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5-Aryl-1-[pyrimidin-2(4)-yl]-3-phenyl-4,5-dihydro-1H-pyrazoles. Synthesis from substituted 2(4)-hydrazinopyrimidines and fragmentation under positive electrospray ionization

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Abstract

Reaction of substituted 2(4)-hydrazinopyrimidines with 3-aryl-1-phenyl-2-propen-1-ones in the presence of a base results prevailingly in 5-aryl-1-[pyrimidin-2(4)-yl]-3-phenyl-4,5-dihydro-1H-pyrazoles. The fragmentation path of these compounds under positive electrospray ionization consists in simultaneous decomposition of their heterocyclic fragments.

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References

  1. Adhikari, A., Kalluraya, B., Sujith, K.V., Gouthamchandra, K., Jairamc, R., Mahmood, R., and Sankolli, R., Eur. J. Med. Chem., 2012, vol. 55, p. 467.

    Article  CAS  Google Scholar 

  2. Awadallah, F.M., Piazza, G.A., Gary, B.D., Keeton, A.B., and Canzoneri, J.C., Eur. J. Med. Chem., 2013, vol. 70, p. 273.

    Article  CAS  Google Scholar 

  3. Bairwa, R. and Degani, M.S., Synth. Commun., 2008, vol. 38, p. 943.

    Article  CAS  Google Scholar 

  4. Gressler, V., Moura, M., Flores, A.F.C., Flores, D.C., Colepicolo, P., and Pinto, E., J. Braz. Chem. Soc., 2010, vol. 21, p. 1477.

    Article  CAS  Google Scholar 

  5. Desenko, S.M. and Orlov, V.D., Azageterotsikly na osnove aromaticheskikh nepredel’nykh ketonov (Azaheterocycles Based on Aromatic Unsaturated Ketones), Khar’kov Folio, 1998.

    Google Scholar 

  6. Chebanov, V.A., Desenko, S.M., and Gurley, T.W., Azaheterocycles Based on a,ß-Unsaturated Carbonyls, Berlin Springer, 2008.

    Google Scholar 

  7. Albuquerque, H.M.T., Santosa, C.M.M., Cavaleiroa, J.A.S., and Silva, A.M.S., Curr. Org. Chem., 2014, vol. 18, p. 2750.

    Article  CAS  Google Scholar 

  8. Bhat, B.A., Puri, S.C., Qurishi, M.A., Dhar, K.L., and Qazi, G.N., Synth. Commun., 2005, vol. 35, p. 1135.

    Article  CAS  Google Scholar 

  9. Levai, A., Chem. Heterocycl. Compd., 1997, vol. 33, p. 647.

    Article  CAS  Google Scholar 

  10. Waldo, J.P., Mehta, S., and Larock, R.C., J. Org. Chem., 2008, vol. 73, p. 6666.

    Article  CAS  Google Scholar 

  11. Keki, S., Nagy, L., Török, J., Toth, K., Levai, A., and Zsuga, M., Rapid Commun. Mass Spectr., 2007, vol. 21, p. 1799.

    Article  CAS  Google Scholar 

  12. Erkin, A.V., Krutikov, V.I., and Baklanova, E.G., Khim. Prom., 2012, vol. 89, p. 217.

    CAS  Google Scholar 

  13. Erkin, A.V. and Krutikov, V.I., Russ. J. Gen. Chem., 2011, vol. 81, p. 392.

    Article  CAS  Google Scholar 

  14. Beilst. EIII. 7 (3), 2380.

  15. Beilst. EIII, 8 (3), 1456.

  16. Beilst. EIII, 7 (3), 2400.

  17. Beilst. EIII, 14 (3), 298.

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Correspondence to A. V. Erkin.

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Original Russian Text © A.V. Erkin, O.S. Yuzikhin, V.I. Krutikov, 2016, published in Zhurnal Organicheskoi Khimii, 2016, Vol. 52, No. 8, pp. 1181–1185.

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Erkin, A.V., Yuzikhin, O.S. & Krutikov, V.I. 5-Aryl-1-[pyrimidin-2(4)-yl]-3-phenyl-4,5-dihydro-1H-pyrazoles. Synthesis from substituted 2(4)-hydrazinopyrimidines and fragmentation under positive electrospray ionization. Russ J Org Chem 52, 1173–1178 (2016). https://doi.org/10.1134/S1070428016080133

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  • DOI: https://doi.org/10.1134/S1070428016080133

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