Synthesis and biological activity of new derivatives of 1,2,5-tremethyl-4-propyl(allyl, propargyl)-4-N-aryl(hetaryl)aminopiperidines
作者:V. V. Kuznetsov、S. V. Lantsetov、E. N. Andreeva、N. S. Prostakov
DOI:10.1007/bf02219248
日期:1994.7
)aniline and n-propyimagnesium bromide, 1,2,5-trimethyl-4-n-propyl-4-N-phenylaminopiperidine (II) was obtained with a yield of 25%. Reaction of the analogous imines with aUyimagnesium bromide proceeds well, with yields of the resulting aminopiperidines ranging from 50-95 %. Syntheses of 1,2,5-trimethyl-4-allyl-4-N-o-methoxyphenyl (III), [p-methoxyphenyl (IV), benzyl (V), 1phenylethyl (VI), 2-thiazolyl
对 4-氨基哌啶化学衍生物的兴趣是由于其广泛的生物活性 [1, 2]。在工作[5]制备和研究1,2,5-三甲基-4-N-芳基氨基哌啶衍生物的生物活性过程中,我们合成了含有4-丙基(aUyl,propargyl)piperidine-4-yl的取代氨基甲酸酯分段。为了合成这些化合物,我们使用了 1,2,5-三甲基-4-丙基(烯丙基,炔丙基)-4-N-芳基(杂芳基)氨基哌啶,通过 3' 亚氨基哌啶(I)与适当的烷基(烯基)反应获得卤化镁。由 N-(1,2,5-trimethylpiperididene-4)aniline 和 n-propyimagnesium bromide 得到 1,2,5-trimethyl-4-n-propyl-4-N-phenylaminopiperidine (II),产率为 25 %。类似的亚胺与溴化超镁的反应进行得很好,所得氨基哌啶的产率为 50-95%。1,2