Evaluation of the influence of base and alkyl bromide on synthesis of pyrazinoic acid esters through fatorial design

Felli Veni Maria Andres; Fernandes Jo?o Paulo dos Santos; Universidade de S?o Paulo S?o Paulo Brasil

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Evaluation of the influence of base and alkyl bromide on synthesis of pyrazinoic acid esters through fatorial design

机译：通过外观设计评估碱和烷基溴对吡嗪酸酯合成的影响

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Pyrazinoic acid esters have been synthesized as prodrugs of pyrazinoic acid. In the literature, its preparation is reported through the reaction of pyrazinoyl chloride with alcohols and the reaction with DCC/DMAP. In this work, it is reported a 22 factorial design to evaluate the preparation of these esters through the substitution of alkyl bromides with carboxylate anion. The controlled factors were alkyl chain length of bromides (ethyl and hexyl) and the used base (triethylamine and DBU). Results revealed that the used base used has significant effect on yield, and alkyl bromide used has neither significant influence, nor its interaction effect with base.

机译：吡嗪酸酯已被合成为吡嗪酸的前药。在文献中，通过吡嗪酰氯与醇的反应以及与DCC / DMAP的反应报道了其制备。在这项工作中，据报道有22种析因设计，用于通过用羧酸根阴离子取代烷基溴化物来评估这些酯的制备。控制因素是溴化物的烷基链长（乙基和己基）和所用的碱（三乙胺和DBU）。结果表明，所用的碱对产率有显着影响，所用的烷基溴既无显着影响，也不与碱相互作用。

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《Quimica nova》 |2009年第9期|共页
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Felli Veni Maria Andres; Fernandes Jo?o Paulo dos Santos; Universidade de S?o Paulo S?o Paulo Brasil;
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中图分类化学;
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Evaluation of the influence of base and alkyl bromide on synthesis of pyrazinoic acid esters through fatorial design

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