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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2079110Erstellt: 24. Oktober 2026

Trimethylsilyl cyanide → (3-Methoxy-5-methoxymethylphenyl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile

https://huagongshe.com/de/reaction/2079110

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrimethylsilyl cyanideHCID 82115—
EduktYtterbium triflateHCID 2733225—
Edukt4-(5-Methyl-1,2,4-oxadiazol-3-yl)anilineHCID 18188176—
Edukt2-{3-[(4-carbamimidoylphenylamino)-(2-fluoro-4,5-dimethoxyphenyl)methyl]5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl}benzoic Acid TrifluoroacetateHCID 136337083—
LösungsmittelDichloromethaneHCID 6344—
Produkt(3-Methoxy-5-methoxymethylphenyl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrileHCID 59516906—

Reaktionsschritte

To a solution of the residue in 10 ml of dichloromethane there was added 550 mg of 4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine, 1g of MS3A, 195 mg of Yb(OTf)3 and 0.79 ml of trimethylsilyl cyanide, and the mixture was stirred at room temperature for 20 hours under a nitrogen atmosphere. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-heptane) to give the title compound (1.25 g) as a light yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07928228B2
Quelldatensatzuspto-grants-2011_04
ORD IDord-040e670c1e9f4341b342a22daa81d55a
Quellennotizuspto-grants-2011_04