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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 57834Erstellt: 25. Oktober 2026

Tert-butyl 4-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]piperazine-1-carboxylate → Tert-butyl 4-[6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]piperazine-1-carboxylate

https://huagongshe.com/reaction/57834

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTert-butyl 4-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]piperazine-1-carboxylateHCID 86707015—
EduktTrimethyl-(6-methylpyrazin-2-yl)stannaneHCID 86707041—
LösungsmittelDimethylacetamideHCID 31374—
ProduktTert-butyl 4-[6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]piperazine-1-carboxylateHCID 8670704058%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

A solution of tert-butyl 4-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]piperazine-1-carboxylate (90 mg; 0.22 mmol and palladium(0)tetrakis(triphenylphosphine) (25 mg, 0.022 mmol in N,N-dimethylacetamide; 2.0 mL was added trimethyl-(6-methylpyrazin-2-yl)stannane (112 mg; 0.436 mmol). The reaction mixture was heated at 150° C. for 45 min in a microwave (Biotage). The reaction mixture was filtered through celite and concentrated. The crude product was diluted with EtOAc then washed with water. The organic layers was dried with sodium sulfate, filtered, and concentrated in vacuum. The crude product was purified by flash chromatography (EtOAc/Heptane eluted at 50% EtOAc) to give tert-butyl 4-[6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]piperazine-1-carboxylate 60 mg in 58% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434725B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-c3bc146ef6234b4bbb4433cdb3078f2d
Quellennotizuspto-grants-2016_09