An efficient one-pot synthesis of N-(1,3-diphenyl-1H-pyrazol-5-yl)amides

Journal of Heterocyclic Chemistry

Volumn 47, Issue 4, 2010, Pages 831-837

  Su, Wei Nien ^a   Lin, Tsung Ping ^a   Cheng, Kaung Min ^a   Sung, Kuan Chin ^b   Lin, Shao Kai ^c   Wong, Fung Fuh ^a  

^a CHINA MEDICAL UNIVERSITY   (Taiwan)

^b Department of Surgery ^*  (Taiwan)

^c NATIONAL CHENG KUNG UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

2 CYANOACETOPHENONE; 5 AMINO 1,3 DIPHENYL PYRAZOL; ACETONITRILE DERIVATIVE; AMIDE; N (1,3 DIPHENYL 1H PYRAZOL 5 YL)AMIDE; PHENYLHYDRAZINE; PYRAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ACYLATION; ARTICLE; CHEMICAL STRUCTURE; CYCLIZATION; ISOLATION AND PURIFICATION; ONE POT SYNTHESIS;

EID: 77954594705     PISSN: 0022152X     EISSN: 19435193     Source Type: Journal    
DOI: 10.1002/jhet.343     Document Type: Article

References (17)

1. Cralg, P. N. In Comprehensive Medicinal Chemistry; Drayton, C. J., Ed.; Pergamon Press: New York, 1991; Vol. 8.
2. Southon, I. W.; Buckinggham, J. In Dictionary of Alkaloids; Saxton, J. E., Ed.; Chapman and Hall: London, 1989.
3. Negwer, M. In Organic-Chemical Drugs and Their Synonyms (An International Survey), 7th ed.; Akademie Verlag GmbH: Berlin, 1994.
4. For the biological activities of pyrazole derivatives, see: Singh, P.; Paul, K.; Holzer, W. Bioorg Med Chem 2006, 6, 5061 and references cited therein.
5. Lindsley, C. W.; Wisonoski, D. D.; Leister, W. H.; O'Brien, J. A.; Lemaire, W.; Williams, D. L., Jr.; Burno, M.; Sur, C.; Kinney, G. G.; Pettibone, D. J.; Tiller, P. R.; Smith, S.; Duggan, M. E.; Hartman, G. D.; Conn, P. J.; Huff, J. R. J Med Chem 2004, 47, 5825.
6. Roppe, J.; Smith, N. D.; Huang, D.; Tehrani, L.; Wang, B.; Anderson, J.; Brodkin, J.; Chung, J.; Jiang, X.; King, C.; Munoz, B.; Varney, M. A.; Prasit, P.; Cosford, N. D. P. J Med Chem 2004, 47, 4645.
7. Poon, S. F.; Eastman, B. W.; Chapman, D. F.; Chung, J.; Cramer, M.; Holtz, G.; Cosford, N. D. P.; Smith, N. D. Bioorg Med Chem Lett 2004, 14, 5477.
8. Conn, P. J.; Pin, J. P. Annu Rev Pharmacol Toxicol 1997, 37, 205.
9. Marino, M. J.; Conn, P. J. Curr Opin Pharmacol 2006, 6, 98.
10. Ritzen, A.; Mathiesen, J. M.; Thomsen, C. Basic Clin Pharmacol Toxicol 2005, 97, 202.
11. de Paulis, T.; Hemstapat, K.; Chen, Y.; Zhang, Y.; Saleh, S.; Alagille, D.; Baldwin, R. M.; Tamagnan, G. D.; Conn, P. J. J Med Chem 2006, 49, 3332.
12. Elnagdi, M. H.; Khalifa, M. A. E. J Heterocycl Chem 1981, 18, 877.
13. For the synthesis of pyrazole derivatives, see: (a) Elguero, J. In Comprehensive Heterocyclic Chemistry; Katrizky, A., Ed.; Pergamon Press: Oxford, 1984; Vol. 5, p 277;
14. (b) Elguero, J. In Comprehensive Heterocyclic Chemistry II; Shinkai, I., Ed.; Elsevier: Oxford, 1996; Vol. 3, p 3;
15. (c) Elguero, J. In Comprehensive Heterocyclic Chemistry: The Structure, Reactions, Synthesis, and Uses of Heterocyclic Compounds; Katrizky, A. R., Rees, C. W., Ed.; Pergamon: New York, NY, 1996; Vol. 5, p 111.
16. Pinkerton, A. B.; Huang, D.; Cube, R. V.; Hutchinson, J. H.; Struthers, M.; Ayala, J. M.; Vicario, P. P.; Patel, S. R.; Wisniewski, T.; DeMartino, J. A.; Vernier, J.-M. Bioorg Med Chem Lett 2007, 17, 807.
17. Our spectroscopic data are consistent with the literature: Antilla, J. C.; Baskin, J. M.; Barder, T. E.; Buchwald, S. L. J Org Chem 2004, 69, 5578.