A convenient method for the regioselective synthesis of 4-alkyl(aryl)pyridines using pyridinium salts was written by Akiba, Kinya;Iseki, Yuji;Wada, Makoto. And the article was included in Bulletin of the Chemical Society of Japan in 1984.Application In Synthesis of 4-Hexylpyridine This article mentions the following:
RCu·BF3 (R = Bu, hexyl, CH2CH2Ph, CHMeEt, Ph) reacted with 1-ethoxycarbonylpyridinium chloride at the 4-position with >99% regioselectivity to afford the corresponding 1,4-dihydropyridine derivatives in 81-94% yields. The dihydropyridines were oxidized by O to give 38-68% 4-alkyl(aryl)pyridines. Grignard reagents also reacted with 1-tert-butyldimethylsilylpyridinium triflate with >99% regioselectivity to afford the corresponding 1,4-dihydropyridines, which were easily oxidized by O to 4-substituted pyridines in 58-70% yields. In the experiment, the researchers used many compounds, for example, 4-Hexylpyridine (cas: 27876-24-0Application In Synthesis of 4-Hexylpyridine).
4-Hexylpyridine (cas: 27876-24-0) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Application In Synthesis of 4-Hexylpyridine