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pubmed-article:10993337pubmed:abstractTextA study of structural modifications of MPB-07 was undertaken as part of a synthetic program aimed at discovering small molecules with CFTR activation potential. Solid-phase synthesis techniques were used to prepare derivatives of MPB-07 employing the Zincke reaction for the construction of aromatic, quaternary ammonium salts such as those found in 2 or 3. In this transformation, primary amines react with highly electrophilic N-2,4-dinitrophenylpyridinium (DNP) salt 4 to afford pyridinium salt 8 with release of 2,4-dinitroaniline 6. Thus, the reaction of 1-(2,4-dinitrophenyl)pyridinium salts with various polymer-bound amino ethers, followed by cleavage from the resin, delivers the desired salts in good yield and high purity.lld:pubmed
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pubmed-article:10993337pubmed:authorpubmed-author:EdaMMlld:pubmed
pubmed-article:10993337pubmed:authorpubmed-author:KurthM JMJlld:pubmed
pubmed-article:10993337pubmed:authorpubmed-author:NantzM HMHlld:pubmed
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pubmed-article:10993337pubmed:pagination5131-5lld:pubmed
pubmed-article:10993337pubmed:dateRevised2006-11-15lld:pubmed
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pubmed-article:10993337pubmed:articleTitleThe solid-phase Zincke reaction: preparation of omega-hydroxy pyridinium salts in the search for CFTR activation.lld:pubmed
pubmed-article:10993337pubmed:affiliationDepartment of Chemistry, University of California, Davis 95616-5295, USA.lld:pubmed
pubmed-article:10993337pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:10993337pubmed:publicationTypeResearch Support, U.S. Gov't, Non-P.H.S.lld:pubmed
pubmed-article:10993337pubmed:publicationTypeResearch Support, Non-U.S. Gov'tlld:pubmed