New multi-component reaction accessing 3-aminoimidazo[1,2-a]pyridines

Tetrahedron Letters

Volumn 46, Issue 48, 2005, Pages 8355-8357

  Schwerkoske, John ^a   Masquelin, Thierry ^a   Perun, Tom ^a   Hulme, Christopher ^a  

^a ELI LILLY AND COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 AMINOPYRIDINE; ALDEHYDE; CYANIDE; IMIDAZO[1,2 A]PYRIDINE DERIVATIVE; ISONITRILE DERIVATIVE; METHANOL; SCANDIUM; TRIFLUOROMETHANESULFONIC ACID; TRIMETHYLSILYLCYANIDE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION; DEPROTECTION REACTION; METHODOLOGY; MICROWAVE RADIATION; SYNTHESIS;

EID: 27644469374     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.09.181     Document Type: Article

References (26)

1. For two recent reviews see: C. Hulme, and V. Gore Curr. Med. Chem. 10 2003 51 80
2. C. Hulme, and T. Nixey Curr. Opin. Drug Discovery Today 6 2003 921 929
3. C. Hulme, S.-Y. Tang, C.J. Burns, I. Morize, and R. Labaudiniere J. Org. Chem. 63 1998 8021
4. C. Hulme, J. Peng, G. Morton, J.M. Salvino, T. Herpin, and R. Labaudiniere Tetrahedron Lett. 39 1998 7227
5. C. Hulme, M. Morrissette, F. Volz, and C. Burns Tetrahedron Lett. 39 1998 1113
6. C. Hulme, L. Ma, J. Romano, and M. Morrissette Tetrahedron Lett. 40 1999 7925
7. C. Hulme, J. Peng, B. Louridas, P. Menard, P. Krolikowski, and N.V. Kumar Tetrahedron Lett. 39 1998 8047
8. Nixey, T.; Kelly, M.; Hulme, C. Tetrahedron Lett., in preparation.
9. R.W. Armstrong, P. Tempest, and J. Cargill Chimia 50 1996 258
10. R.W. Armstrong, A.P. Combs, P. Tempest, S.D. Brown, and T.A. Keating Acc. Chem. Res. 29 1996 123
11. I. Ugi Angew. Chem., Int. Ed. Engl. 1 1962 8
12. I. Ugi, A. Domling, and W. Horl Endeavor 18 1994 115
13. A. Domling Comb. Chem. High Throughput Screen. 1 1998 1
14. C. Blackburn, B. Guan, P. Fleming, K. Shiosaki, and S. Tsai Tetrahedron Lett. 39 1998 3635
15. H. Bienayme, and K. Bouzid Angew. Chem., Int. Ed. 37 1998 2234
16. K. Groebke, L. Weber, and F. Mehlin Synlett 1998 661 663
17. C. Blackburn Tetrahedron Lett. 39 1998 5469 5472
18. S.M. Ireland, H. Tye, and M. Whittaker Tetrahedron Lett. 44 2003 4369 4371
19. R.S. Varma, and D. Kumar Tetrahedron Lett. 40 1999 7665
20. R.S. Varma Heterocycl. Chem. 36 1999 1565
21. For further information see www.priaton.com.
22. C. Blackburn, and B. Guan Tetrahedron Lett. 41 2000 1495
23. J.E. Starrett, T.A. Montzka, A.R. Crosswell, and R.L. Cavanagh J. Med. Chem. 32 1989 2204
24. Si-triamine was purchased from Silicycle™.
25. 13C (DMSO, 125 MHz) 156.16, 148.86, 137.65, 137.05, 132.05, 125.58, 122.04, 120.48, 120.14, 120.10, 119.04, 116.90, 18.32.
26. 2 over 4.5 min at 70 ml/min using a 21.1 × 150 mm 5 mm particle amino column.