A Highly Efficient Method for the N-Alkylation of Aminopyrazines: Synthesis of Hydrophilic Red Fluorescent Dyes

Abstract A robust and scalable method was developed for the synthesis of N,N′-dialkylated aminopyrazines by a reductive amination route. These new fluorescent pyrazine analogues were shown to absorb and emit light at relatively long wavelengths (˜50 nm) compared to the corresponding diaminopyrazines...

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Bibliographic Details
Published in:Synthesis (Stuttgart) 2010-07, Vol.2010 (14), p.2383-2392
Main Authors: Poreddy, Amruta R., Asmelash, Bethel, Neumann, William L., Dorshow, Richard B.
Format: Article
Language:English
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Summary:Abstract A robust and scalable method was developed for the synthesis of N,N′-dialkylated aminopyrazines by a reductive amination route. These new fluorescent pyrazine analogues were shown to absorb and emit light at relatively long wavelengths (˜50 nm) compared to the corresponding diaminopyrazines. The utility of these compounds was demonstrated by the synthesis of hydrophilic fluorescent probes with potential diagnostic applications.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0029-1220009