A concise synthesis of a novel insulin-like growth factor i receptor (IGF-IR) inhibitor

Organic Process Research and Development

Volumn 11, Issue 5, 2007, Pages 825-835

  Slade, Joel ^a   Bajwa, Joginder ^a   Liu, Hui ^a   Parker, David ^a   Vivelo, James ^a   Chen, Guang Pei ^a   Calienni, John ^a   Villhauer, Edwin ^a   Prasad, Kapa ^a   Repič, Oljan ^a   Blacklock, Thomas J ^a  

^a NOVARTIS PHARMA AG   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 35348852837     PISSN: 10836160     EISSN: None     Source Type: Journal    
DOI: 10.1021/op700052u     Document Type: Article

References (16)

1. (a) For reviews, see: Yu, H.; Rohan, T. J. Natl. Cancer Inst. 2000, 92, 1472-1489.
2. (b) Khandwala, H. M.; McCutcheon, I. E.; Flyvbjerg, A.; Friend, K. E. Endocrine Rev. 2000, 21, 215-244.
3. (c) Firstenberger, G.; Sonn, H-G. Lancet Oncol. 2002, 3, 298-302.
4. Widler, L.; Green, J.; Missbach, M.; Šuša, M.; Altmann, E. Bioorg. Med. Chem. Lett. 2001, 11, 849-852.
5. Subsequent to the completion of our work, a report appeared delineating a similar approach to a 1,3-cis cyclobutane ring; see: Helal, C. J.; Kang, Z.; Lucas, J.; Bohall, B. R. Org. Lett. 2004, 6, 1853-1856.
6. The synthesis of this compound will be reported separately.
7. Abdel-Magid, A. F.; Carson, K.; Harris, B. D.; Maryanoff, C. A.; Shah, R. D. J. Org. Chem. 1996, 61, 3849-3862.
8. 2/Pd/C is often very slow; see: Hartung, W. H.; Simonoff, R. Org. React. 1953, VII, 253.
9. Prasad, K.; Jiang, X.; Slade, J. S.; Clemens, J.; Repič, O.; Blacklock, T. J. Adv. Synth. Catal. 2005, 347, 1769-1773.
10. (a) Gewald, K. Z. Chem. 1961, 1, 349.
11. (b) Abdalla, G. M.; Sowell, J. W., Sr. J. Heterocycl. Chem. 1987, 24, 297-301.
12. (c) Chen, T.-C.; Meade, E. A.; Hinkley, J. M.; Townsend, L. B. Org. Lett. 2004, 6, 2857-2859.
13. (a) Pichler, H.; Folkers, G.; Roth, H. J.; Eger, K. Liebigs Ann. Chem. 1986, 1485-1505.
14. (b) Dave, C. G.; Shah, P. R.; Upadhyaya, S. P. Ind. J. Chem. 1988, 27B, 778-780.
15. Prasad, K.; Lee, G. T.; Chaudhary, A.; Girgis, M. J.; Streemke, J. W.; Repič, O. Org. Process Res. Dev. 2003, 7, 723-732.
16. Causey, D. H.; Mays, R. P.; Shamblee, D. A.; Lo, Y. S. Synth. Commun. 1988 ,18, 205-211.