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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1910509Generated: October 26, 2026

Acetonitrile → 3-(((4-Methoxyphenyl)(phenyl)methoxy)carbonyl)-1-(2-oxo-2-(thiophen-2-yl)ethyl)-1-azoniabicyclo[2.2.2]octane chloride

https://huagongshe.com/reaction/1910509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
Reactant2-(Chloroacetyl)thiopheneHCID 2757925—
Reactant(4-Methoxyphenyl)(phenyl)methyl quinuclidine-3-carboxylateHCID 70925768—
SolventEthyl AcetateHCID 8857—
Product3-(((4-Methoxyphenyl)(phenyl)methoxy)carbonyl)-1-(2-oxo-2-(thiophen-2-yl)ethyl)-1-azoniabicyclo[2.2.2]octane chlorideHCID 7067375831.2%

Reaction Steps

To a solution of (4-methoxyphenyl)(phenyl)methyl quinuclidine-3-carboxylate (37 mg, 0.10 mmol) in EtOAc (1.5 ml), 2-chloro-1-(thiophen-2-yl)ethanone (19 mg, 0.12 mmol) was added. Acetonitrile was added until complete dissolution, and the reaction was stirred at room temperature overnight. The organic solvents were removed under vacuum, and the residue was purified by flash chromatography (DCM/MeOH=9/1) to obtain 3-(((4-methoxyphenyl)(phenyl)methoxy)carbonyl)-1-(2-oxo-2-(thiophen-2-yl)ethyl)-1-azoniabicyclo[2.2.2]octane chloride (16 mg, mixture of diastereoisomers).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604015B2
Source datasetuspto-grants-2013_12
ORD IDord-ec50e39e0d854d449ab0d0f9d774be58
Source noteuspto-grants-2013_12