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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 17
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Original Articles

Synthesis of Novel 4-Fluoro-2H-pyrazol-3-ylamines

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Pages 2547-2555 | Received 11 Aug 2009, Published online: 05 Aug 2010

REFERENCES

  • Menozzi , G. ; Schenone , P. ; Mosti , L. Synthesis of 5-substituted 1-aryl-1H-pyrazole-4-acetonitriles, 4-methyl-1-phenyl-1H-pyrazole-3-carbonitriles, and pharmacologically active 1-aryl-1H-pyrazole-4-acetic acids . J. Heterocycl. Chem. 1993 , 30 , 997 – 1002 .
  • Singh , S. P. ; Naithani , R. ; Aggarwal , R. ; Prakesh , O. Synthesis of 1,3,5-trisubstituted pyrazoles as potential antimicrobial agents . Indian J. Heterocycl. Chem. 2001 , 11 , 27 – 30 .
  • Nargund , L. V. ; Hariprasad , V. ; Reddy , G. R. Synthesis and anti-inflammatory activity of fluorinated phenyl styryl ketones and N-phenyl-5-substituted aryl-3-p-(fluorophenyl)pyrazolines and pyrazoles . J. Pharm. Sci. 1992 , 81 , 892 – 894 .
  • Bauer , V. J. ; Dalalian , H. P. ; Fanshawe , W. J. ; Safir , S. R. ; Tocus , E. C. ; Boshart , C. R. 4-[3(5)-Pyrazolyl]pyridinium salts: A new class of hypoglycemic agents . J. Med. Chem. 1968 , 11 , 981 – 984 .
  • Ashton , W. T. ; Hutchins , S. M. ; Greenlee , W. J. ; Doss , G. A. ; Chang , R. S. L. ; Lotti , V. J. ; Faust , K. A. ; Chen , T. B. ; Zingaro , G. J. ; Kivlighn , S. D. ; Siegl , P. K. S. Nonpeptide angiotensin II antagonists derived from 1H-pyrazole-5-carboxylates and 4-aryl-1H-imidazole-5-carboxylates . J. Med. Chem. 1993 , 36 , 3595 – 3605 .
  • Kirsten , C. N. ; Schrader , T. H. Intermolecular β-sheet stabilization with aminopyrazoles . J. Am. Chem. Soc. 1997 , 119 , 12061 – 12068 .
  • Ghiron , C. ; Nencini , A. ; Micco , I. ; Zanaletti , R. ; Maccari , L. ; Bothmann , H. ; Haydar , S. ; Varrone , M. ; Pratelli , C. ; Harrison , B. Nicotinic acetylcholine receptor modulators . Int. Patent. Appl. WO/2008/087529, 2008.
  • Soma , S. ; Bikash , D. ; Anindya , B. ; Shovanlal , G. ; Kolluru , S. ; Tarun , J. Exploring QSAR on 3-aminopyrazoles as antitumor agents for their inhibitory activity of CDK2/cyclin A . Eur. J. Med. Chem. 2006 , 41 , 1190 – 1195 .
  • Seneci , P. ; Nicola , M. ; Inglesi , M. ; Vanotti , E. ; Resnati , G. Synthesis of mono- and disubstituted 1H-imidazo [1,2-b] pyrazoles . Synth. Commun. 1999 , 29 , 311 – 341 .
  • Larsen , S. D. ; Spilman , C. H. ; Charles , H. ; Bell , F. P. ; Dinh , D. M. ; Martinborough , E. ; Wilson , G. J. Synthesis and hypocholesterolemic activity of 6,7-dihydro-4H-pyrazolo[1,5-a]pyrrolo[3,4-d]pyrimidine-5,8-diones, novel inhibitors of acylCoA: cholesterol O-acyltransferase . J. Med. Chem. 1991 , 34 , 1721 – 1727 .
  • Suryakiran , N. ; Reddy , T. S. ; Latha , K. A. ; Prabhakar , P. ; Yadagiri , K. ; Venkateswarlu , Y. An expeditious synthesis of 3-amino 2H-pyrazoles promoted by methanesulphonic acid under solvent and solvent-free conditions . J. Mol. Catal. A: Chem. 2006 , 258 , 371 – 375 .
  • Hagmann , W. K. The many roles for fluorine in medicinal chemistry . J. Med. Chem. 2008 , 51 , 4359 – 4369 .
  • Krasovsky , A. L. ; Hartulyari , A. S. ; Nenajdenko , V. G. ; Balenkova , E. S. Efficient syntheses of new CF3-containing diazolopyrimidines . Synthesis 2002 , 1 , 133 – 137 .
  • Blake , A. J. ; Clarke , D. ; Mares , R. V. ; McNab , H. Synthesis and chemistry of 3-tert-butyl-1,5-diaminopyrazole . Org. Biomol. Chem. 2003 , 1 , 4268 – 4274 .
  • (a) Dressen , D. ; Garofalo , A. W. ; Hawkinson , J. ; Hom , D. ; Jagodzinski , J. ; Marugg , J. L. ; Neitzel , L. M. ; Pleiss , M. A. ; Szoke , B. ; Tung , J. S. ; Wone , D. W. G. ; Wu , J. ; Zhang , H. Preparation and optimization of a series of 3-carboxamido-5-phenacylaminopyrazole bradykinin B1 receptor antagonists . J. Med. Chem. 2007 , 50 , 5161 – 5167 ; (b) Tung , J. S. ; Garofalo , A. W. ; Pleiss , M. A. ; Wu , J. ; Wone , D. W. G. ; Guinn , A. C. ; Dressen , D. B. ; Neitz , R. J. ; Marugg , J. ; Neitzel , M. 4-Bromo-5-(2-chloro-benzoylamino)-1H-pyrazole-3-carboxylic acid amide derivatives and related compounds as bradykinin B1 receptor antagonists for the treatment of inflammatory diseases . Int. Patent. Appl. WO/2004/098589, 2004 ; (c) Rudolph , J. ; Wickens , P. ; Chuang , C. ; Chen , l. ; Magnuson , S. ; Olague , A. ; Qi , N. Heteroarylaminopyrazole derivatives useful for the treatment of diabetes . Int. Patent. Appl. WO/2005/086656, 2005 ; (d) Rudolph , J. ; Cantin , l. ; Magnuson , S. ; Bullock , W. ; Bullion , A. ; Chen , L. ; Chuang , C. ; Liang , S. ; Majumdar , D. ; Ogutu , H. ; Olague , A. ; Qi , N. ; Wickens , P. Anilinopyrazole derivatives useful for the treatment of diabetes . Int. Patent. Appl. WO/2004/050651, 2004.

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