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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 751099Erstellt: 24. Oktober 2026

Cesium fluoride → 5-Aminobiphenyl-2-carbonitrile

https://huagongshe.com/de/reaction/751099

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium fluorideHCID 25953—
EduktPhenylboronic AcidHCID 66827—
Edukt4-Amino-2-chlorobenzonitrileHCID 88728—
KatalysatorHCID 178479803HCID 178479803—
LösungsmittelEthyl AcetateHCID 8857—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produkt5-Aminobiphenyl-2-carbonitrileHCID 4415828296%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

Commercially available 3-chloro-4-cyanoaniline (305 mg, 2.0 mmol) was dissolved in NMP (8 mL), and CsF (608 mg, 4.0 mmol), phenyl boronic acid (268 mg, 2.2 mmol) and dichlorobis(tricyclohexylphosphino)palladium (73mg, 0.1 mmol) were added. The reaction was then heated to 100° C. for 16 h. After cooling to rt, the reaction mixture was taken up in EtOAc, washed with water (2×), dried (Na2SO4), concentrated under reduced pressue, and purified by silica gel flash chromatography eluting with EtOAc/hexanes (1:1) to give compound 47A (371 mg, 96%) as a yellow solid. LC/MS m/z 195 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07405234B2
Quelldatensatzuspto-grants-2008_07
ORD IDord-a89eded3fe944538b91a7c4330a9b33f
Quellennotizuspto-grants-2008_07