Saraeva T. Synthesis and reactions of benzimidazolyl-substituted heterocycles with bridge nitrogen atoms

Objects of research: the synthesis of benzimidazolyl-substituted nitrogen-containing heterocycles by means of nucleophilic substitution reaction of N-alkyl(aroylmethyl)-2-chloropyridinium halides with benzimidazolylacetonitriles as well as synthetic capabilities for obtained compounds. Study purpose: Development of methods for the synthesis of benzimidazolyl-substituted N-alkylpyridines and 2-amino-3-aroyl-1-(2-benzimidazolyl)indolizines by reaction of 2- benzimidazolylacetonitriles, taken as CH-acidic components, with N-alkyl(aroylmethyl)-2-chloropyridinium salts. Examination of their structures and possibility to obtain some new polycyclic heterocyclic systems starting from 2-amino-3-aroyl-1-(2-benzimidazolyl) indolizines. Study of the alkylation selectivity of (E)-2-(1-alkylpyridin-2(1H)-ylidene)-2-(1H-benzo[d]imidazol-2-yl)acetonitriles. Methods and equipment: organic synthesis, 1H NMR-, IR-, mass-spectroscopy, thin layer chromatography, elemental and X-ray analysis. Theoretical and practical results: the possibility of synthesis of 2-amino-3-aroyl-1-(2-benzimidazolyl)indolizines and (E)-2-(1-alkylpyridin-2(1H)-ylidene)-2-(1H-benzo[d]imidazol-2-yl)acetonitriles by reaction of 2-benzimidazolylacetonitriles with N-alkyl(aroylmethyl)-2-chloropyridinium salts was systematically studied. Preparative methods of synthesis of new condensed heterocyclic systems based on 2-amino-3-aroyl-1-(2-benzimidazolyl)indolizines were developed. Novelty: 2-Amino-3-aroyl-1-(2-benzimidazolyl)indolizines and some new heterocyclic systems with one or two bridge nitrogen atoms derived of them were obtained for the first time. Implementation: None. Scope of use: Laboratories and departments of various educational and research organizations, engaged in related studies and research centers on the discovery and study of biologically active compounds.