Synthesis of [(4-methyl-6-oxo-1,6-dihydropyrimidin2-yl)sulfanyl]acetamides

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The reaction of ethyl-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)sulfanyl]acetate with aliphatic amines gives corresponding acetamides; the reaction with hydrazine hydrate and aniline leads to 2-hydrazinyl- and 2-anilinopyrimidine respectively.

作者简介

A. Shiryaev

Samara State Technical University

Email: shiryaev.ak@samgtu.ru

A. Gulyaeva

Samara State Technical University

Email: shiryaev.ak@samgtu.ru

V. Shiryaev

Samara State Technical University

Email: shiryaev.ak@samgtu.ru

U. Aristova

Samara State Technical University

Email: shiryaev.ak@samgtu.ru

参考

  1. Väre V.Y.P., Eruysal E.R., Narendran A., Sarachan K.L., Agris P.F. Biomolecules. 2017, 7, 1-32. doi: 10.3390/biom7010029
  2. Burke M.P., Borland K.M., Litosh V.A. Curr. Top. Med. Chem. 2016, 16, 1231-1241.
  3. Longley D.B., Harkin D.P., Johnston P.G. Nat. Rev. Cancer. 2003, 3, 330-338. doi: 10.1038/nrc1074
  4. Ralhan R., Kaur J. Expert Opin. Ther. Pat. 2007, 17, 1061-1075. doi: 10.1517/13543776.17.9.1061
  5. de Melo C.S, Singh V, Myrick A., Simelane S.B., Taylor D., Brunschwig C., Lawrence N., Schnappinger D., Engelhart C.A., Kumar A., Parish T., Su Q., Myers T.G., Boshoff H.I.M., Clifton E.B.III, Sirgel F.A., van Helden P.D., Buchanan K.I., Bayliss T., Green S.R., Ray P.C., Wyatt P.G., Basarab G.S., Eyermann C.J., Chibale K., Ghorpade S.R. J. Med. Chem. 2021, 64, 719-740. doi: 10.1021/acs.jmedchem.0c01727
  6. Nawrozkij M.B., Forgione M., Yablokov A.S., Lucidi A., Tomaselli D., Patsilinakos A., Panella C., Hailu G.S., Kirillov I.A., Badia R., Riveira-Muñoz E., Crespan E., Rivera J.I.A., Cirilli R., Ragno R., Esté J.A., Maga G., Mai A., Dante Rotili D. J. Med. Chem. 2019, 62, 604-621. doi: 10.1021/acs.jmedchem.8b01238
  7. Novikov M.S., Ivanova O.N., Ivanov A.V., Ozerov A.A., Valuev-Elliston V.T., Temburnikar K., Gurskaya G.V., Kochetkov S.N., Pannecouque C., Balzarini J., Seley-Radtke K.L. Bioorg. Med. Chem. 2011, 19, 5794-5802. doi: 10.1016/j.bmc.2011.08.025
  8. Patil S.B. Int. J. Pharm. Sci. Res. 2018, 9, 44-52. doi: 10.13040/IJPSR.0975-8232.9(1).44-52
  9. Kumar S., Deep A., Narasimhan B. Curr. Bioactive Compd. 2019, 15, 289-303. doi: 10.2174/1573407214666180124160405
  10. Severina H.I., Skupa O.O., Voloshchuk N.I., Suleiman M.M., Georgiyants V.A. Pharmacia. 2019, 66, 141-146. doi: 10.3897/pharmacia.66.e38137
  11. Ширяев А.К., Колесникова Н.Г., Кузнецова Н.М., Лашманова Е.А. ХГС. 2013, 49, 1812-1817.
  12. Shiryaev A.K., Kolesnikova N.G., Kuznetsova N.M., Lashmanova E.A. Chem. Heterocycl. Compd. 2013, 49, 1681-1686. doi: 10.1007/s10593-014-1420-8
  13. Ширяев А.К., Барановская Н.С., Еремин М.С. ХГС. 2012, 48, 1662-1667.
  14. Shiryaev A.K., Baranovskaya N.S., Eremin M.S. Chem. Heterocycl. Compd. 2013, 48, 1550-1554. doi: 10.1007/s10593-013-1172-x
  15. Brun E.M., Garces-Garcia M., Escuin E., Morais S., Puchades R., Maquieira A. Environ. Sci. Technol. 2004, 38, 1115-1123. doi: 10.1021/es034892p
  16. Pollinger J., Gellrich L., Schierle S., Kilu W., Schmidt J., Kalinowsky L., Ohrndorf J., Kaiser A., Heering J., Proschak E., Merk D. J. Med. Chem. 2019, 62, 2112-2126. doi: 10.1021/acs.jmedchem.8b01848
  17. Abdel-Fattah A.-S.M., Negm A.M., Gaafar A.E.M. Phosphorus, Sulfur, Silicon Relat. Elem. 1992, 72, 145-156. doi: 10.1080/10426509208031548
  18. Kemp M.M., Wang Q., Fuller J.H., West N., Martinez N.M., Morse E.M., Weïwer M., Schreiber S.L., Bradner J.E., Koehler A.N. Bioorg. Med. Chem. Lett. 2011, 21, 4164-4169. doi: 10.1016/j.bmcl.2011.05.098
  19. Wyrzykiewicz E., Buczek J., Golankiewicz K. Org. Mass Spectrometry. 1981, 16, 221-226. doi: 10.1002/oms.1210160507
  20. El Ashry E.S.H., Awad L.F., Telebb M., Ibrahim N.A., Abu-Seriec M.M., Abd Al Moaty M.N. Bioorg. Chem. 2020, 96, 103616. doi: 10.1016/j.bioorg.2020.103616
  21. El Ashry E.S.H., Awad L.F., Badawy M.E.I., Rabea E.I., Ibrahim N.A., Abd Al Moaty M.N. J. Mol. Struct. 2022, 1249, 131551. doi: 10.1016/j.molstruc.2021.131551
  22. Pearson R.G., Songstad J. J. Am. Chem. Soc. 1967, 89, 1827-1836. doi: 10.1021/ja00984a014
  23. Mayr H., Ofial A.R. Pure Appl. Chem. 2005, 77, 1807-1821. doi: 10.1351/pac200577111807
  24. Gu S.-X., Yang S.-Q., He Q.-Q., Ma X.-D., Chen F.-E., Dai H.-F., DeClercq E., Balzarini J., Pannecouque C. Bioorg. Med. Chem. 2011, 19, 7093-7099. doi: 10.1016/j.bmc.2011.10.002
  25. Schmidt M.W., Baldridge K.K., Boatz J.A., Elbert S.T., Gordon M.S., Jensen J.J., Koseki S., Matsunaga N., Nguyen K.A., Su S., Windus T.L., Dupuis M., Montgomery J.A. J. Comput. Chem. 1993, 14, 1347-1363. doi: 10.1002/jcc.540141112
  26. AIMAll (Version 19.10.12), Todd A. Keith, TK Gristmill Software, Overland Park KS, USA, 2019 (aim.tkgristmill.com).
  27. Botta M., De Angelis F., Finizia G., Gambacorta A., Nicoletti R. Synth. Commun. 1985, 15, 27-34. doi: 10.1080/00397918508063774

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