1-Methyl-5-(tri-n-butylstannyl)imidazole → N-(4-(3-(1-Methyl-1H-imidazol-5-YL)pyrazin-2-yloxy)phenyl)pyridin-2-amine

Participants

Reaction Conditions

Reaction Steps

A suspension of N-(4-(3-chloropyrazin-2-yloxy)phenyl)pyridin-2-amine (350 mg, 1172 μmol), 1-methyl-5-(tributylstannyl)-1H-imidazole (870 mg, 2343 μmol), and tetrakis(triphenylphosphine)palladium (0) (271 mg, 234 μmol) in 1,4-dioxane (4 mL) was sparged with argon for 3 minutes then the vessel was appropriately sealed. The vessel was then heated to 160° C. with microwaves (3 bar; 130 watts) for 20 minutes. The solvents were removed under reduced pressure and the residue was purified on silica (40 g) eluting products with 2-4% of MeOH/DCM to afford the title compound as a white solid. MS (ESI pos. ion) m/z: 345.1 (M+1). IC50 (uM) 0.034.

Provenance & Evidence