Diverse 2-carboxamide-3-amino-substituted quinoxalines: Synthesis and reactivity investigation for library generation

Journal of Combinatorial Chemistry

Volumn 8, Issue 5, 2006, Pages 774-779

  Kowalski, Jennifer A ^a   Leonard, Scott F ^a   Lee Jr , George E ^a  

^a BOEHRINGER INGELHEIM PHARMACEUTICALS INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

QUINOLINE DERIVATIVE;

ARTICLE; CHEMISTRY; COMBINATORIAL CHEMISTRY; METHODOLOGY; SYNTHESIS;

COMBINATORIAL CHEMISTRY TECHNIQUES; QUINOLINES;

EID: 33750091068     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc060058v     Document Type: Article

References (24)

1. (a) Corona, P.; Vitale, G.; Loriga, M.; Paglietti, G. Farmaco 2000, 55, 77-86.
2. (b) Lindsley, C. W.; Zhao, Z.; Leister, W. H.; Robinson, R. G.; Barnett, S. F.; Defeo-Jones, D.; Jones, R. E.; Hartman, G. D.; Huff, J. R.; Huber, H. E.; Duggan, M. E. Bioorg. Med. Chem. Lett. 2005, 15, 761-764.
3. Loriga, M.; Piras, S.; Sanna, P.; Paglietti, G. Farmaco 1997, 52, 157-166.
4. Seitz, L. E.; Suling, W. J.; Reynolds, R. C. J. Med. Chem. 2002, 45, 5604-5606.
5. He, W.; Myers, M. R.; Hanney, B.; Spada, A. P.; Bilder, G.; Galzcinski, H.; Amin, D.; Needle, S.; Page, K.; Jayyosi, Z.; Perrone, M. H. Bioorg. Med. Chem. Lett. 2003, 13, 3097-3100.
6. (a) Sato, N. Pyrazines and their Benzo Derivatives. In Comprehensive Heterocyclic Chemistry II: A Review of the Literature 1982-1995; Katritsky, A. R., Rees, C. W., Scriven, E. F. V., Eds.; Pergamon: Oxford, 1986; pp 233-278.
7. (b) Brown, D. J. Quinoxalines: Supplement II. In The Chemistry of Hetercyclic Compounds; Taylor, E. C., Wipf, P., Eds.; John Wiley & Sons: New Jersey, 2004.
8. Zhang, L.; Liu, G.; Zhang, S.-D.; Yang, H.-Z.; Li, L.; Wu, X.-H.; Yu, J.; Kou, B.-B.; Xu, S.; Li, J.; Sun, G.-C.; Ji, Y.-F.; Cheng, G.-F. J. Comb. Chem. 2004, 6, 431-436.
9. (a) Singh, S. K.; Gupta, P.; Duggineni, S.; Kundu, B. Synlett 2003, 14, 2147-2150.
10. (b) Wu, Z.; Ede, N. J. Tetrahedron Lett. 2001, 42, 8115-8118.
11. (c) Attanasi, O. A.; De Crescentini, L.; Filippone, P.; Mantellini, F.; Santeusanio, S. Synlett 2003, 8, 1183-1185.
12. (d) Attanasi, O. A.; De Crescentini, L.; Filippone, P.; Mantellini, F.; Santeusanio, S. Helv. Chim. Acta 2001, 84, 2379-2386.
13. Barton, Sir D. In Comprehensive Organic Chemistry: The Synthesis and Reactions of Organic Compounds; Barton, Sir D., Ollis, W. D., Eds.; Pergamon: Oxford, 1979; pp 126-127.
14. Zhao, Z.; Wisnoski, D. D.; Wolkenberg, S. E.; Leister, W. H.; Wang, Y.; Lindsley, C. W. Tetrahedron Lett. 2004, 45, 4873-4876.
15. (a) More, S. V.; Sastry, M. N. V.; Wang, C.-C.; Yao, C.-Y. Tetrahedron Lett. 2005, 46, 6345-6348.
16. (b) Bhosale, R. S.; Sarda, S. R.; Ardhapure, S. S.; Jadhav, W. N.; Bhusare, S. R.; Pawar, R. P. Tetrahedron Lett. 2005, 46, 7183-7186.
17. Venkatesh, C.; Singh, B.; Mahata, P. K.; Ila, H.; Junjappa, H. Org. Lett. 2005, 7, 2169-2172.
18. Fernandes, P. S.; Sonar, T. M. J. Indian Chem. Soc. 1988, LXV, 46-48.
19. Loriga, M.; Moro, P.; Sanna, P.; Paglietti, G.; Zanetti, S. Farmaco 1997, 52 (8-9), 531-537.
20. Thermostated reaction block mounted on benchtop shaker. Manufactured by J-Kem Scientific, Inc., 6970 Olive Blvd., St. Louis, MO 63130.
21. Available from Sigma-Aldrich and SiliCycle. Inc., 1200 Ave. St.-Jean-Baptiste, Suite 114, Quebec (Quebec) Canada, G2E 5E8.
22. (a) Masala, S.; Taddei, M. Org. Lett. 1999, 1 (9), 1355-1357.
23. (b) Luo, G.; Xu, L.; Poindexter, G. S. Tetrahedron Lett. 2002, 43, 8909-8912.
24. Available from Varian Inc., 2700 Mitchell Drive, Walnut Creek, CA 94598.