Synthetic strategies to prepare 2-alkyl, 2-aryl and 2-acetylenyl substituted 4,6-diamino-1,3,5-triazines
Strategies for introduction of malonyl, aryl or alkynyl substituents onto a triazine ring are described. 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.
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Published in | Tetrahedron letters Vol. 47; no. 33; pp. 5973 - 5975 |
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Main Authors | , , , , , , , |
Format | Journal Article |
Language | English |
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Elsevier Ltd
14.08.2006
Elsevier |
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Abstract | Strategies for introduction of malonyl, aryl or alkynyl substituents onto a triazine ring are described.
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. |
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AbstractList | Strategies for introduction of malonyl, aryl or alkynyl substituents onto a triazine ring are described.
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. 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. |
Author | Krog-Jensen, Christian Felding, Jakob Magaraci, Filippo Coulter, Thomas S. Uddin, Muhammed K. Montalbetti, Christian A.G.N. Reignier, Serge G. Grånäs, Charlotta |
Author_xml | – sequence: 1 givenname: Christian A.G.N. surname: Montalbetti fullname: Montalbetti, Christian A.G.N. email: christian.montalbetti@evotec.com organization: Evotec, 111 Milton Park, Abingdon, Oxon OX14 4RX, United Kingdom – sequence: 2 givenname: Thomas S. surname: Coulter fullname: Coulter, Thomas S. organization: Evotec, 111 Milton Park, Abingdon, Oxon OX14 4RX, United Kingdom – sequence: 3 givenname: Muhammed K. surname: Uddin fullname: Uddin, Muhammed K. organization: Evotec, 111 Milton Park, Abingdon, Oxon OX14 4RX, United Kingdom – sequence: 4 givenname: Serge G. surname: Reignier fullname: Reignier, Serge G. organization: Evotec, 111 Milton Park, Abingdon, Oxon OX14 4RX, United Kingdom – sequence: 5 givenname: Filippo surname: Magaraci fullname: Magaraci, Filippo organization: Evotec, 111 Milton Park, Abingdon, Oxon OX14 4RX, United Kingdom – sequence: 6 givenname: Charlotta surname: Grånäs fullname: Grånäs, Charlotta organization: BioImage A/S Mørkhøj Bygade 28, DK-2860 Søborg, Denmark – sequence: 7 givenname: Christian surname: Krog-Jensen fullname: Krog-Jensen, Christian organization: BioImage A/S Mørkhøj Bygade 28, DK-2860 Søborg, Denmark – sequence: 8 givenname: Jakob surname: Felding fullname: Felding, Jakob organization: BioImage A/S Mørkhøj Bygade 28, DK-2860 Søborg, Denmark |
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Cites_doi | 10.1021/jm049372z 10.1021/jm0495374 10.1021/cc049965v 10.1177/108705710429989 10.1021/jm020291h 10.1021/ja026720i 10.1021/jm980222w 10.1016/S0040-4020(01)00119-3 10.1016/S0040-4020(98)00138-0 10.1016/S0040-4039(00)91094-3 10.1177/1087057104269989 10.1016/S0040-4039(99)01737-2 10.1021/jm960148m 10.1021/cr00039a007 10.1016/S0040-4020(98)00134-3 10.1016/S0040-4020(00)00925-X 10.1016/S1535-6108(03)00303-9 10.1016/S0968-0896(98)00266-1 10.1016/S0040-4020(01)01230-3 10.2116/analsci.20.227 10.1002/hlca.19500330536 10.1007/BF00961962 10.1016/0960-894X(96)00145-X |
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Keywords | Triazine Sonogashira PI3 Kinase pathway inhibitors Nucleophilic substitution Suzuki FOXO1 Translocation PALLADIUM TRIAZINE LIBRARY TUMOR-CELLS CROSS-COUPLING REACTIONS ORTHOGONAL SYNTHESIS FOXO1 translocation nucleophilic substitution triazine PI3 kinase pathway inhibitors INHIBITORS ANTAGONISTS CHLORIDE |
