Isopropanol → HCID 67983586, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of N-(5-(6-chloro-3-methylimidazo[1,2-b]pyridazin-2-yl)-2-methylphenyl)pivalamide (0.100 g, 0.280 mmol), 4-fluorophenylboronic acid (0.420 mmol), Na2CO3 (0.840 mmol), 2-propanol (9 mL) and water (3 mL) that has been degassed with N2 (5 minutes) is added PdCl2(PPh3)2(0.0280). The mixture is heated at 80° C. for 12 hours, diluted with sat. aqueous NaHCO3 (50 mL) and extracted with EtOAc (3×25 mL). Organic layer is collected, dried over Na2SO4, filtered and concentrated to dryness. The crude product is purified via chromatography using a gradient of hexanes to EtOAc to afford the title compound (0.073 g, 62%) as a yellow solid: Rf 0.29 (1:1 EtOAc:hexanes); LCMS (m/z)=417.5 [M+H]+, tR=2.71 min. (compound same as Example 312)

Provenance & Evidence