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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 13135Erstellt: 23. Oktober 2026

Butyronitrile → (alphaS,betaR)-beta-{[1-(3-Pyridyl)-1H-indazole-5-yl]oxy}-alpha-methylbenzeneethanamine

https://huagongshe.com/de/reaction/13135

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktButyronitrileHCID 8008—
EduktPhenylpropanolamineHCID 10297—
EduktCesium carbonateHCID 10796—
Edukt5-iodo-1-pyridin-3-yl-1H-indazoleHCID 59786571—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Produkt(alphaS,betaR)-beta-{[1-(3-Pyridyl)-1H-indazole-5-yl]oxy}-alpha-methylbenzeneethanamineHCID 6681293027%

Reaktionsschritte

(1R,2S)-Norephedrine (500 mg, 3.31 mmol), 5-iodo-1-(3-pyridyl)-1H-indazole (1.08 g, 33.37 mmol), cesiumcarbonate (2.15 g, 6.61 mmol), copper (I)-iodide (314.9 mg, 1.65 mmol) and butyronitrile (2 mL) are stirred in a glass pressure tube at 120° C. for 20 h. The reaction mixture is filtered via a glass microfibre filter, the solvent evaporated and the residue purified by chromatography (silicagel, eluents: dichloromethane/methanol). 307.8 mg (27%) of the title compound are obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07728030B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-f0b9853f3efa4013b552f76ed7d1b0c9
Quellennotizuspto-grants-2010_06