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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1412602Erstellt: 26. Oktober 2026

N,N-Diethylaniline → 4'-{1-[4-(1,4-Dioxaspiro[4.5]dec-8-yl)-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]ethyl}biphenyl-2-carbonitrile

https://huagongshe.com/reaction/1412602

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN,N-DiethylanilineHCID 7061—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
EduktEthyl 2-[1-(2'-cyanobiphenyl-4-yl)ethyl]-3-oxohexanoateHCID 67009459—
EduktN-(1,4-dioxaspiro[4.5]dec-8-yl)-4H-1,2,4-triazol-3-amineHCID 178420920—
LösungsmittelHydrochloric AcidHCID 313—
Produkt4'-{1-[4-(1,4-Dioxaspiro[4.5]dec-8-yl)-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]ethyl}biphenyl-2-carbonitrileHCID 6700969943%

Reaktionsbedingungen

Temperatur180 °C

Reaktionsschritte

A mixture of ethyl 2-[1-(2′-cyanobiphenyl-4-yl)ethyl]-3-oxohexanoate (4.80 g), N-(1,4-dioxaspiro[4.5]dec-8-yl)-4H-1,2,4-triazol-3-amine (1.50 g), 1,8-diazabicyclo[5.4.0]undec-7-ene (0.2 mL) and N,N-diethylaniline (20 mL) was stirred at 180° C. overnight, allowed to cool and poured into 1 M hydrochloric acid (100 mL), and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as a pale-yellow oil (1.50 g, 43%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08921379B2
Quelldatensatzuspto-grants-2014_12
ORD IDord-ece33153cec34032bc93a4557d89ab89
Quellennotizuspto-grants-2014_12