Potassium Carbonate → 1-(3,3-Dimethylbutyl)-3-(2-fluoro-4-methyl-5-(7-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-6-yl)phenyl)urea

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Reaction Conditions

Reaction Steps

Combine 1-(3,3-dimethylbutyl)-3-(2-fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea (0.669 g, 1.768 mmol), 7-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-6-yl trifluoromethanesulfonate (0.6 g, 1.768 mmol), K2CO3 (0.733 g, 5.30 mmol) and Pd(PPh3)4 (0.102 g, 0.088 mmol) in dioxane (8 mL) and water (2 mL) in a pressure tube, sparge with argon, seal and heat at 100° C. overnight. Cool the mixture to RT, treat with saturated aqueous. NaHCO3 and extract with EtOAc (3×). Dry the combined organics over MgSO4, concentrate to dryness and purify via silica gel chromatography (5-100% EtOAc/Hexanes) to afford the title compound (440 mg, 56%). MS (m/z): 442.2 (M+1).

Provenance & Evidence