Hydrochloric Acid → HCID 15684561, compound

Participants

Reaction Steps

A mixture of 2-amino-6-[2-(7-methoxyimidazo[1,2-a]pyridin-2-yl)ethyl]benzoxazole (1.0 g) and N-chlorosuccinimide (0.43 g) in dioxane (15 ml) was stirred for 2 hours at ambient temperature. To the reaction mixture was added a mixture of ethyl acetate and water, and the mixture was adjusted to pH 1 with 6N hydrochloric acid. The separated aqueous layer was adjusted to pH 8 with 20% potassium carbonate aqueous solution and the mixture was extracted with a mixture of ethyl acetate and tetrahydrofuran. The extract was washed with brine and dried over magnesium sulfate. Evaporation of the solvent gave a residue, which was purified by silica gel column chromatography eluting with a solution of chloroform and methanol (19:1, V/V). The fractions containing object compound were concentrated to give 2-amino-6-[2-(3-chloro-7-methoxyimidazo[1,2-a]pyridin-2-yl)ethyl]benzoxazole (0.41 g).

Provenance & Evidence