Sodium Carbonate → HCID 67470542, compound

Participants

Reaction Conditions

Reaction Steps

(S)-1-(1-(5-Bromopyrimidin-2-yl)piperidin-4-yl)-3-(2-fluoro-4-(methylsulfonyl)phenylamino)pyrrolidin-2-one (Example 7; 0.090 g, 0.17 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate (0.057 g, 0.19 mmol), Pd(PPh3)4 (0.020 g, 0.018 mmol) and Na2CO3 (0.44 mL, 0.88 mmol) were suspended in dioxane in a sealed tube and stirred at 110° C. overnight. The material was cooled and filtered through silica gel (10% MeOH/EtOAc). The material was purified by reverse phase HPLC purification (5 to 95% acetonitrile in water) to give (S)-1-(1-(5-(1H-pyrazol-4-yl)pyrimidin-2-yl)piperidin-4-yl)-3-(2-fluoro-4-(methylsulfonyl)phenylamino)pyrrolidin-2-one (0.037 g, 42% yield) as a white solid. Mass spectrum (apci) m/z=500.3 (M+H).

Provenance & Evidence