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References | Kau, Schroeder, Ramaswamy, Wojciechowski, Zhao, Roberts, Clardy, Sellers, Silver (bib2) 2003; 4 Gustafson, Baldino, O’Donnel, Sheldon, Tarsa, Verni, Coffen, Johnson, Zhang, Fantauzzi, Hocker, Yager (bib5) 1998; 54 Menicagli, Samaritani, Zucchelli, Menicagli, Samaritani, Signore, Vaglini, Dalla Via (bib14) 2000; 56 Sonogashira, Tohda, Hagihara (bib12) 1975; 50 Hirt, Nidecker, Berchtold, Schönholzer, Leroux, van Keulen, Daliers, Pommery, Henichart, Arvanitis, Gilligan, Chorvat, Cheeseman, Christos, Bakthavatchalam, Beck, Cocuzza, Hobbs, Wilde, Arnold, Chidester, Curry, He, Hollis, Klaczkiewicz, Krenitsky, Rescinito, Scholfield, Culp, De Souza, Fitzgerald, Grigoriadis, Tam, Wong, Huang, Shen (bib8) 1950; 33 Miyaura, Suzuki (bib10) 1995; 95 Xia, Mirzai, Chackalamannil, Czarniecki, Wang, Clemmons, Ahn, Boykow (bib7) 1996; 6 Henke, Consler, Go, Hale, Hohman, Jones, Lu, Moore, Moore, Orband-Miller, Robinett, Shearin, Spearing, Stewart, Turnbull, Weaver, Williams, Wisely, Lambert (bib4) 2002; 45 Menicagli, Samaritani, Gori, Samaritani, Menicagli (bib13) 1999; 40 Khersonsky, Chang (bib6) 2004; 6 Lundholt, Linde, Loechel, Pedersen, Møller, Præstegaard, Mikkelsen, Scudder, Bjørn, Heide, Arkhammar, Terry, Nielsen (bib3) 2005; 10 Cooke, de Cremier, Rotello, Tarbit, Vanderstraeten (bib11) 2001; 57 Shastin, Rakitin, Godovikova, Strelenko, Dubovitskii, Khmel’nitskii (bib9) 1988; 37 Coon, Ball, Pound, Ap, Hollenback, White, Tulinsky, Bonham, Morrison, Finney, Singer, Moon, Jacobson, Khersonsky, Luzung, Walsh, Xiong, Lee, Parikh, Lam, Kang, Rosania, Schier, Chang, Baindur, Chadha, Brandt, Asgari, Patch, Schalk-HiHi, Carver, Petrounia, Baumann, Ott, Manthey, Springer, Player, Whitten, Xie, Erickson, Webb, De Souza, Grigoriadis, McCarthy, Tanabe, Kawata (bib1) 2003; 2 SHASTIN AV (WOS:000239289800031.19) 1988; 6 Leroux, F (WOS:000079460700009) 1999; 7 Samaritani, S (WOS:000174339600016) 2002; 58 Khersonsky, SM (WOS:000222671900006) 2004; 6 Moon, HS (WOS:000178317100024) 2002; 124 Johnson, CR (WOS:000072787200012) 1998; 54 Menicagli, R (WOS:000223699600004) 2004; 47 Whitten, JP (WOS:A1996VP24700002) 1996; 39 HIRT, R (WOS:A1950UC44100035) 1950; 33 Coon, M (WOS:000186054800015) 2003; 2 Baindur, N (WOS:000227749300010) 2005; 48 Arvanitis, AG (WOS:000079143000005) 1999; 42 Tanabe, A (WOS:000188289700042) 2004; 20 Cooke, G (WOS:000167884400015) 2001; 57 Kau, TR (WOS:000187583200009) 2003; 4 MIYAURA, N (WOS:A1995TD89200007) 1995; 95 Henke, BR (WOS:000179632500011) 2002; 45 Menicagli, R (WOS:000083545800026) 1999; 40 Menicagli, R (WOS:000165485500022) 2000; 56 Xia, Y (WOS:A1996UG18000040) 1996; 6 Lundholt, BK (WOS:000227050000003) 2005; 10 Gustafson, GR (WOS:000072787200008) 1998; 54 SHASTIN, AV (WOS:A1988T981400035) 1988; 37 SONOGASHIRA K (WOS:000239289800031.21) 1975; 50 Menicagli (10.1016/j.tetlet.2006.06.045_bib14_1) 2000; 56 Samaritani (10.1016/j.tetlet.2006.06.045_bib13_2) 2002; 58 Moon (10.1016/j.tetlet.2006.06.045_bib1b) 2002; 124 Hirt (10.1016/j.tetlet.2006.06.045_bib8_1) 1950; 33 Arvanitis (10.1016/j.tetlet.2006.06.045_bib8_3) 1999; 42 Khersonsky (10.1016/j.tetlet.2006.06.045_bib6) 2004; 6 Baindur (10.1016/j.tetlet.2006.06.045_bib1c) 2005; 48 Lundholt (10.1016/j.tetlet.2006.06.045_bib3) 2005; 10 Menicagli (10.1016/j.tetlet.2006.06.045_bib14_2) 2004; 47 Cooke (10.1016/j.tetlet.2006.06.045_bib11) 2001; 57 (10.1016/j.tetlet.2006.06.045_bib9_2) 1988; 6 Tanabe (10.1016/j.tetlet.2006.06.045_bib1_5) 2004; 20 Kau (10.1016/j.tetlet.2006.06.045_bib2) 2003; 4 Johnson (10.1016/j.tetlet.2006.06.045_bib5_2) 1998; 54 Coon (10.1016/j.tetlet.2006.06.045_bib1_1) 2003; 2 Gustafson (10.1016/j.tetlet.2006.06.045_bib5_1) 1998; 54 Henke (10.1016/j.tetlet.2006.06.045_bib4) 2002; 45 Menicagli (10.1016/j.tetlet.2006.06.045_bib13_1) 1999; 40 Whitten (10.1016/j.tetlet.2006.06.045_bib1_4) 2002; 39 Miyaura (10.1016/j.tetlet.2006.06.045_bib10) 1995; 95 Xia (10.1016/j.tetlet.2006.06.045_bib7) 1996; 6 Shastin (10.1016/j.tetlet.2006.06.045_bib9_1) 1988; 37 Sonogashira (10.1016/j.tetlet.2006.06.045_bib12) 1975; 50 Leroux (10.1016/j.tetlet.2006.06.045_bib8_2) 1999; 7 |
References_xml | – volume: 50 start-page: 4467 year: 1975 end-page: 4470 ident: bib12 publication-title: Tetrahedron Lett. contributor: fullname: Hagihara – volume: 45 start-page: 5492 year: 2002 end-page: 5505 ident: bib4 publication-title: J. Med. Chem. contributor: fullname: Lambert – volume: 10 start-page: 20 year: 2005 end-page: 29 ident: bib3 publication-title: J. Biomol. Screen contributor: fullname: Nielsen – volume: 95 start-page: 2457 year: 1995 ident: bib10 publication-title: Chem. Rev. contributor: fullname: Suzuki – volume: 2 start-page: 1067 year: 2003 end-page: 1078 ident: bib1 publication-title: Mol. Cancer Ther. contributor: fullname: Kawata – volume: 4 start-page: 463 year: 2003 end-page: 476 ident: bib2 publication-title: Cancer Cell contributor: fullname: Silver – volume: 6 start-page: 919 year: 1996 end-page: 922 ident: bib7 publication-title: Bioorg. Med. Chem. Lett. contributor: fullname: Boykow – volume: 56 start-page: 9705 year: 2000 end-page: 9712 ident: bib14 publication-title: Tetrahedron contributor: fullname: Dalla Via – volume: 40 start-page: 8419 year: 1999 end-page: 8422 ident: bib13 publication-title: Tetrahedron Lett. contributor: fullname: Menicagli – volume: 37 start-page: 1282 year: 1988 end-page: 1448 ident: bib9 publication-title: Bull. Acad. Sci. USSR Div. Chem. Sci. contributor: fullname: Khmel’nitskii – volume: 6 start-page: 474 year: 2004 end-page: 477 ident: bib6 publication-title: J. Comb. Chem. contributor: fullname: Chang – volume: 54 start-page: 4051 year: 1998 end-page: 4065 ident: bib5 publication-title: Tetrahedron contributor: fullname: Yager – volume: 57 start-page: 2787 year: 2001 end-page: 2789 ident: bib11 publication-title: Tetrahedron contributor: fullname: Vanderstraeten – volume: 33 start-page: 1365 year: 1950 end-page: 1368 ident: bib8 publication-title: Helv. Chim. Acta contributor: fullname: Shen – volume: 54 start-page: 4097 year: 1998 ident: WOS:000072787200012 article-title: Libraries of N-alkylaminoheterocycles from nucleophilic aromatic substitution with purification by solid supported liquid extraction publication-title: TETRAHEDRON contributor: fullname: Johnson, CR – volume: 39 start-page: 4354 year: 1996 ident: WOS:A1996VP24700002 article-title: Rapid microscale synthesis, a new method for lead optimization using robotics and solution phase chemistry: Application to the synthesis and optimization of corticotropin-releasing factor(1) receptor antagonists publication-title: JOURNAL OF MEDICINAL CHEMISTRY contributor: fullname: Whitten, JP – volume: 4 start-page: 463 year: 2003 ident: WOS:000187583200009 article-title: A chemical genetic screen identifies inhibitors of regulated nuclear export of