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Volumn 48, Issue 51, 2007, Pages 8943-8946

Synthesis of unsymmetrical and regio-defined 2,3,6-quinoxaline and 2,3,7-pyridopyrazine derivatives

Author keywords

[No Author keywords available]

Indexed keywords

2,3,6 QUINOXALINE DERIVATIVE; 2,3,7 PYRIDOPYRAZINE DERIVATIVE; PYRAZINE DERIVATIVE; QUINOXALINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 36248989120     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.10.117     Document Type: Article
Times cited : (25)

References (31)
  • 3
    • 75749089704 scopus 로고    scopus 로고
    • Sako M. Sci. Synth. 16 (2004) 1269-1290
    • (2004) Sci. Synth. , vol.16 , pp. 1269-1290
    • Sako, M.1
  • 11
    • 36249015547 scopus 로고    scopus 로고
    • Bilodeau, T. M.; Duggan, M. E.; Hartnett, J. C.; Lindsley, C. W.; Manley, P. J.; Wu, Z.; Zhao, Z. WO 2003086394.
  • 13
    • 36249025257 scopus 로고    scopus 로고
    • Baxter, A.; Kindon, N.; Stocks, M. WO 2005021513.
  • 17
    • 36248933287 scopus 로고    scopus 로고
    • Kawakami, J.; Duncton, M. A. J.; Sherman, D.; He, H.-Y.; Kiselyov, A.; Pytowski, B. WO 2005007099.
  • 18
    • 36249003985 scopus 로고    scopus 로고
    • 6) δ 13.15 (1H, s), 8.52 (1H, d, J = 2.4 Hz), 8.45 (1H, dd, J = 3.9, 1.2 Hz), 8.34 (1H, dd, J = 9.0, 2.4 Hz), 7.94 (1H, dd, J = 4.8, 1.2 Hz), 7.48 (1H, d, J = 9.0 Hz), 7.28 (1H, dd, J = 5.1, 3.9 Hz). m/z = 274 (M+1).
  • 19
    • 36248970787 scopus 로고    scopus 로고
    • This reaction proved to be particularly capricious. Careful control of temperature, concentration and the ratio of DMF: 1,2-DCE proved to be crucial for a successful outcome.
  • 20
    • 36248974294 scopus 로고    scopus 로고
    • Other Suzuki couplings with 15 were performed using the following boronic acids or esters to give coupled products in 30-50% yield: phenyl, 3-furyl, 3-pyridyl, 4-pyridyl, 5-pyrimidyl, isoxazol-4-yl, 3,5-dimethyloxazol-4-yl and 1-methylpyrazol-4-yl. Reaction with imidazole-4-boronic acid resulted in hydrolysis of the starting material.
  • 31
    • 36248988126 scopus 로고    scopus 로고
    • note
    • 2, or ligand, was not performed. However, previous efforts to directly displace the chloro-group from compound 15 using either an alcohol or an alkoxide were unsuccessful.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.