Convenient methods for the synthesis of d4, d2 and d6 isotopomers of 4-(4-fluorobenzyl)piperidine

doi:10.1002/JLCR.936

Paper

Convenient methods for the synthesis of d4, d2 and d6 isotopomers of 4-(4-fluorobenzyl)piperidine

Published May 1, 2005 · Ágnes Proszenyák, B. Ágai, G. Tárkányi

Journal of Labelled Compounds and Radiopharmaceuticals

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Abstract

Pure 4-(4-fluoro-[2,3,5,6-2H4]benzyl)piperidine was prepared via the Grignard reaction of 4-fluoro-[2,3,5,6-2H4]bromobenzene and pyridine-4-aldehyde followed by consecutive deoxygenation and heteroatomic ring saturation in the presence of palladium on carbon catalyst. An improved method for the catalytic H/D exchange in benzylic positions of 4-(4-fluorobenzyl)piperidine and its d4 derivative has also been described. Copyright © 2005 John Wiley & Sons, Ltd.

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This study presents a convenient method for synthesis of 4-(4-fluorobenzyl)piperidine isotopomers, enabling the preparation of d4, d2 and d6 isotopomers with improved catalytic H/D exchange in benzylic positions.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Convenient methods for the synthesis of d4, d2 and d6 isotopomers of 4-(4-fluorobenzyl)piperidine

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References

Convenient, Benign and Scalable Synthesis of 2‐ and 4‐Substituted Benzylpiperidines

This study developed a short, scalable, and environmentally benign method for synthesizing 2- and 4-substituted benzylpiperidines using temperature-programmed deoxygenation and heteroaromatic ring saturation of aryl(pyridin-2-yl)- and aryl

A facile synthesis of 3-(substituted benzyl)piperidines

A new method for preparing 3-(substituted benzyl)piperidines has been developed using palladium catalyst and pyridine-3-carboxaldehyde, enabling efficient production of these compounds.

NR2B selective NMDA receptor antagonists.

NR2B antagonists show potential as new therapeutic agents for neuroprotection, anti-hyperalgesic, and anti-Parkinson's disease treatment.

Changes in the Content and Biosynthesis of Phytoalexins in Banana Fruit

Banana fruit's phytoalexin content increases after wounding or inoculation, and its biosynthesis is influenced by hydroxyanigorufone rather than irenolone.

Antagonists selective for NMDA receptors containing the NR2B subunit.

NR2B selective NMDA receptor antagonists show potential for improved clinical safety and therapeutic targets in various diseases.

Ro 25-6981, a highly potent and selective blocker of N-methyl-D-aspartate receptors containing the NR2B subunit. Characterization in vitro.

Ro 25-6981 is a highly selective, activity-dependent blocker of NMDA receptors containing the NR2B subunit, providing protection against glutamate toxicity and oxygen and glucose deprivation in cultured cortical neurons.

Heterogeneous Catalytic Isotopic Exchange of Benzylic Compounds in Solution

Pd/C catalysts can efficiently perform isotopic exchange reactions of benzylic compounds in solution, with breaking of C-H bonds being the rate-determining step.

Skeletal rearrangements on chemical ionization of dibenzyl ether and derivatives

Chemical ionization of dibenzyl ether leads to skeletal rearrangements, resulting in the loss of water and formaldehyde, with benzylic hydrogen atoms being mobile before the reaction.

Vibrational spectra dihalogenated benzenes. I. In-plane vibrations

Dihalogenated benzenes show infrared and Raman spectra with alternate assignments due to impurities, and revised ring mode assignments are provided for improved correlation with benzene modes.

Citations

Trends in the Hydrogen−Deuterium Exchange at the Carbon Centers. Preparation of Internal Standards for Quantitative Analysis by LC-MS

Recent advances in hydrogen-deuterium exchange reactions at carbon centers have led to the development of low-cost methods for preparing isotope-labeled standards for quantitative analysis by LC-MS.

Pd- and Pt-catalyzed H/D exchange methods and their application for internal MS standard preparation from a Sanofi-Aventis perspective

Pd- and Pt-catalyzed H/D exchange methods are effective for isotopically labelled internal MS standard preparation, with recent applications in pharmaceutical industry.

The renaissance of H/D exchange.

H/D-exchange reactions are an efficient and cost-effective method for preparing deuterium-labeled compounds, benefiting mass spectrometry and mechanistic theories.