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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77037Generated: October 26, 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/reaction/77037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-[4-(2-Bromoacetyl)Phenyl]AcetamideHCID 12364739—
Reactant(R)-((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetateHCID 46840261—
SolventAcetonitrileHCID 6342—
Product(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—

Reaction Steps

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).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835682B2
Source datasetuspto-grants-2014_09
ORD IDord-7393a6051a614150bb46293b09cf5475
Source noteuspto-grants-2014_09