1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → tert-butyl N-[(3S)-1-[3-methyl-6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]-6-oxo-3-piperidyl]carbamate

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine (150 mg, 0.710 mmol), tert-butyl N-[(3S)-1-(6-chloro-3-methyl-2-pyridyl)-6-oxo-3-piperidyl]carbamate (497 mg, 1.42 mmol), tris(dibenzylideneacetone)dipalladium(0) (65 mg, 0.071 mmol), xantphos (84 mg, 0.14 mmol), and sodium tert-butoxide (140 mg, 1.42 mmol) in toluene 3.0 mL was stirred at 110° C. 18 h. The reaction was filtered through celite. The crude product was purified by flash chromatography (EtOAc/Heptane then MeOH/DCM eluted at 10% MeOH) to give the desired product 75 mg 20% yield. MS (ESI) m/z: 515.1.

Provenance & Evidence