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Synthesis and Biological Activity of 4-Fluorophenylcyclohexyl(tetrahydropyranyl)methyl-Substituted Aryloxypropanolamines

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Abstract

The alkylation of (4-fluorophenyl)acetonitrile with dibrompentane and 2,2'-dichlorodiethyl ether gave the corresponding nitriles, which were reduced with lithium aluminium hydride to obtain [1-(4-fluorophenyl)cyclohexyl]- and [1-(4-fluorophenyl)tetrahydro-2H-pyran-4-yl]methanamines. Treatment of the latter products with aryloxymethyloxiranes substituted in the aromatic ring resulted in the synthesis of. Some of the synthesized aryloxypropanolamines were transformed into the corresponding oxazolidines under the action of formalin.

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Authors and Affiliations

  1. Scientific Technological Centre of Organic and Pharmaceutical Chemistry, National Academy of Sciences of the Republic of Armenia (NAS RA), 0014, Yerevan, Armenia

    A. A. Aghekyan, G. G. Mkryan, H. A. Panosyan, A. S. Tsatinyan, A. S. Grigoryan & H. V. Gasparyan

  2. Yerevan State University, 0025, Yerevan, Armenia

    G. S. Melikyan

Authors
  1. A. A. Aghekyan
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  2. G. G. Mkryan
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  3. G. S. Melikyan
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  4. H. A. Panosyan
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  5. A. S. Tsatinyan
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  6. A. S. Grigoryan
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  7. H. V. Gasparyan
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Correspondence to A. A. Aghekyan.

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Translated from Zhurnal Organicheskoi Khimii, 2023, Vol. 59, No. 5, pp. 573–581 https://doi.org/10.31857/S0514749223050026.

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Aghekyan, A.A., Mkryan, G.G., Melikyan, G.S. et al. Synthesis and Biological Activity of 4-Fluorophenylcyclohexyl(tetrahydropyranyl)methyl-Substituted Aryloxypropanolamines. Russ J Org Chem 59, 756–763 (2023). https://doi.org/10.1134/S1070428023050020

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  • DOI: https://doi.org/10.1134/S1070428023050020

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