Potassium Carbonate → HCID 67960123, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (4R)-tert-butyl 4-(6-(5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl)pyrazin-2-yloxy)-6-azaspiro[2.5]octane-6-carboxylate (159 mg, 0.272 mmol), trimethyl((2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethynyl)silane (123 mg, 0.408 mmol), PdCl2(Amphos) (19.26 mg, 0.027 mmol), and potassium carbonate (408 μL, 0.816 mmol) in dioxane (2720 μL) was heated in the microwave for 10 min at 160° C. The crude was purified via automated flash chromatography (silica gel) with 100% hexanes to 20% EtOAc/hexanes to give (4R)-tert-butyl 4-(6-(1-(tetrahydro-2H-pyran-2-yl)-5-(2-((trimethylsilyl)ethynyl)phenyl)-1H-indazol-3-yl)pyrazin-2-yloxy)-6-azaspiro[2.5]octane-6-carboxylate (110 mg, 0.162 mmol, 59.7% yield) as a yellowish oil. MS (ESI, pos. ion) m/z: 678.2 (M+1).

Provenance & Evidence