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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77037Erstellt: 23. Oktober 2026

N-[4-(2-Bromoacetyl)Phenyl]Acetamide → (R)-1-[2-(4-acetylamino-phenyl)-2-oxo-ethyl]-3-((R)-2-phenyl-2-phenylamino-acetoxy)-1-azonia-bicyclo[2.2.2]octane bromide

https://huagongshe.com/de/reaction/77037

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-[4-(2-Bromoacetyl)Phenyl]AcetamideHCID 12364739—
Edukt(R)-((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetateHCID 46840261—
LösungsmittelAcetonitrileHCID 6342—
Produkt(R)-1-[2-(4-acetylamino-phenyl)-2-oxo-ethyl]-3-((R)-2-phenyl-2-phenylamino-acetoxy)-1-azonia-bicyclo[2.2.2]octane bromideHCID 86643225—

Reaktionsschritte

A mixture (R)-((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetate (Diastereoisomer 1 of C2) (80.0 mg, 0.24 mmol) and N-(4-(2-bromoacetyl)phenyl)acetamide (60.9 mg, 0.24 mmol) in acetonitrile (2 mL) is heated in a microwave oven at 100° C. for 1 hour (UPLC-MS monitoring: complete conversion). The title compound is isolated by suction filtration and washed with Et2O (98.2 mg, 81% yield, off-white solid, bromide salt, single diastereoisomers).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835682B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-7393a6051a614150bb46293b09cf5475
Quellennotizuspto-grants-2014_09