Reaktion #86156

Reaktionsgleichung

6-chloro-1H-pyrazolo[4,3-c]pyridine

tert-butyl N-[1-(6-bromo-2-pyridyl)-6-methyl-3-piperidyl]carbamate

xantphos

sodium tert-butoxide

→

desired product

Ausbeute 64.2%

tert-butyl N-[1-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]-6-methyl-3-piperidyl]carbamate

Ausbeute 64.2%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstige18 h
2. 2
   FiltrationThe reaction was filtered through celite
3. 3
   SonstigeThe crude product was purified by flash chromatography (EtOAc/Heptane)

Vorschrift

A mixture of 6-chloro-1H-pyrazolo[4,3-c]pyridine (100 mg, 0.651 mmol), tert-butyl N-[1-(6-bromo-2-pyridyl)-6-methyl-3-piperidyl]carbamate (422 mg, 1.14 mmol), tris(dibenzylideneacetone)dipalladium(0) (59 mg, 0.065 mmol), xantphos (78 mg, 0.130 mmol), and sodium tert-butoxide (129 mg, 1.30 mmol) in toluene 6.0 mL was stirred at 100° C. 18 h. The reaction was filtered through celite. The crude product was purified by flash chromatography (EtOAc/Heptane) to give the desired product (185 mg) in 64% yield. MS (ESI) m/z: 443.2

Quelle