Hydrochloric Acid → HCID 178510547, compound

Participants

Reaction Conditions

Reaction Steps

2.03 g (7.54 mmol) of N-(6-bromo-3H-imidazo[4,5-b]pyridin-2-yl)methylacetamide is combined with 30 mL of 6 molar hydrochloric acid solution in 15 mL of ethanol and heated to 40° C. for 2 hours. After cooling to ambient temperature, the mixture is extracted with dichloromethane, and the organic phase is extracted with 5% sodium hydrogen carbonate solution. The aqueous phase is concentrated in vacuo and the residue treated with diethyl ether. After the solvent has been eliminated in vacuo the residue is combined with 30 mL of 6 molar hydrochloric acid solution and heated to 50° C. for 16 hours. After elimination of the solvent, the residue is twice taken up in methanol and in each case concentrated in vacuo. The crystals formed are washed with methanol and dried at 50° C. Yield: 560 mg (28%; hydrochloride); Rf value: 0.15 (silica gel; dichloromethane/ethanol=9:1+2% ammonia solution); C7H7BrN4 x HCl (227.06/263.53); mass spectrum: (M−H)−=225/227 (bromine isotope).

Provenance & Evidence