Sodium Carbonate → (R)-tert-butyl 3-(6-(1-methyl-1H-pyrazol-4-yl)-9-((2-(trimethylsilyl)ethoxy)methyl)-9H-dipyrido[2,3-b;4',3'-d]pyrrol-4-yloxy)piperidine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

A mixture of (R)-tert-butyl 3-(6-bromo-9-((2-(trimethylsilyl)ethoxy)methyl)-9H-dipyrido[2,3-b;4′,3′-d]pyrrol-4-yloxy)piperidine-1-carboxylate (50 mg, 0.09 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (90 mg, 0.43 mmol), 1,1′-[bis(diphenylphosphino)ferrocene]dichloropalladium(II) (6.3 mg, 0.009 mmol), and saturated aqueous sodium carbonate solution (0.1 mL) in acetonitrile (0.9 mL) was heated under microwave irradiation at 130° C. for 30 minutes. The reaction mixture was concentrated in vacuo, and purified flash chromatography (silica, 4 g, ISCO, 0-90% ethyl acetate in heptane) to afford the title compound as a light brown oil, which was used in the next step without any further purification (50 mg).

Provenance & Evidence