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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2079155Erstellt: 25. Oktober 2026

Trimethylsilyl cyanide → (8-ethoxy-4H-benzo[1,3]dioxin-6-yl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile

https://huagongshe.com/reaction/2079155

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrimethylsilyl cyanideHCID 82115—
EduktYtterbium triflateHCID 2733225—
Edukt4-(5-Methyl-1,2,4-oxadiazol-3-yl)anilineHCID 18188176—
Edukt8-ethyl-4H-benzo[1,3]dioxine-6-carbaldehydeHCID 59517295—
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(8-ethoxy-4H-benzo[1,3]dioxin-6-yl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrileHCID 67096857—

Reaktionsschritte

To a solution of 230 mg of Yb(OTf)3 in 20 ml of dichloromethane there were added 650 mg of 4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine, 773 mg of 8-ethyl-4H-benzo[1,3]dioxine-6-carbaldehyde, 1g of MS3A and 0.8 ml of trimethylsilyl cyanide under a nitrogen atmosphere, and the mixture was stirred overnight at room temperature. The reaction mixture was filtered through celite, and the celite was washed with 100 ml of ethyl acetate. The organic layer was concentrated under reduced pressure to give (8-ethoxy-4H-benzo[1,3]dioxin-6-yl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile (crude product).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07928228B2
Quelldatensatzuspto-grants-2011_04
ORD IDord-d578f82abb86488794ad4376fa539596
Quellennotizuspto-grants-2011_04