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Volumn 7, Issue 6, 2005, Pages 879-886

Solid phase synthesis of pyridine-based derivatives from a 2-chloro-5-bromopyridine scaffold

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Indexed keywords


EID: 28244441392     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc050054a     Document Type: Article
Times cited : (46)

References (53)
  • 25
    • 33845280917 scopus 로고
    • For references on the selective functionalization of polyhalopyridines in solution phase, see: (a) Tilley J. F.; Zawoiski, S. J. Org. Chem. 1988, 53, 386-387.
    • (1988) J. Org. Chem. , vol.53 , pp. 386-387
    • Tilley, J.F.1    Zawoiski, S.2
  • 36
    • 28244493409 scopus 로고    scopus 로고
    • note
    • All the functionalization steps were easily monitored by IR spectroscopy.
  • 37
    • 8644283612 scopus 로고    scopus 로고
    • This reaction was recently reported by us using the less sterically hindered TMSCl as electrophile. See: Pierrat, Ph.; Gros, Ph.; Fort, Y. Synlett, 2004, 13, 2319-2322.
    • (2004) Synlett , vol.13 , pp. 2319-2322
    • Pierrat, P.1    Gros, P.2    Fort, Y.3
  • 38
    • 28244453208 scopus 로고    scopus 로고
    • note
    • No product resulting from bromine scrambling was detected, indicating the stability of the lithio intermediate during the immobilization step. The amount of isolated 1 was in full agreement with elemental analysis.
  • 39
    • 0000342939 scopus 로고    scopus 로고
    • Such a dimethylamination of chloropyridine has been reported in the presence of DMF and ethanolamines. See: Cho, Y. H.; Park, J. C. Tetrahedron Lett. 1997, 38, 8331-8334.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 8331-8334
    • Cho, Y.H.1    Park, J.C.2
  • 40
    • 28244496125 scopus 로고    scopus 로고
    • (Kuraray Co., Ltd., Japan). PCT Int. Appl. WO19980319 A1, 1998
    • Kuwayama, T.; Inoue, S.; Asanuma, G.; Shiono, M. (Kuraray Co., Ltd., Japan). PCT Int. Appl. WO19980319 A1, 1998; Chem. Abstr. 128, 230248.
    • Chem. Abstr. , vol.128 , pp. 230248
    • Kuwayama, T.1    Inoue, S.2    Asanuma, G.3    Shiono, M.4
  • 41
    • 28244456473 scopus 로고    scopus 로고
    • note
    • Commercially available compound mp obtained from the Aldrich Advancing Science Catalog.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.