Potassium Carbonate → HCID 57586489, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-{2-(2-carboxy-ethyl)-3-[6-(3,5-dibromo-phenoxy)-hexyl]-phenoxy}-butyric acid (150 mg, 0.26 mmol) in ethanol (2 mL) in a 20 mL microwave tube were added tetrakis(triphenylphosphine)palladium(0) (29.5 mg, 0.03 mmol), pyrimidin-5-ylboronic acid (189 mg, 3.0 mmol), and potassium carbonate (212 mg, 1.53 mmol) at room temperature. The microwave tube was sealed and heated to 160° C. in a microwave oven for 30 minutes. Then, the reaction mixture was cooled to room temperature and diluted with water (20 mL) and ethyl acetate (20 mL). The two layers were separated and the ethyl acetate layer was discarded. Then, the aqueous layer was acidified with 1.0 N hydrochloric acid and the organic compound was extracted into ethyl acetate (2×20 mL). The combined organic extracts were washed with brine solution (20 mL), dried over anhydrous magnesium sulfate, filtered, and concentrated to afford 4-{2-(2-carboxy-ethyl)-3-[6-(3,5-di-pyrimidin-5-yl-phenoxy)-hexyl]-phenoxy}-butyric acid (85 mg, 57%) as a light yellow solid: ES(+)-HRMS m/e calculated for C33H36N4O6 (M+Na)+ 607.2527, found 607.2527.

Provenance & Evidence