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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 55685Erstellt: 25. Oktober 2026

Chloroacetonitrile → [4-(1H-Indazol-3-yl)1-piperazinyl]acetonitrile

https://huagongshe.com/reaction/55685

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChloroacetonitrileHCID 7856—
EduktSodium BicarbonateHCID 516892—
Edukt3-(Piperazin-1-YL)-1H-indazoleHCID 14823445—
LösungsmittelAcetonitrileHCID 6342—
Produkt[4-(1H-Indazol-3-yl)1-piperazinyl]acetonitrileHCID 1846729155,8%

Reaktionsschritte

To a stirred suspension of 3-piperazin-1-yl-1H-indazole (6.0 g, 29.7 mmol) and NaHCO3 (2.7 g, 32.7 mmol) in dry acetonitrile (125 ml) was added chloroacetonitrile (2.1 ml, 31.2 mmol) at room temperature, under nitrogen. The suspension was warmed to reflux for 17.5 hours, cooled to room temperature, and subsequently filtered. The remaining solids were washed with dichloromethane and the combined filtrates were concentrated. The resulting brown oil was purified via flash column chromatography (silica gel, 0-50% EtOAc/DCM) to give 4.0 g of product as an off-white solid, m.p. 121°-123° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05624927
Quelldatensatzuspto-grants-1997_04
ORD IDord-f092833a9a334e3f89d228c1b1f59160
Quellennotizuspto-grants-1997_04