Thiophene-3-boronic acid → HCID 11529792, compound

Participants

Reaction Steps

A solution of 2-(4-iodo-phenoxymethyl)-thiazole-4-carboxylic acid ethyl ester (of Intermediate 2; 78 mg, 0.2 mmol) in dioxane (2 mL) was degassed with nitrogen and then added to a reaction vial containing thiophene-3-boronic acid (available from Aldrich Chemical Company, Inc., Milwaukee, Wis.). The solution was sonicated and degassed and a solution of potassium carbonate (1.5 M, 0.4 mL) was added, followed by bis(tri-cyclo-hexylphosphine)palladium (available from Strem Chemicals, Inc., Newburyport, Mass.; 7 mg, 0.01 mmol) was added. The mixture was degassed and then heated in a microwave oven at 170 degrees for 25 min. The reaction mixture was evaporated in the Genevac to give 2-(4-thiophen-3-yl-phenoxymethyl)-thiazole-4-carboxylic acid. Mass spectrum MH+=318.

Provenance & Evidence