An efficient solid-phase synthesis of 2-alkyl-4,6-diaminopyrimidines and 2,4,6-triaminopyrimidines

Tetrahedron

Volumn 62, Issue 10, 2006, Pages 2304-2312

  Wéber, Csaba ^a   Demeter, Ádám ^a   Greiner, István ^a  

^a GEDEON RICHTER LTD   (Hungary)

Author keywords

4,6 Dichloropyrimidines; Aliphatic amines; Solid phase

Indexed keywords

ALIPHATIC AMINE; AMINE; AROMATIC COMPOUND; DEUTERIUM; LITHIUM DERIVATIVE; PYRIMIDINE DERIVATIVE; RESIN;

AMINATION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG STRUCTURE; DRUG SYNTHESIS; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; PROTON TRANSPORT; SOLID PHASE SYNTHESIS;

EID: 32444446491     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.12.004     Document Type: Article

References (25)

1. Thomas, A. P. WO 9515952, 1995; Chem. Abstr., 123, 286077.
2. Ayer, D. E. WO 9106542, 1991; Chem. Abstr., 115, 114546.
3. B. Roth, J.Z. Strelitz, and B.S. Rauckman J. Med. Chem. 23 1980 379 384
4. R.J. Mulin, B.R. Keith, E.C. Bigham, D.S. Duch, R. Ferone, L.S. Heath, S. Singer, K.A. Waters, and H.R. Wilson Biochem. Pharmacol. 43 1992 1627 1634
5. P.B. Russel, and G.H. Hitchings J. Am. Chem. Soc. 73 1951 3763 3770
6. A.G. Arvanitis, P.J. Gilligan, R.J. Chorvat, R.S. Cheeseman, T.E. Christos, R. Bakthavatchalam, J.P. Beck, J.P. Cocuzza, F.W. Hobbs, R.G. Wilde, C. Arnold, D. Chidester, M. Curry, L. He, A. Hollis, J. Klaczkiewicz, P.J. Krenitsky, J.P. Rescinito, E. Scholfield, S. Culp, E.B. De Souza, L. Fitzgerald, D. Grigoriadis, S.W. Tam, Y.N. Wong, S.-M. Huang, and H.L. Shen J. Med. Chem. 42 1999 805 818
7. P. Franchetti, L. Capellacci, G. Abu Sheikha, M. Grifantini, A.G. Loi, A. De Montis, M.G. Spiga, and P. La Colla Nucleosides Nucleotides 14 1995 607 610
8. K.E. Kinnamon, R.R. Engle, B.T. Poon, W.Y. Ellis, J.W. Mc Call, and M.T. Dzimianski Ann. Trop. Med. Parasitol. 93 1999 851 858
9. H. Vorbrueggen Adv. Heterocycl. Chem. 49 1990 117 192 and references there in
10. D. Obrecht, C. Abrecht, A. Gieder, and J.M. Villalgordo Helv. Chim. Acta 80 1997 65 72
11. T. Masquelin, D. Sprenger, R. Baer, F. Gerber, and Y. Mercadal Helv. Chim. Acta 81 1998 646 660
12. F. Guillier, P. Roussel, H. Moser, P. Kane, and M. Bradley Chem. Eur. J. 5 1999 3450 3458
13. R. Di Lucrezia, I.H. Gilbert, and C.D. Floyd J. Comb. Chem. 2 2000 249 253
14. C. Barillari, D. Barlocco, and L.F. Raveglia Eur. J. Org. Chem. 2001 4737 4741
15. K.H. Yoo, S.E. Kim, K.J. Shin, D.C. Kim, S.W. Park, and D.J. Kim Synth. Commun. 31 2001 835 840
16. E.A. Arvanitis, N. Chadha, R.S. Pottorf, and M.R. Player J. Comb. Chem. 6 2004 414 419
17. C. Zucca, P. Bravo, A. Volonterio, M. Zanda, A. Wagner, and C. Mioskowski Tetrahedron Lett. 42 2001 1033 1035
18. D. Montebugnoli, P. Bravo, E. Brenna, C. Mioskowski, W. Panzeri, F. Viani, A. Volonterio, A. Wagner, and M. Zanda Tetrahedron 59 2003 7147 7156
19. J.F. Dener, T.G. Lease, A.R. Novack, M.J. Plunkezz, M.D. Hocker, and P.P. Fantauzzi J. Comb. Chem. 3 2001 590 597
20. C. Wéber, A. Bielik, G.I. Szendrei, G.M. Keseru, and I. Greiner Bioorg. Med. Chem. Lett. 14 2004 1279 1281
21. G.S. Hanan, U.S. Schubert, D. Volkmer, E. Riviere, and J.M. Lehn Can. J. Chem. 75 1997 169 182
22. T.J. Delia, D. Stark, and S.K. Glenn J. Heterocycl. Chem. 32 1995 1177 1180
23. D.L. Ladd Heterocycl. Chem. 19 1982 917 922
24. Á. Demeter, C. Wéber, and J. Brlik J. Am. Chem. Soc. 125 2003 2535 2540
25. Á. Demeter, and C. Wéber Concepts Magn. Reson. 22A 2004 12 24