The approaches for regiocontrolled N-, O- and C-methylation of 1-phenyl-3-polyfluoroalkyl-1H-pyrazol-5-ols have been developed. The chemoselective N-methylation proved to be an efficient method for the synthesis of polyfluorinated antipyrine analogs. In addition, we reinvestigated the structure of 3-polyfluoroalkyl-1-phenylpyrazol-5-ols by the X-Ray analysis. The quantum-chemical calculations were used for an explanation of methylation processes. The preliminary biological testing revealed a significant analgesic activity of trifluoromethyl-containing antipyrine.

中文翻译：

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1-苯基-3-多氟烷基-1 H-吡唑-5-醇的区域控制N-，O-和C-甲基化

已经开发了用于区域控制1-苯基-3-多氟烷基-1 H-吡唑-5-醇的N-，O-和C-甲基化的方法。化学选择性的N-甲基化被证明是合成多氟安替比林类似物的有效方法。另外，我们通过X射线分析重新研究了3-聚氟烷基-1-苯基吡唑-5-醇的结构。量子化学计算用于解释甲基化过程。初步的生物学测试表明，含有三氟甲基的安替比林具有明显的镇痛作用。