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Volumn 19, Issue 7, 2009, Pages 1879-1882

Syntheses of novel 2,3-diaryl-substituted 5-cyano-4-azaindoles exhibiting c-Met inhibition activity

Author keywords

4 Azaindole; c Met; Kinase inhibitor

Indexed keywords

INDOLE DERIVATIVE; NITRILE; PALLADIUM; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PROTEIN TYROSINE KINASE; SCATTER FACTOR RECEPTOR;

EID: 61849093802     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2009.02.069     Document Type: Article
Times cited : (29)

References (27)
  • 13
    • 0037062889 scopus 로고    scopus 로고
    • Cacchi, S. et al. reported similar instability of o-acetoxyalkynylpyridines containing strongly electron-withdrawing substituents in the pyridine ring.
    • Cacchi, S. et al. reported similar instability of o-acetoxyalkynylpyridines containing strongly electron-withdrawing substituents in the pyridine ring. Arcadi A., Cacchi S., Di Giuseppe S., Fabrizi G., Marinelli F. Org. Lett. 4 (2002) 2409
    • (2002) Org. Lett. , vol.4 , pp. 2409
    • Arcadi, A.1    Cacchi, S.2    Di Giuseppe, S.3    Fabrizi, G.4    Marinelli, F.5
  • 14
    • 61849136393 scopus 로고    scopus 로고
    • note
    • The phenyl-derivative 4b was obtained as a side product of a Larock reaction of iodoaminopyridine 2 and 3-phenylpropiolic acid in 20% yield.
  • 16
    • 61849181668 scopus 로고    scopus 로고
    • note
    • +).
  • 17
    • 61849172597 scopus 로고    scopus 로고
    • note
    • At room temperature under atmosphere compounds 5 show dehalogenation as major decomposition reaction.
  • 18
    • 0037433940 scopus 로고    scopus 로고
    • Without BOC-protection, product yields only less than 15% could be achieved under various reaction conditions. Similar observations for Suzuki-couplings in the 3-position of pyrroles are reported in the literature: and citations within
    • Without BOC-protection, product yields only less than 15% could be achieved under various reaction conditions. Similar observations for Suzuki-couplings in the 3-position of pyrroles are reported in the literature:. Handy S.T., Bregman H., Lewis J., Zhang X., and Zhang Y. Tetrahedron Lett. 44 (2003) 427 and citations within
    • (2003) Tetrahedron Lett. , vol.44 , pp. 427
    • Handy, S.T.1    Bregman, H.2    Lewis, J.3    Zhang, X.4    Zhang, Y.5
  • 19
    • 61849160051 scopus 로고    scopus 로고
    • note
    • During our studies towards the synthesis of electron-deficient 4- and 7-azaindoles via Larock reaction the tetrahydropyranyl-moiety was found to be highly enhancing reactivity of the aminopyridine. Results will be published elsewhere.
  • 20
    • 61849158945 scopus 로고    scopus 로고
    • note
    • The TES-group was used instead of TMS-protection, offering superior stability during the Larock-reaction.
  • 25
    • 0042346447 scopus 로고    scopus 로고
    • The assay is based on procedures described in:
    • The assay is based on procedures described in:. Hays J.L., and Watowich S.J. J. Biol. Chem. 278 (2003) 27456
    • (2003) J. Biol. Chem. , vol.278 , pp. 27456
    • Hays, J.L.1    Watowich, S.J.2
  • 27
    • 61849177734 scopus 로고    scopus 로고
    • note
    • Synthesis of the 1-pyridinyl-isomer of 1r failed, leading to a complex reaction mixture.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.