a Forkhead transcription factor in PTEN-deficient tumor cells publication-title: CANCER CELL contributor: fullname: Kau, TR – volume: 37 start-page: 1282 year: 1988 ident: WOS:A1988T981400035 article-title: REACTION OF SILYL ENOL ETHERS WITH CYANOGEN CHLORIDE publication-title: BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE contributor: fullname: SHASTIN, AV – volume: 40 start-page: 8419 year: 1999 ident: WOS:000083545800026 article-title: 2-(alk-1 '-ynyl)-4,6-dimethoxy-1,3,5-triazines via Pd-mediated alkynylation of 2-chloro-4,6-dimethoxy-1,3,5-triazine publication-title: TETRAHEDRON LETTERS contributor: fullname: Menicagli, R – volume: 33 start-page: 1365 year: 1950 ident: WOS:A1950UC44100035 article-title: SYNTHESEN MIT CYANURSAURECHLORID publication-title: HELVETICA CHIMICA ACTA contributor: fullname: HIRT, R – volume: 2 start-page: 1067 year: 2003 ident: WOS:000186054800015 article-title: Inhibition of lysophosphatidic acid acyltransferase disrupts proliferative and survival signals in normal cells and induces apoptosis of tumor cells publication-title: MOLECULAR CANCER THERAPEUTICS contributor: fullname: Coon, M – volume: 20 start-page: 227 year: 2004 ident: WOS:000188289700042 article-title: Determination of triazine pesticides and related compounds in environmental water by liquid chromatography-mass spectrometry publication-title: ANALYTICAL SCIENCES contributor: fullname: Tanabe, A – volume: 6 start-page: 1447 year: 1988 ident: WOS:000239289800031.19 publication-title: IAN SSSR KH contributor: fullname: SHASTIN AV – volume: 48 start-page: 1717 year: 2005 ident: WOS:000227749300010 article-title: 2-Hydroxy-4,6-diamino-[1,3,5]triazines: A novel class of VEGF-R2 (KDR) tyrosine kinase inhibitors publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm049372z contributor: fullname: Baindur, N – volume: 57 start-page: 2787 year: 2001 ident: WOS:000167884400015 article-title: Synthesis of 6-aryl-2,4-diamino-pyrimidines and triazines using palladium catalysed Suzuki cross-coupling reactions publication-title: TETRAHEDRON contributor: fullname: Cooke, G – volume: 47 start-page: 4649 year: 2004 ident: WOS:000223699600004 article-title: In vitro cytotoxic activities of 2-alkyl-4,6-diheteroalkyl-1,3,5-triazines: New molecules in anticancer research publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm0495374 contributor: fullname: Menicagli, R – volume: 6 start-page: 474 year: 2004 ident: WOS:000222671900006 article-title: Safety-catch approach to orthogonal synthesis of a triazine library publication-title: JOURNAL OF COMBINATORIAL CHEMISTRY doi: 10.1021/cc049965v contributor: fullname: Khersonsky, SM – volume: 50 start-page: 4467 year: 1975 ident: WOS:000239289800031.21 publication-title: TETRAHEDRON LETT contributor: fullname: SONOGASHIRA K – volume: 10 start-page: 20 year: 2005 ident: WOS:000227050000003 article-title: Identification of Akt pathway inhibitors using redistribution screening on the FLIPR and the IN cell 3000 analyzer publication-title: JOURNAL OF BIOMOLECULAR SCREENING doi: 10.1177/108705710429989 contributor: fullname: Lundholt, BK – volume: 95 start-page: 2457 year: 1995 ident: WOS:A1995TD89200007 article-title: PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOBORON COMPOUNDS publication-title: CHEMICAL REVIEWS contributor: fullname: MIYAURA, N – volume: 54 start-page: 4051 year: 1998 ident: WOS:000072787200008 article-title: Incorporation of carbohydrates and peptides into large triazine-based