Réaction #86214

Équation de réaction

6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine

tert-butyl N-[(3S)-1-(6-bromo-3-chloro-pyrazin-2-yl)-3-piperidyl]carbamate

xantphos

sodium tert-butoxide

→

desired product

Rendement 41.3%

tert-butyl N-[(3S)-1-[3-chloro-6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]pyrazin-2-yl]-3-piperidyl]carbamate

Rendement 41.3%

Solvants

toluene

Conditions de réaction

Traitement

1. 1
   Autre18 h
2. 2
   FiltrationThe reaction was filtered through celite
3. 3
   AutreThe crude product was purified by flash chromatography (EtOAc/Heptane eluted at 75% EtOAc)

Mode opératoire

A mixture of 6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine (110 mg, 0.52 mmol), tert-butyl N-[(3S)-1-(6-bromo-3-chloro-pyrazin-2-yl)-3-piperidyl]carbamate (252 mg, 0.62 mmol), tris(dibenzylideneacetone)dipalladium(0) (47 mg, 0.052 mmol), xantphos (62 mg; 0.10 mmol), and sodium tert-butoxide (103 mg, 1.04 mmol) in toluene 5.0 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 41% yield. MS (ESI) m/z: 523.2.

Source