Solid Phase Synthesis of Pyridine-Based Derivatives from a 2-Chloro-5-Bromopyridine Scaffold

Abstract

2-Chloro-5-bromopyridine was immobilized on polystyrene via selective introduction of a traceless silicon linker at the C-4 position. A useful scaffold was thus obtained, as demonstrated by efficient and selective reactions with polar and transition organometallic reagents, opening a new access to pyridine-based libraries of synthons and chromophores.

Density functional theory studies on vibrational and electronic spectra of 2-chloro-6-methoxypyridine

“…2-Aminopyridine-tagged oligosaccharides have been widely used for sensitive qualitative and quantitative analysis by high performance liquid chromatography with fluorescence detection [4], in preparation of cytidine analogs [7] and it is also immensely used as a reagent in analytical chemistry. Many substituted pyridines are involved in bioactivities with applications in pharmaceutical drugs and agricultural products [8][9][10]. Pyridine derivatives act as anesthetic agents, drugs for certain brain diseases, and pro-drugs for treating neuronal damage caused by stroke.…”

2-(4-Methylpiperazin-1-yl)-4-phenyl-6-(thiophen-2-yl)-pyridine-3-carbonitrile

“…Recent publications describing pharmacological properties of pyridine-3-carbonitrile-containing analogues such as vasodilation activities are considered a driving force behind the present investigation [1]. Moreover, bioactivity and applications as pharmacological active agents and agricultural materials of pyridinecarbonitriles also prompted the present study [2,3]. Additionally, 4-aminopyridine-3-carbonitriles were reported as PKCθ inhibitors [4][5][6].…”

Versatile tools in the construction of substituted 2,2′-bipyridines—cross-coupling reactions with tin, zinc and boron compounds

“…71 Furthermore, some reports have also been published demonstrating the compatibility of stannylpyridines in Negishi cross-coupling reactions and subsequent Stille reaction to yield the projected 2,2 0 -bipyridines. 72 A number of examples for the synthesis of bipyridines by the Negishi protocol have already been compiled, 19 while some earlier examples have been unmentioned.…”