Sodium Carbonate → N-(2-Hydroxy-3-(4-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)methanesulfonamide

Participants

Reaction Steps

(S)-2-(1-((5-Bromo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (61 mg, 0.10 mmol) was treated with N-(2-hydroxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide (200 mg, 0.26 mmol, prepared from N-(3-bromo-2-hydroxyphenyl)-methanesulfonamide and bis(pinacolato)diboron according to Preparation 19b), sodium carbonate (27 mg, 0.25 mmols) and bis(triphenylphosphine)palladium(II) dichloride (25 mg, 0.03 mmol) according to the method described in Preparation 62. The residue was purified using SP1® Purification System (0% to 100%, hexane-ethyl ether) to give 12 mg (15% yield) of the title compound. Purity 90%.

Provenance & Evidence