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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 57862Erstellt: 25. Oktober 2026

Trimethyl-(6-methylpyrazin-2-yl)stannane → tert-butyl 4-[6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]-3,6-dihydro-2H-pyridine-1-carboxylate

https://huagongshe.com/reaction/57862

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrimethyl-(6-methylpyrazin-2-yl)stannaneHCID 86707041—
Edukttert-butyl 4-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]-3,6-dihydro-2H-pyridine-1-carboxylateHCID 86707057—
LösungsmittelDimethylacetamideHCID 31374—
Produkttert-butyl 4-[6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]-3,6-dihydro-2H-pyridine-1-carboxylateHCID 8670705972,3%

Reaktionsbedingungen

Temperatur145 °C

Reaktionsschritte

A solution of tert-butyl 4-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]-3,6-dihydro-2H-pyridine-1-carboxylate (200 mg, 0.486 mmol) and palladium(0)tetrakis(triphenylphosphine) (56 mg, 0.049 mmol) in N,N-dimethylacetamide 5.0 mL was added trimethyl-(6-methylpyrazin-2-yl)stannane (250 mg, 0.971 mmol). The reaction mixture heated at 145° C. for 40 min in microwave. 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 65% EtOAc) to give the desired product 165 mg 72% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434725B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-5992e1de3d8948f1b7c8e2be5b87529d
Quellennotizuspto-grants-2016_09