Sodium Carbonate → HCID 68089037, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2-chloro-6-(2-fluorophenyl)imidazo[1,2-b]pyridazine (0.100 g, 0.403 mmol), 2-methyl-3-nitro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (0.605 mmol), Na2CO3 (2.01 mmol) in 2-propanol (3.75 mL) and water (1.25 mL) that has been degassed with N2 (5 minutes) is added PdCl2(PPh3)2(0.0403) mmol). The mixture is heated at 80° C. for 12 hours, then cooled, concentrated under reduced pressure, added sat. aqueous NaHCO3 (20 mL) and extracted with EtOAc (3×20 mL). Organic layer is collected, dried over Na2SO4, filtered and concentrated to dryness. The crude product is purified via chromatography (hexanes to EtOAc) to afford the title compound (0.016 g, 11%) as a white solid: Rf 0.38 (1:1 EtOAc:hexanes); LCMS (m/z)=350.3 [M+H]+, tR=2.71 min.

Provenance & Evidence