Synthesis of Pyridylamine Derivative

Example 36

This compound was prepared according to the method reported for example 1, step 5 using the following reagents: 4-chloro-2-pyridylamine (129 mg, 1.0 mmol), 4,4,5,5-tetramethyl-2-(1-{[p-(trifluoromethyl)phenyl]methyl}-1H-pyrazol-4-yl)-1,3,2-dioxaborolane (example 4, step 2, 528 mg, 1.5 mmol), 1,4-dioxane (5 mL), 2M Na₂CO₃ aqueous solution (1.75 mL) and Pd[Ph₃P]₄ (58 mg, 0.05 mmol). Purification by silica gel chromatography, eluting with a hexanes/EtOAc gradient gave the product as a white solid. Yield=43 mg (0.137 mmol, 14%). HPLC/MS (ESI) m/z 319.3 (M⁺+H⁺). Method 1 retention time=2.12 min.