Synthesis of 6-and 7-propargyloxy derivatives of 4-(3-fluoroanilino)-quinazoline

被引:2
|
作者
Pham, Helen Trinh [1 ]
Hanson, Robert N. [1 ]
Olmsted, Sandra L. [2 ]
Kozhushnyan, Anton [1 ]
Visentin, Adam [1 ]
Weglinsky, Paul J. [1 ]
Massero, Chris [1 ]
Bailey, Kristen [1 ]
机构
[1] Northeastern Univ, Dept Chem & Chem Biol, Boston, MA 02115 USA
[2] Augsburg Coll, Dept Chem, Minneapolis, MN 55454 USA
关键词
Anilinoquinazoline; Tyrosine kinase inhibitors; Bifunctional derivatives; TYROSINE KINASE INHIBITORS; COMBI-TARGETING CONCEPT; PYRROLOBENZODIAZEPINE DIMERS; ANTITUMOR-ACTIVITY; GEFITINIB IRESSA; CANCER-THERAPY; POTENT; DESIGN; ERLOTINIB; CYCLOADDITIONS;
D O I
10.1016/j.tetlet.2010.11.107
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation of the novel isomeric 6- and 7-propargyloxy derivatives of 4-(3-fluoroanilino)-quinazoline was achieved using a six-step process. An alternate method to the 7-propargyloxy derivative and analogous 7-propargyloxy containing compounds is also described. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1053 / 1056
页数:4
相关论文
共 50 条
  • [41] Design, synthesis and anti-tumor activity evaluation of 4,6,7-substitute quinazoline derivatives
    Honglin Dai
    Xiaojie Si
    Hao Wang
    Lingling Chi
    Chao Gao
    Zhengjie Wang
    Limin Liu
    Zhuo Qian
    Yu Ke
    Qiurong Zhang
    Hongmin Liu
    Medicinal Chemistry Research, 2022, 31 : 1351 - 1368
  • [42] Design, synthesis and anti-tumor activity evaluation of 4,6,7-substitute quinazoline derivatives
    Dai, Honglin
    Si, Xiaojie
    Wang, Hao
    Chi, Lingling
    Gao, Chao
    Wang, Zhengjie
    Liu, Limin
    Qian, Zhuo
    Ke, Yu
    Zhang, Qiurong
    Liu, Hongmin
    MEDICINAL CHEMISTRY RESEARCH, 2022, 31 (08) : 1351 - 1368
  • [43] Synthesis of 4-, 5- and 6-benzoylated 7-azaindoles
    Pillard, Christelle
    Bassene, Carine Ekambome
    Suzenet, Franck
    Guillaumet, Gerald
    SYNTHESIS-STUTTGART, 2008, (13): : 2049 - 2054
  • [44] First synthesis of 3,6′- and 3,7′-biquinoline derivatives
    Broch, Sidonie
    Anizon, Fabrice
    Moreau, Pascale
    SYNTHESIS-STUTTGART, 2008, (13): : 2039 - 2044
  • [45] Synthesis and E-Z isomerism of 4-(4-dimethylaminophenylimine) derivatives of 3-dialkylamino-2,5,6,7,8-pentafluoro-1,4-naphthoquinones
    Ektova, L. V.
    Chuikov, I. P.
    Bukhtoyarova, A. D.
    Beregovaya, I. V.
    RUSSIAN CHEMICAL BULLETIN, 2014, 63 (07) : 1547 - 1551
  • [46] Synthesis and E-Z isomerism of 4-(4-dimethylaminophenylimine) derivatives of 3-dialkylamino-2,5,6,7,8-pentafluoro-1,4-naphthoquinones
    L. V. Ektova
    I. P. Chuikov
    A. D. Bukhtoyarova
    I. V. Beregovaya
    Russian Chemical Bulletin, 2014, 63 : 1547 - 1551
  • [47] QUINAZOLINE DERIVATIVES .1. THE SYNTHESIS OF 4-(4'-DIETHYLAMINO-1'-METHYLBUTYLAMINO)-QUINAZOLINE (SN 11,534) AND THE CORRESPONDING 2-PHENYLQUINAZOLINE (SN 11,535)
    ENDICOTT, MM
    WICK, E
    MERCURY, ML
    SHERRILL, ML
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1946, 68 (07) : 1299 - 1301
  • [48] One-pot multicomponent synthesis of 4-(7-cyclohepta-1,3,5-trienyl)aniline derivatives
    Akent'eva, T. A.
    Makhmudov, R. R.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2017, 87 (07) : 1631 - 1633
  • [49] Synthesis of 4-, 5-, 6- and 7-nitroindole-2-methanois and 4-, 5-, 6- and 7-nitroindole-2-carbaidehydes
    Narayana, Badiadka
    Ashalatha, Badiadka Valamale
    Raj, Kuniyil Kulangara Vijaya
    JOURNAL OF CHEMICAL RESEARCH-S, 2006, (05): : 309 - 311
  • [50] Design, Synthesis and Fungicidal Activity of Ester Derivatives of 4-(3,4-Dichloroisothiazole) 7-Hydroxy Coumarin
    Li, Kun
    Zhang, Yue
    Hong, Zeyu
    Yu, Zhenwu
    Liu, Xiaoyu
    Duan, Zhihong
    Gao, Wei
    Tang, Liangfu
    Lv, You
    Fan, Zhijin
    MOLECULES, 2023, 28 (13):