Potassium Phosphate, Tribasic → (2-(2-Amino-3-morpholinoquinolin-6-yl)-3-methylphenyl)(pyrazin-2-yl)methanol

Participants

Reaction Conditions

Reaction Steps

A mixture of (2-bromo-3-methylphenyl)(pyrazin-2-yl)methanol (0.295 g, 1.056 mmol), 3-morpholino-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolin-2-amine (0.25 g, 0.704 mmol, prepared as Example 2, Step 1-2), potassium phosphate tribasic (0.291 mL, 3.52 mmol), Pd2(dba)3 (0.064 g, 0.070 mmol), and 2-(dicyclohexylphosphino)-2′,4′,6′,-tri-1-propyl-1,1′-biphenyl (0.067 g, 0.141 mmol) in dioxane/water (3/1.5 mL) was heated in a microwave for 12 min at 140° C. The mixture was concentrated and chromatographed on silica gel using 0-5% 2M NH3 in MeOH/DCM to afford a brown oil which was re-purified by HPLC to afford (2-(2-amino-3-morpholinoquinolin-6-yl)-3-methylphenyl)(pyrazin-2-yl)methanol as a yellow solid. MS (ESI, pos. ion) m/z: 428 (M+1).

Provenance & Evidence