Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 453686Erstellt: 24. Oktober 2026

3-(2-Bromoacetyl)benzonitrile → (R)-1-(2-(3-cyanophenyl)-2-oxoethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide

https://huagongshe.com/de/reaction/453686

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-(2-Bromoacetyl)benzonitrileHCID 2735867—
Edukt(R)-((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetateHCID 46840261—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(R)-1-(2-(3-cyanophenyl)-2-oxoethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane bromideHCID 8666030061%

Reaktionsschritte

3-(2-Bromoacetyl)benzonitrile (40.0 mg, 0.18 mmol) was added to a solution of (R)—((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetate (diastereomer 1 of I2) (60 mg, 0.18 mmol) in EtOAc (2 ml). The reaction mixture was stirred at room temperature overnight (UPLC-MS: complete conversion). EtOAc was removed under vacuum, and the residue is triturated with Et2O. The solid was collected by suction filtration and dried at 40° C. for 48 hours to obtain the (R)-1-(2-(3-cyanophenyl)-2-oxoethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide (61.1 mg, 61% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08492548B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-19944274fdfb450c86b7b3ae2a8d921c
Quellennotizuspto-grants-2013_07