An improved synthesis of 2-chlorinated imidazo[1,2-a]pyridines and the application of this procedure for the synthesis of several new polychlorinated imidazo[1,2-a]pyridines

Synthetic Communications

Volumn 27, Issue 10, 1997, Pages 1763-1775

  Gudmundsson, Kristjan S ^a   Drach, John C ^a   Townsend, Leroy B ^a  

^a UNIVERSITY OF MICHIGAN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

IMIDAZO[1,2 A]PYRIDINE DERIVATIVE; ORGANOCHLORINE DERIVATIVE;

ARTICLE; CHLORINATION; DRUG SYNTHESIS; IN VITRO STUDY; MASS SPECTROMETRY; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; ULTRAVIOLET SPECTROPHOTOMETRY;

EID: 0030925803     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919708004089     Document Type: Article

References (15)

1. For reviews: (a) Blewitt, H. L. In Special Topics in Heterocyclic Chemistry, Vol. 30; Weissberger, A.; Taylor, E. C., Eds.; John Wiley: New York, 1979; pp 117-170. (b) Montgomery, J. A., Secrist III, J. A. In: Comprehensive Heterocyclic Chemistry, Vol. 5; Katritzky, A. R.; Rees, C. W., Eds.; Pergamon Press: New York, 1984; pp 608-635.
2. For reviews: (a) Blewitt, H. L. In Special Topics in Heterocyclic Chemistry, Vol. 30; Weissberger, A.; Taylor, E. C., Eds.; John Wiley: New York, 1979; pp 117-170. (b) Montgomery, J. A., Secrist III, J. A. In: Comprehensive Heterocyclic Chemistry, Vol. 5; Katritzky, A. R.; Rees, C. W., Eds.; Pergamon Press: New York, 1984; pp 608-635.
3. (a) Mosby, W. L. In: Heterocyclic Systems with Bridgehead Nitrogen Atoms; Weisberg, A., Eds.; Interscience Publishers Inc.: New York, 1961; pp 460-505.
4. (b) Katsura, Y.; Nishino, S.; Takasugi, H. Chem. Pharm. Bull. 1991, 39, 2937-2943.
5. (c) Almirante, L.; Mugnaini, A.; Toma, N.; Gamba, A. ; Murmann, W. J. Med Chem. 1970, 13, 1048-1051.
6. (d) Lombardino, J. G. J. Chem. Soc. 1965, 30, 2403-2407.
7. (e) Tschitschibabin, A. E. Ber. 1924, 57, 2092-2101.
8. Townsend, L. B.; Devivar, R. V.; Turk, S. R.; Nassiri, R. M., Drach, J. C. J. Med. Chem 1995, 38, 4098-4106.
9. (a) Ishida, Y.; Ohta, K.; Nakahama, T.; Yoshikawa, H. European Patent no 0 238 070 A2, 1987.
10. (b) Kazunari, O.; Ishida, Y.; Hurutoshi, Y. European Patent no 0 383 319 A2, 1990.
11. Reindel, F. Ber. 1924, 57, 1381-1386.
12. For the preparation of aminopyridines: (a) Gudmundsson, K. S.; Hinkley, J. M.; Brieger, M. S.; Drach, J. C.; Townsend, L B. Syn. Comm. in press (b) Graf, R. Ber. 1931, 64, 21-26. (c) Den Hertog, H. J.; Schogt, J. C. M.; De Bruyn, J.; De Klerk, A. Rec. Trav. Chim. 1950, 69, 673-699. (d) Giacobbe, T. J.; McGregor, S. D.; Beman, F. L. J. Heterocycl. Chem. 1974, 11, 889-897.
13. For the preparation of aminopyridines: (a) Gudmundsson, K. S.; Hinkley, J. M.; Brieger, M. S.; Drach, J. C.; Townsend, L B. Syn. Comm. in press (b) Graf, R. Ber. 1931, 64, 21-26. (c) Den Hertog, H. J.; Schogt, J. C. M.; De Bruyn, J.; De Klerk, A. Rec. Trav. Chim. 1950, 69, 673-699. (d) Giacobbe, T. J.; McGregor, S. D.; Beman, F. L. J. Heterocycl. Chem. 1974, 11, 889-897.
14. For the preparation of aminopyridines: (a) Gudmundsson, K. S.; Hinkley, J. M.; Brieger, M. S.; Drach, J. C.; Townsend, L B. Syn. Comm. in press (b) Graf, R. Ber. 1931, 64, 21-26. (c) Den Hertog, H. J.; Schogt, J. C. M.; De Bruyn, J.; De Klerk, A. Rec. Trav. Chim. 1950, 69, 673-699. (d) Giacobbe, T. J.; McGregor, S. D.; Beman, F. L. J. Heterocycl. Chem. 1974, 11, 889-897.
15. For the preparation of aminopyridines: (a) Gudmundsson, K. S.; Hinkley, J. M.; Brieger, M. S.; Drach, J. C.; Townsend, L B. Syn. Comm. in press (b) Graf, R. Ber. 1931, 64, 21-26. (c) Den Hertog, H. J.; Schogt, J. C. M.; De Bruyn, J.; De Klerk, A. Rec. Trav. Chim. 1950, 69, 673-699. (d) Giacobbe, T. J.; McGregor, S. D.; Beman, F. L. J. Heterocycl. Chem. 1974, 11, 889-897.