Sodium Carbonate → HCID 178509578, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of crude 4-chloro-6-[2-(4-phenyl-1H-imidazol-2-yl)-4-morpholinyl]-2-pyrimidinamine, 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (765 mg, 3.10 mmol), Na2CO3 (631 mg, 5.96 mmol) and Pd(PPh3)4 (275 mg, 0.238 mmol) in 1,4-dioxane (6 mL) and water (2 mL) was heated at 140° C. under microwave conditions with stirring for 1.0 hour. The mixture was filtered, washed by EtOAc (150 mL), and concentrated to afford the crude title compound (1.3 g) as a yellow solid. This material was combined with another batch of crude title compound (100 mg). The combined material was washed by EtOAc (150 mL), and concentrated. The resulting residue was purified by silica gel chromatography using EtOAc in petroleum ether from 50% to 70% to afford the title compound (400 mg) as a light yellow solid. LC-MS (ES) m/z=442 [M+H]+.

Provenance & Evidence