Potassium Phosphate, Tribasic → HCID 86676946, compound

Participants

Reaction Steps

A pressure bottle charged with a mixture of 8-bromo-6-chloro-3-iodoimidazo[1,2-b]pyridazine (1.4 g, 3.91 mmol), 4-fluorophenylboronic acid (0.558 g, 3.98 mmol), dioxane (20 mL), and tetrakis(triphenylphosphine)palladium(0) (0.452 g, 0.39 mmol), and K3PO4 (2.49 g, 11.72 mmol) (2.0 M water solution) was stirred at room temperature for 5 min. under nitrogen. The resulting mixture was heated to 85° C. for 8 h. The reaction mixture was cooled to room temperature, quenched with water, and diluted with EtOAc. The layers were separated and the aqueous layer was extracted with EtOAc (3×20 mL). The combined organic layer was washed with brine, dried over anhydrous Na2SO4, and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by BIOTAGE® (0-20% EtOAc/CH2Cl2, 1.2 L) to give the product (0.56 g, 44%). LC/MS: Rt=3.22 min. LC/MS (Condition A): 325.83/327.83/329.83.

Provenance & Evidence