Potassium Carbonate → HCID 59320381, compound

Participants

Reaction Conditions

Reaction Steps

To a 20 mL microwave vial was added (3-bromo-quinolin-6-yl)-acetic acid (1 g, 3.77 mmol), 1-methyl-4-pyrazoleboronic acid pinacol ester and 1,4-dioxane (10 mL). Nitrogen was bubbled through the mixture for 10 minutes. Potassium carbonate (1.56 g, 11.3 mmol) was and water (5 mL) were then added, and nitrogen was bubbled through the mixture for a further three minutes. After such time dichlorobis(triphenylphosphine)palladium (138 mg, 0.19 mmol) was added, the vial sealed and heated in a microwave for 1250 seconds at 130° C. The mixture was then filtered through celite, which was washed with water and saturated aqueous sodium bicarbonate. The 1,4-dioxane in the solution was removed under vacuum and the remaining aqueous solution washed with dichloromethane three times. The water layer was acidified to pH 6 using 4M hydrochloric acid and the formed precipitate collected via filtration and dried to return the title compound as an off white solid. (500 MHz, DMSO-d6): ES-MS m/z: 268 (M+H+).

Provenance & Evidence