimmermann P., and v. Kummer, U. Ann. der. Chem. 446, pp. 205-228) and 2-(4-amino-3-formyl-phenyl)-1-cyclohexyl-1H-benzoimidazole-5-carboxylic acid ethyl ester (98 mg, 0.25 mmol) were dissolved in 500 μL ethanol and 500 μL 10% ethanolic KOH were added. The reaction was stirred at 75° C. overnight. The reaction was acidified with 4N hydrochloric acid, extracted three times with ethyl acetate, the organic extracts were dried with sodium sulfate and then evaporated. Purification via reverse-phase HPLC gave 16 mg (97.33% pure) of product.

Provenance & Evidence