screening libraries using automated parallel synthesis publication-title: TETRAHEDRON contributor: fullname: Gustafson, GR – volume: 6 start-page: 919 year: 1996 ident: WOS:A1996UG18000040 article-title: Substituted 1,3,5-triazines as cholesteryl ester transfer protein inhibitors publication-title: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS contributor: fullname: Xia, Y – volume: 7 start-page: 509 year: 1999 ident: WOS:000079460700009 article-title: Phosphodiesterase 4 inhibitors as airways smooth muscle relaxant agents: Synthesis and biological activities of triazine derivatives publication-title: BIOORGANIC & MEDICINAL CHEMISTRY contributor: fullname: Leroux, F – volume: 45 start-page: 5492 year: 2002 ident: WOS:000179632500011 article-title: A new series of estrogen receptor modulators that display selectivity for estrogen receptor beta publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm020291h contributor: fullname: Henke, BR – volume: 42 start-page: 805 year: 1999 ident: WOS:000079143000005 article-title: Non-peptide corticotropin-releasing hormone antagonists: Syntheses and structure-activity relationships of 2-anilinopyrimidines and -triazines publication-title: JOURNAL OF MEDICINAL CHEMISTRY contributor: fullname: Arvanitis, AG – volume: 58 start-page: 1381 year: 2002 ident: WOS:000174339600016 article-title: Palladium on carbon catalyzed cross-coupling between alk-1-ynes and 2-chloro-4,6-dialkoxy-1,3,5-triazines publication-title: TETRAHEDRON contributor: fullname: Samaritani, S – volume: 124 start-page: 11608 year: 2002 ident: WOS:000178317100024 article-title: A novel microtubule destabilizing entity from orthogonal synthesis of triazine library and zebrafish embryo screening publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja026720i contributor: fullname: Moon, HS – volume: 56 start-page: 9705 year: 2000 ident: WOS:000165485500022 article-title: 2-alkyl-4,6-dialkylamino-1,3,5-triazines via Grignard alkylation of cyanuric chloride: An aged reaction revisited publication-title: TETRAHEDRON contributor: fullname: Menicagli, R – volume: 42 start-page: 805 year: 1999 ident: 10.1016/j.tetlet.2006.06.045_bib8_3 publication-title: J. Med. Chem. doi: 10.1021/jm980222w contributor: fullname: Arvanitis – volume: 45 start-page: 5492 year: 2002 ident: 10.1016/j.tetlet.2006.06.045_bib4 publication-title: J. Med. Chem. doi: 10.1021/jm020291h contributor: fullname: Henke – volume: 57 start-page: 2787 year: 2001 ident: 10.1016/j.tetlet.2006.06.045_bib11 publication-title: Tetrahedron doi: 10.1016/S0040-4020(01)00119-3 contributor: fullname: Cooke – volume: 54 start-page: 4097 year: 1998 ident: 10.1016/j.tetlet.2006.06.045_bib5_2 publication-title: Tetrahedron doi: 10.1016/S0040-4020(98)00138-0 contributor: fullname: Johnson – volume: 50 start-page: 4467 year: 1975 ident: 10.1016/j.tetlet.2006.06.045_bib12 publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(00)91094-3 contributor: fullname: Sonogashira – volume: 10 start-page: 20 year: 2005 ident: 10.1016/j.tetlet.2006.06.045_bib3 publication-title: J. Biomol. Screen doi: 10.1177/1087057104269989 contributor: fullname: Lundholt – volume: 124 start-page: 11608 year: 2002 ident: 10.1016/j.tetlet.2006.06.045_bib1b publication-title: J. Am. Chem. Soc. doi: 10.1021/ja026720i contributor: fullname: Moon – volume: 2 start-page: 1067 year: 2003 ident: 10.1016/j.tetlet.2006.06.045_bib1_1 publication-title: Mol. Cancer Ther. contributor: fullname: Coon – volume: 6 