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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469477Generated: October 29, 2026

2-Chloroacetophenone → (3R)-3-(2-(benzo[b]thiophen-3-yl)-2-(methyl(phenyl)amino)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride

https://huagongshe.com/reaction/469477

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChloroacetophenoneHCID 10757—
Reactant(R)-quinuclidin-3-yl 2-(benzo[b]thiophen-3-yl)-2-(methyl(phenyl)amino)acetateHCID 58556999—
SolventAcetonitrileHCID 6342—
Product(3R)-3-(2-(benzo[b]thiophen-3-yl)-2-(methyl(phenyl)amino)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chlorideHCID 8666032974.1%

Reaction Steps

2-Chloro-1-phenylethanone (42.6 mg, 0.27 mmol) was added to solution of (R)-quinuclidin-3-yl 2-(benzo[b]thiophen-3-yl)-2-(methyl(phenyl)amino)acetate (C35) (112 mg, 0.27 mmol) in acetonitrile (3 ml). The reaction was stirred at room temperature for 3 hours, and then the solvent was evaporated under vacuum. The residue was triturated with Et2O, filtered and dried to obtain (3R)-3-(2-(benzo[b]thiophen-3-yl)-2-(methyl(phenyl)amino)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride (112.2 mg, 72.6% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629160B2
Source datasetuspto-grants-2014_01
ORD IDord-6899f4f70800499cb156b2ae7603928c
Source noteuspto-grants-2014_01