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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1910484Generated: October 30, 2026

Diethyl Ether → (R)-3-((bis(3-fluorophenyl)methoxy)-carbonylamino)-1-(2-oxo-2-(thiophen-3-yl)ethyl)-1-azoniabicyclo[2.2.2]-octane bromide

https://huagongshe.com/reaction/1910484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant2-Bromo-1-(thiophen-3-yl)ethan-1-oneHCID 2776379—
Reactant(R)-bis(3-fluorophenyl)methyl quinuclidin-3-ylcarbamateHCID 66575633—
SolventEthyl AcetateHCID 8857—
Product(R)-3-((bis(3-fluorophenyl)methoxy)-carbonylamino)-1-(2-oxo-2-(thiophen-3-yl)ethyl)-1-azoniabicyclo[2.2.2]-octane bromideHCID 7067526188.3%

Reaction Steps

2-Bromo-1-(thiophen-3-yl)ethanone (27.5 mg, 0.13 mmol) was added to a solution of (R)-bis(3-fluorophenyl)methyl quinuclidin-3-ylcarbamate (50 mg, 0.13 mmol, prepared as in example 1) in ethyl acetate (2 ml). The reaction was stirred at room temperature overnight. Et2O (2 ml) was added, and the precipitate was collected by suction filtration and dried under vacuum at 40° C. over a week-end to obtain (R)-3-((bis(3-fluorophenyl)methoxy)-carbonylamino)-1-(2-oxo-2-(thiophen-3-yl)ethyl)-1-azoniabicyclo[2.2.2]-octane bromide (66.3 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604015B2
Source datasetuspto-grants-2013_12
ORD IDord-6e7d326994144160b278cbfa2f491d3f
Source noteuspto-grants-2013_12