start-page: 1447 year: 1988 ident: 10.1016/j.tetlet.2006.06.045_bib9_2 publication-title: Izv. Akad. Nauk SSSR Ser. Khim. – volume: 40 start-page: 8419 year: 1999 ident: 10.1016/j.tetlet.2006.06.045_bib13_1 publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(99)01737-2 contributor: fullname: Menicagli – volume: 47 start-page: 4649 year: 2004 ident: 10.1016/j.tetlet.2006.06.045_bib14_2 publication-title: J. Med. Chem. doi: 10.1021/jm0495374 contributor: fullname: Menicagli – volume: 48 start-page: 1717 year: 2005 ident: 10.1016/j.tetlet.2006.06.045_bib1c publication-title: J. Med. Chem. doi: 10.1021/jm049372z contributor: fullname: Baindur – volume: 39 start-page: 4354 year: 2002 ident: 10.1016/j.tetlet.2006.06.045_bib1_4 publication-title: J. Med. Chem. doi: 10.1021/jm960148m contributor: fullname: Whitten – volume: 95 start-page: 2457 year: 1995 ident: 10.1016/j.tetlet.2006.06.045_bib10 publication-title: Chem. Rev. doi: 10.1021/cr00039a007 contributor: fullname: Miyaura – volume: 54 start-page: 4051 year: 1998 ident: 10.1016/j.tetlet.2006.06.045_bib5_1 publication-title: Tetrahedron doi: 10.1016/S0040-4020(98)00134-3 contributor: fullname: Gustafson – volume: 56 start-page: 9705 year: 2000 ident: 10.1016/j.tetlet.2006.06.045_bib14_1 publication-title: Tetrahedron doi: 10.1016/S0040-4020(00)00925-X contributor: fullname: Menicagli – volume: 4 start-page: 463 year: 2003 ident: 10.1016/j.tetlet.2006.06.045_bib2 publication-title: Cancer Cell doi: 10.1016/S1535-6108(03)00303-9 contributor: fullname: Kau – volume: 7 start-page: 509 year: 1999 ident: 10.1016/j.tetlet.2006.06.045_bib8_2 publication-title: Bioorg. Med. Chem. doi: 10.1016/S0968-0896(98)00266-1 contributor: fullname: Leroux – volume: 58 start-page: 1381 year: 2002 ident: 10.1016/j.tetlet.2006.06.045_bib13_2 publication-title: Tetrahedron doi: 10.1016/S0040-4020(01)01230-3 contributor: fullname: Samaritani – volume: 20 start-page: 227 year: 2004 ident: 10.1016/j.tetlet.2006.06.045_bib1_5 publication-title: Anal. Sci. doi: 10.2116/analsci.20.227 contributor: fullname: Tanabe – volume: 33 start-page: 1365 year: 1950 ident: 10.1016/j.tetlet.2006.06.045_bib8_1 publication-title: Helv. Chim. Acta doi: 10.1002/hlca.19500330536 contributor: fullname: Hirt – volume: 6 start-page: 474 year: 2004 ident: 10.1016/j.tetlet.2006.06.045_bib6 publication-title: J. Comb. Chem. doi: 10.1021/cc049965v contributor: fullname: Khersonsky – volume: 37 start-page: 1282 year: 1988 ident: 10.1016/j.tetlet.2006.06.045_bib9_1 publication-title: Bull. Acad. Sci. USSR Div. Chem. Sci. doi: 10.1007/BF00961962 contributor: fullname: Shastin – volume: 6 start-page: 919 year: 1996 ident: 10.1016/j.tetlet.2006.06.045_bib7 publication-title: Bioorg. Med. Chem. Lett. doi: 10.1016/0960-894X(96)00145-X contributor: fullname: Xia |
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Snippet | Strategies for introduction of malonyl, aryl or alkynyl substituents onto a triazine ring are described.
We have developed synthetic protocols to generate... 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... |
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SubjectTerms | Chemistry Chemistry, Organic FOXO1 Translocation Nucleophilic substitution Physical Sciences PI3 Kinase pathway inhibitors Science & Technology Sonogashira Suzuki Triazine |
Title | Synthetic strategies to prepare 2-alkyl, 2-aryl and 2-acetylenyl substituted 4,6-diamino-1,3,5-triazines |
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