85147-14-4Relevant academic research and scientific papers
Access to pyridines via cascade nucleophilic addition reaction of 1,2,3-triazines with activated ketones or acetonitriles
Zhang, Yuan,Luo, Han,Lu, Qixing,An, Qiaoyu,Li, You,Li, Shanshan,Tang, Zongyuan,Li, Baosheng
supporting information, p. 393 - 396 (2020/05/18)
We studied the cascade nucleophilic addition reactions of 1,2,3-triazines with activated acetonitriles or ketones, which were used to construct highly substituted pyridines that are not easily accessed by conventional methods. The strategy addressed some structural diversity issues currently facing medicinal chemistry, and the resulting pyridines could be used as convenient precursors for the synthesis of related pharmaceuticals. In particular, our method was applied to the syntheses of the marketed drug etoricoxib and several biologically important molecules in a few steps.
Synthesis method and applications of polysubstituted 2-aminopyridine derivative
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Paragraph 0060-0062; 0063; 0064, (2020/04/22)
The invention belongs to the field of organic synthetic chemistry, and relates to a synthetic method and applications of a polysubstituted 2-aminopyridine derivative. According to the method, a 1,2,3-triazine compound and a cyanomethyl compound are used as substrates and are subjected to a one-step cycloaddition reaction under an alkaline condition to obtain a polysubstituted 2-aminopyridine derivative, wherein the reaction does not involve in danger and control reagents and medicines, and a simple, safe, efficient and environment-friendly strategy is provided for synthesizing the polysubstituted 2-aminopyridine derivative. According to the present invention, the obtained product is subjected to further derivatization, such that the active molecule or the drug molecule containing the 2-aminopyridine structure can be synthesized, such as active molecule SC-53606, drug molecule apatinib and nevirapine.
An Alternate Synthesis of 6-Substituted-5-deazapteridines
DeGraw, Joseph I.,Tagawa, Hiroaki
, p. 1461 - 1463 (2007/10/02)
A procedure for synthesis of 2,4-diamino-6-substituted-5-deazapteridines (pyridopyrimidines) is described.Condensation of 1-piperidino-1-propene with ethoxymethylenemalononitrile afforded an enamino malononitrile adduct, which then treated with ammonia yielded 2-amino-3-cyano-5-methylpyridine.Cyclization to 2,4-diamino-6-methyl-5-diazapteridine could be effected with guanidine.Similar condensation of piperidinopropene with ethyl methoxymethylenecyanoacetate followed by cyclization with hydroxylamine gave 2-amino-3-carbethoxy-6-methylpyridine 1-oxide.Reduction with phosphorus trichloride afforded the pyridine base, however, attempts to cyclize the amino ester to 2-amino-4-hydroxy-6-methyl-5-deazapteridine were unsuccessful.
