An Azeotropic Drying-free Approach for Copper-mediated Radiofluorination Without Addition of Base

Overview

Journal J Labelled Comp Radiopharm

Specialties Nuclear Medicine
Pharmacology
Pharmacy
Radiology

Date 2019 Jan 16

PMID 30644121

Citations 11

Authors

Xiang Zhang

Falguni Basuli

Rolf E Swenson

Affiliations

Soon will be listed here.

Abstract

Copper-mediated radiofluorination provides a quick and versatile approach for F-labeling of arenes and heteroarenes. However, this method is known to be base sensitive, which has been a barrier for preparative scale radiosynthesis. In this report, we provide an approach for copper-mediated radiofluorination without azeotropic drying or adding a base. [ F]Fluoride trapped on a PS-HCO Sep-Pak was quantitatively eluted with a solution of 4-dimethylaminopyridinium trifluoromethanesulfonate (DMAP·OTf) in anhydrous N,N-dimethylformamide (DMF). The eluted solution was directly used for copper-mediated radiofluorination. Twelve boronic ester substrates were tested, yielding fluorinated products in 27% to 83% radiochemical yield based on HPLC analysis. This approach was successfully applied to the radiosynthesis of [ F]flumazenil, a well-known positron emission tomography (PET) tracer for imaging central benzodiazepine receptors, with a radiochemical yield of 47%. This highly efficient protocol significantly augments the powerful copper-mediated radiofluorination approach.

Citing Articles

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Development of High-Throughput Experimentation Approaches for Rapid Radiochemical Exploration.

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Radiosynthesis and Preclinical Evaluation of an F-Labeled Triazolopyridopyrazine-Based Inhibitor for Neuroimaging of the Phosphodiesterase 2A (PDE2A).

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Insights into Elution of Anion Exchange Cartridges: Opening the Path toward Aliphatic F-Radiolabeling of Base-Sensitive Tracers.

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