A mixture of 1-(2-iodophenyl)-1H-indazole (0.18 g, 0.563 mmol), 3-morpholino-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolin-2-amine (0.10 g, 0.282 mmol, prepared as in Example 2, Step 1-2), potassium phosphate tribasic (0.12 mL, 1.408 mmol), Pd2(dba)3 (0.026 g, 0.028 mmol), and 2-(dicyclohexylphosphino)-2′,4′,6′,-tri-1-propyl-1,1′-biphenyl (0.027 g, 0.056 mmol) in dioxane/water (3/1.5 mL) was heated in mw for 12 min at 140° C. The mixture was concentrated and chromatographed on silica gel using 0-5% 2M NH3 MeOH/DCM to afford a light yellow oil which was repurified by HPLC to afford a white solid as 6-(2-(1H-indazol-1-yl)phenyl)-3-morpholinoquinolin-2-amine. MS (ESI, pos. ion) m/z: 422 (M+1).
