Hydrochloric Acid → HCID 15684553, compound

Participants

Reaction Steps

A mixture of 2-[2-(4-amino-3-hydroxyphenyl)ethyl]-3,7-dimethylimidazo[1,2-a]pyridine (11.0 g) and cyanogenbromide (5.0 g) in ethanol (165 ml) was stirred for 100 minutes at ambient temperature. To the reaction mixture was added a solution of ethyl acetate and water, and the mixture was adjusted to pH 1.0 with 10% hydrochloric acid. The separated aqueous layer was adjusted to pH 8 with 20% aqueous potassium carbonate and the resulting precipitate was collected by filtration. The precipitate was subjected to a column chromatography on alumina eluting with a solution of chloroform and methanol (19:1 V/V). The fractions containing desired product were combined and evaporated to give 6-[2-(3,7-dimethylimidazo[1,2-a]pyridin-2-yl)ethyl]-2-aminobenzoxazole (7.45 g).

Provenance & Evidence