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

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine (80 mg; 0.38 mmol), tert-butyl N-[(3S)-1-(6-bromo-3-methoxy-pyrazin-2-yl)-3-piperidyl]carbamate (181 mg, 0.4550 mmol), tris(dibenzylideneacetone)dipalladium(0) (35 mg, 0.038 mmol), xantphos (45 mg, 0.076 mmol), and sodium tert-butoxide (75 mg, 0.76 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 eluted at 75% EtOAc) to give the desired product 112 mg 57% yield. MS (ESI) m/z: 518.1.

Provenance & Evidence