Synthesis of bosutinib from 3-methoxy-4-hydroxybenzoic acid

Molecules

Volumn 15, Issue 6, 2010, Pages 4261-4266

  Yin, Xiao Jia ^a   Xu, Guan Hong ^a   Sun, Xu ^a   Peng, Yan ^a   Ji, Xing ^a   Jiang, Ke ^a   Li, Fei ^a  

^a NANJING MEDICAL UNIVERSITY   (China)

Author keywords

3 methoxy 4 hydroxybenzoic acid; Bosutinib; Protein kinase inhibitors

Indexed keywords

4 HYDROXYBENZOIC ACID; 4 HYDROXYBENZOIC ACID ESTER; 4-HYDROXYBENZOIC ACID; ANILINE DERIVATIVE; BOSUTINIB; NITRILE; QUINOLINE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

ANILINE COMPOUNDS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; MOLECULAR STRUCTURE; NITRILES; PARABENS; QUINOLINES;

EID: 77954292249     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules15064261     Document Type: Article

References (8)

1. Parsons, S. J.; Parsons, J. T. Src family kinases key regulators of signal transduction. Oncogene 2004, 23, 7906-7909.
2. Martin, G. S. The road to Src. Oncogene 2004, 23, 7910-7917.
3. Nagar, B.; Bormann, W. G.; Pellicena, P.; Schindler, T.; Veach, D. R.; Miller, W. T.; Clarkson, B.; Kuriyan, J. Crystal structures of the kinase domain of c-Abl in complex with the small molecule inhibitors PD173955 and imatinib (STI-571). Cancer Res. 2002, 62, 4236-4243.
4. Klejman, A.; Schreiner, S. J.; Nieborowska-Skorska, M.; Slupianek, A.; Wilson, M.; Smithgall, T. E.; Skorski, T. The Src family kinase Hck couples BCR/ABL to STAT5 activation in myeloid leukemia cells. EMBO J. 2002, 21, 5766-5774.
5. Boschelli, D. H.; Ye, F.; Wang, Y. D.; Dutia, M.; Johnson, S. L.; Wu, B.; Miller, K.; Powell, D. W.; Yaczko, D.; Young, M.; Tischler, M.; Arndt, K.; Discafani, C.; Etienne, C.; Gibbons, J.; Grod, J.; Lucas, J.; Weber, J. M.; Boschelli, F. Optimization of 4-phenylamino-3-quinolinecarbonitriles as potent inhibitors of Src kinase activity. J. Med. Chem. 2001, 44, 3965-3977. (Pubitemid 33051486)
6. Golas, J. M.; Lucas, J.; Etienne, C.; Golas, J.; Discafani, C.; Sridharan, L.; Boghaert, E.; Arndt, K.; Ye, F.; Boschelli, D. H.; Li, F.; Titsch, C.; Huselton, C.; Chaudhary, I.; Boschelli, F. SKI-606, a Src/Abl inhibitor with in vivo activity in colon tumor xenograft models. Cancer Res. 2005, 65, 5358-5364.
7. Wang, Y. D.; Miller, K.; Boschelli, D. H.; Ye, F.; Wu, B. Q.; Floyd, M. B.; Powell, D. W.; Wissner, A.; Weber, J. M.; Boschelli F. Inhibitors of Src Tyrosine Kinase: The Preparation and structure-activity relationship of 4-anilino-3-cyanoquinolines and 4-anilinoquinazolines. Bioorg. Med. Chem. Lett. 2000, 10, 2477-2480.
8. Sutherland, K. W.; Feigelson, G. B.; Boschelli, D. H.; Blum, D. M.; Strong, H. L. Process for preparation of 4-amino-3-quinolinecarbonitriles. U. S. Patent 2005/0043537 A1, 24 February 2005.