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
  • [21] Synthesis of N-4-(4-chloro-3-trifluoromethyl-phenyl)-7-methoxy-Quinazoline-4, 6-diamine
    OuYang, Yiqiang
    Chen, Chen
    Wang, Ping
    Sun, Chao
    Zhu, Wufu
    Xu, Shan
    PROCEEDINGS OF THE 2015 2ND INTERNATIONAL CONFERENCE ON MACHINERY, MATERIALS ENGINEERING, CHEMICAL ENGINEERING AND BIOTECHNOLOGY (MMECEB), 2016, 49 : 798 - 801
  • [22] Synthesis and Antimicrobial Evaluation of Quinazoline-4[3H]-one Derivatives
    Chaudhary, Cheenu
    Kumar, Sushil
    Kumar, Surendra
    Hashim, S. Riaz
    LETTERS IN ORGANIC CHEMISTRY, 2021, 18 (07) : 547 - 554
  • [23] 7-methoxy-4-morpholino-6-(3-morpholinopropoxy)quinazoline trihydrate
    Li, Ming-Dong
    Ji, Min
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O2445 - O2446
  • [24] Synthesis of New Derivatives of 4-Methyl-3-nitro-6H-pyrimido[2,1-b]quinazoline
    Banihashemi, S. M.
    Hassani, H.
    Lari, J.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 56 (02) : 322 - 326
  • [25] Synthesis and Photophysical Studies of 2-(Thiophen-2-yl)-4-(morpholin-4-yl) quinazoline Derivatives
    Nosova, Emiliya V.
    Moshkina, Tatyana N.
    Lipunova, Galina N.
    Kopchuk, Dmitry S.
    Slepukhin, Pavel A.
    Baklanova, Inna V.
    Charushin, Valery N.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (16) : 2876 - 2881
  • [26] Synthesis and structure of some substituted 2-amino-4-aryl-7-propargyloxy-4H-chromene-3-carbonitriles
    Nguyen Dinh Thanh
    Do Son Hai
    Vu Thi Ngoc Bich
    Pham Thi Thu Hien
    Nguyen Thi Ky Duyen
    Nguyen Thi Mai
    Tran Thi Dung
    Hoang Thi Kim Van
    Vu Ngoc Toan
    Nguyen Hung Huy
    Tran Thi Thanh Van
    Duong Ngoc Toan
    Le Hai Dang
    SYNTHETIC COMMUNICATIONS, 2019, 49 (01) : 102 - 117
  • [27] Synthesis of New Derivatives of 4-Methyl-3-nitro-6H-pyrimido[2,1-b]quinazoline
    S. M. Banihashemi
    H. Hassani
    J. Lari
    Russian Journal of Organic Chemistry, 2020, 56 : 322 - 326
  • [28] Synthesis of novel 3-hetaryl-substituted 6-and 8-hydroxybenzo[f]coumarin derivatives
    Deligeorgiev, Todor
    Tsvetkova, Teodora
    Kaloyanova, Stefka
    Ivanova, Diana
    Timtcheva, Iliana
    COLORATION TECHNOLOGY, 2010, 126 (04) : 209 - 214
  • [29] SYNTHESIS OF SOME BI-QUINAZOLINE, 3H-1, 4-BENZODIAZEPINE AND INDAZOLO[2, 3-A]QUINAZOLINE DERIVATIVES
    BHAVANI, AKD
    REDDY, PSN
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1992, 31 (11): : 736 - 739
  • [30] Synthesis of 4-, 5-, 6-, and 7-azidotryptamines
    Friedrich, Anne
    Brase, Stefan
    O'Connor, Sarah E.
    TETRAHEDRON LETTERS, 2009, 50 (01) : 75 - 76