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Synthesis of sulfonamide derivatives of pyrido-[2,1-b]quinazolin-11-one and pyrido[1,2-a]quinazolin-6-one

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Abstract

Methods were developed of indirect introduction of sulfonamide group in the structures of pyrido-[2,1-b]quinazolin-11-one and pyrido[1,2-a]quinazolin-6-one underlain by cyclocondensation of 2-halo-5-(Rsulfamoyl) benzoyl chlorides with derivatives of 2-aminopyridine. The fact of thermal rearrangement of 8-(morpholin-4-ylsulfonyl)pyrido[1,2-a]quinazolin-6-one into isomeric 2-(morpholine-4-ylsulfonyl)pyrido[2,1-b]-quinazolin-11-one was experimentally registered.

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References

  1. Mikhalev, A.I., Kon’shin, M.E., Ovodenko, L.A., and Zaks, A.S., Pharm. Chem. J., 1995, vol. 29, p. 124.

    Article  Google Scholar 

  2. Tilley, J.W., Levitan, P., Lind, J., Welton, A.F., Crowley, H.J., Tobias, L.D., and O’Donnell, M., J. Med. Chem., 1987, vol. 30, p. 185.

    Article  CAS  Google Scholar 

  3. Colis, L., Ernst, G., Sanders, S., Liu, H., Sirajuddin, P., Peltonen, K., de Pasquale, M., Barrow, J.C., and Laiho, M., J. Med. Chem., 2014, vol. 57, p. 4950.

    Article  CAS  Google Scholar 

  4. Kshirsagar, U.A., Puranik, V.G., and Argade, N.P., J. Org. Chem., 2010, vol. 75, p. 2702.

    Article  CAS  Google Scholar 

  5. Nosova, É.V., Liponova, G.N., Kravchenko, M.A., Laeva, A.A., and Charushin, V.N., Pharm. Chem. J., 2008, vol. 42, p. 169.

    Article  CAS  Google Scholar 

  6. Maity, A., Mondal, S., Paira, R., Hazra, A., Naskar, S., Sahu, K.B., Saha, P., Banerjee, S., and Mondal, N.B., Tetrahedron Lett., 2011, vol. 52, p. 3033.

    Article  CAS  Google Scholar 

  7. Sun, J., Tan, Q., Yang, W., Liu, B., and Xu, B., Adv. Synth. Catal., 2014, vol. 356, p. 388.

    Article  CAS  Google Scholar 

  8. Liang, D., He, Y., and Zhu, Q., Org. Lett., 2014, vol. 16, p. 2748.

    Article  CAS  Google Scholar 

  9. Xu, T. and Alper, H., Org. Lett., 2015, vol. 17, p. 1569.

    Article  CAS  Google Scholar 

  10. Timári, G., Hajós, G., and Messmer A. J., Heterocycl. Chem., 1990, vol. 27, p. 2005.

    Article  Google Scholar 

  11. Deetz, M.J., Malerich, J.P., Beatty, A.M., and Smith, B.D., Tetrahedron Lett., 2001, vol. 42, p. 1851.

    Article  CAS  Google Scholar 

  12. Nosova, E.V., Lipunova, G.N., Kodess, M.I., Vasil’eva, P.V., and Charushin, V.N., Russ. Chem. Bull., 2004, vol. 53, p. 2314.

    Article  CAS  Google Scholar 

  13. Nosova, E.V., Laeva, A.A., Trashakhova, T.V., Golovchenko, A.V., Lipunova, G.N., Slepukhin, P.A., and Charushin, V.N., Russ. J. Org. Chem., 2009, vol. 45, p. 904.

    Article  CAS  Google Scholar 

  14. Nosova, E.V., Lipunova, G.N., and Charushin, V.N., Russ. Chem. Rev., 2009, vol. 78, p. 387.

    Article  CAS  Google Scholar 

  15. Katritzky, A.R., Adv. Heterocycl. Chem., 2010, vol. 101, p. 177.

    Google Scholar 

  16. Lauria, A., Abbate, I., Patella, C., Gambino, N., Silvestri, A., Barone, G., and Almerico, A.M., Tetrahedron Lett., 2008, vol. 49, p. 5125.

    Article  CAS  Google Scholar 

  17. Lauria, A., Patella, C., Abbate, I., Martorana, A., and Almerico, A.M., Eur. J. Med. Chem., 2013, vol. 65, p. 381.

    Article  CAS  Google Scholar 

  18. Danagulyan, G.G., Chem. Heterocycl. Compd., 2005, vol. 41, p. 1205.

    Article  CAS  Google Scholar 

  19. Organikum, Moscow: Mir, 2008.

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Authors and Affiliations

  1. Yaroslavl State Technical University, pr. Moskovskii 88, Yaroslavl, 150023, Russia

    R. M. Shlenev, S. I. Filimonov, A. V. Tarasov, A. S. Danilova & P. A. Agat’ev

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  1. R. M. Shlenev
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  2. S. I. Filimonov
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  3. A. V. Tarasov
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  4. A. S. Danilova
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  5. P. A. Agat’ev
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Correspondence to R. M. Shlenev.

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Original Russian Text © R.М. Shlenev, S.I. Filimonov, А.V. Tarasov, А.S. Danilova, P.А. Agat’ev, 2016, published in Zhurnal Organicheskoi Khimii, 2016, Vol. 52, No. 2, pp. 257–260.

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Shlenev, R.M., Filimonov, S.I., Tarasov, A.V. et al. Synthesis of sulfonamide derivatives of pyrido-[2,1-b]quinazolin-11-one and pyrido[1,2-a]quinazolin-6-one. Russ J Org Chem 52, 240–243 (2016). https://doi.org/10.1134/S1070428016020147

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  • DOI: https://doi.org/10.1134/S1070428016020147

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