Synthetic strategies to prepare 2-alkyl, 2-aryl and 2-acetylenyl substituted 4,6-diamino-1,3,5-triazines

被引:14
作者
Montalbetti, Christian A. G. N.
Coulter, Thomas S.
Uddin, Muhammed K.
Reigniera, Serge G.
Magaraci, Filippo
Granas, Charlotta
Krog-Jensen, Christian
Felding, Jakob
机构
[1] Evotec, Abingdon OX14 4RX, Oxon, England
[2] BioImage AS, DK-2860 Soborg, Denmark
关键词
triazine; Sonogashira; Suzuki; nucleophilic substitution; PI3 kinase pathway inhibitors; FOXO1; translocation;
D O I
10.1016/j.tetlet.2006.06.045
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have developed synthetic protocols to generate 2-alkyl, 2-aryl and 2-acetylenyl substituted 4,6-diamino-1,3,5-triazines from the corresponding 2-chloro compound. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5973 / 5975
页数:3
相关论文
共 24 条
  • [1] Non-peptide corticotropin-releasing hormone antagonists: Syntheses and structure-activity relationships of 2-anilinopyrimidines and -triazines
    Arvanitis, AG
    Gilligan, PJ
    Chorvat, RJ
    Cheeseman, RS
    Christos, TE
    Bakthavatchalam, R
    Beck, JP
    Cocuzza, AJ
    Hobbs, FW
    Wilde, RG
    Arnold, C
    Chidester, D
    Curry, M
    He, LQ
    Hollis, A
    Klaczkiewicz, J
    Krenitsky, PJ
    Rescinito, JP
    Scholfield, E
    Culp, S
    De Souza, EB
    Fitzgerald, L
    Grigoriadis, D
    Tam, SW
    Wong, YN
    Huang, SM
    Shen, HL
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (05) : 805 - 818
  • [2] 2-Hydroxy-4,6-diamino-[1,3,5]triazines: A novel class of VEGF-R2 (KDR) tyrosine kinase inhibitors
    Baindur, N
    Chadha, N
    Brandt, BM
    Asgari, D
    Patch, RJ
    Schalk-HiHi, C
    Carver, TE
    Petrounia, IP
    Baumann, CA
    Ott, H
    Manthey, C
    Springer, BA
    Player, MR
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (06) : 1717 - 1720
  • [3] Synthesis of 6-aryl-2,4-diamino-pyrimidines and triazines using palladium catalysed Suzuki cross-coupling reactions
    Cooke, G
    de Cremiers, HA
    Rotello, VM
    Tarbit, B
    Vanderstraeten, PE
    [J]. TETRAHEDRON, 2001, 57 (14) : 2787 - 2789
  • [4] Coon M, 2003, MOL CANCER THER, V2, P1067
  • [5] Incorporation of carbohydrates and peptides into large triazine-based screening libraries using automated parallel synthesis
    Gustafson, GR
    Baldino, CM
    O'Donnell, MME
    Sheldon, A
    Tarsa, RJ
    Verni, CJ
    Coffen, DL
    [J]. TETRAHEDRON, 1998, 54 (16) : 4051 - 4065
  • [6] A new series of estrogen receptor modulators that display selectivity for estrogen receptor β
    Henke, BR
    Consler, TG
    Go, N
    Hale, RL
    Hohman, DR
    Jones, SA
    Lu, AT
    Moore, LB
    Moore, JT
    Orband-Miller, LA
    Robinett, RG
    Shearin, J
    Spearing, PK
    Stewart, EL
    Turnbull, PS
    Weaver, SL
    Williams, SP
    Wisely, GB
    Lambert, MH
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (25) : 5492 - 5505
  • [7] SYNTHESEN MIT CYANURSAURECHLORID
    HIRT, R
    NIDECKER, H
    BERCHTOLD, R
    [J]. HELVETICA CHIMICA ACTA, 1950, 33 (05) : 1365 - 1369
  • [8] Libraries of N-alkylaminoheterocycles from nucleophilic aromatic substitution with purification by solid supported liquid extraction
    Johnson, CR
    Zhang, BR
    Fantauzzi, P
    Hocker, M
    Yager, KM
    [J]. TETRAHEDRON, 1998, 54 (16) : 4097 - 4106
  • [9] A chemical genetic screen identifies inhibitors of regulated nuclear export of a Forkhead transcription factor in PTEN-deficient tumor cells
    Kau, TR
    Schroeder, F
    Ramaswamy, S
    Wojciechowski, CL
    Zhao, JJ
    Roberts, TM
    Clardy, J
    Sellers, WR
    Silver, PA
    [J]. CANCER CELL, 2003, 4 (06) : 463 - 476
  • [10] Safety-catch approach to orthogonal synthesis of a triazine library
    Khersonsky, SM
    Chang, YT
    [J]. JOURNAL OF COMBINATORIAL CHEMISTRY, 2004, 6 (04): : 474 - 477