4-Hydroxy-2-quinolones 120. Synthesis and structure of ethyl 2-hydroxy-4-oxo-4H-pyrido-[1,2-a]pyrimidine-3-carboxylate

被引:0
|
作者
Ukrainets I.V. [1 ]
Bereznyakova N.L. [1 ]
Petyunin G.P. [1 ]
Tugaibei I.A. [1 ]
Rybakov V.B. [2 ]
Chernyshev V.V. [2 ]
Turov A.V. [3 ]
机构
[1] National University of Pharmacy
[2] M. V. Lomonosov Moscow State University
[3] Taras Shevchenko National University
关键词
2-aminopyridines; 2-hydroxy-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acids; Esters; Heterocyclic tricarbonylmethane derivatives; X-ray analysis;
D O I
10.1007/s10593-007-0119-5
中图分类号
学科分类号
摘要
An improved method for the preparation and purification of ethyl 2-hydroxy-4-oxo-4H-pyrido[1,2-a]-pyrimidine-3-carboxylates is proposed. According to 1H and 13C NMR spectroscopic data the synthesized compounds exist in DMSO solution in the 2-hydroxy-4-oxo form while in the crystal (at least for the case of the unsubstituted derivative) X-ray analysis shows that it occurs in the bipolar 2,4-dioxo form. © 2007 Springer Science+Business Media, Inc.
引用
收藏
页码:729 / 739
页数:10
相关论文
共 50 条
  • [31] Catalyst-free synthesis of alkyl 4-oxo-4H-pyrido[1,2-a]pyrimidine-2-carboxylate derivatives on water
    Yan, Hao
    Ma, Ying
    Sun, Yuanjun
    Ma, Chao
    Wang, Yuling
    Ren, Xiaoyu
    Huang, Guosheng
    TETRAHEDRON, 2014, 70 (17) : 2761 - 2765
  • [32] 4-hydroxy-2-quinolones. 130. On the reactivity of ethyl 4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylates
    Ukrainets, I. V.
    Sidorenko, L. V.
    Svechnikova, E. N.
    Shishkin, O. V.
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2007, (10): : 1503 - 1508
  • [33] 4-HYDROXY-2-QUINOLONES .2. THE SIMPLE SYNTHESIS OF ARBORICINE
    BEZUGLY, PA
    UKRAINETS, IV
    TRESKACH, VI
    TUROV, AV
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1992, (04): : 522 - 524
  • [34] 4-HYDROXY-2-QUINOLONES .18. SYNTHESIS AND ANTITHYROID ACTIVITY OF 1-R-2-OXO-3-(4-OXO-3H-QUINAZOLIN-2-YL)-4-HYDROXYQUINOLINES
    UKRAINETS, IV
    TARAN, SG
    BEZUGLY, PA
    KOVALENKO, SN
    TUROV, AV
    MARUSENKO, NN
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1993, (09): : 1223 - 1226
  • [35] ETHYL 9-PHENYLHYDRAZONO AND 9-PHENYLAMINOMETHYLENE-4-OXO-6,7,8,9-TETRAHYDRO-4H-PYRIDO[1,2-A]PYRIMIDINE-3-CARBOXYLATE AND ITS HOMOLOGS - SYNTHESIS AND STRUCTURAL STUDIES
    TOTH, G
    PODANYI, B
    HERMECZ, I
    HORVATH, A
    HORVATH, G
    MESZAROS, Z
    JOURNAL OF CHEMICAL RESEARCH-S, 1983, (07): : 161 - 161
  • [36] 4-Hydroxy-2-quinolones 132. Synthesis, chemical, and biological properties of 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids 2-nitrobenzylidenehydrazides
    Ukrainets I.V.
    Sidorenko L.V.
    Golovchenko O.S.
    Chemistry of Heterocyclic Compounds, 2007, 43 (11) : 1434 - 1439
  • [37] 3-Hydroxy-4-oxo-4H-pyrido[1,2-a]pyrimidine-2-carboxylates-fast access to a heterocyclic scaffold for HIV-1 integrase inhibitors
    Kinzel, Olaf D.
    Ball, Richard G.
    Donghi, Monica
    Maguire, Courtney K.
    Muraglia, Ester
    Pesci, Silvia
    Rowley, Michael
    Summa, Vincenzo
    TETRAHEDRON LETTERS, 2008, 49 (46) : 6556 - 6558
  • [38] 4-hydroxy-2- quinolones 199*. use of N,N'-dicyclohexylcarbodiimide in the synthesis of ethyl 4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylates
    I. V. Ukrainets
    N. Yu. Golik
    O. V. Bevz
    O. V. Gorokhova
    Chemistry of Heterocyclic Compounds, 2011, 47 : 833 - 837
  • [39] 4-Hydroxy-2-quinolones. 85. Synthesis of ethyl 2-chloro-4-hydroxyquinoline-3-carboxylate
    Ukrainets, IV
    Gorokhova, OV
    Sidorenko, LV
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2005, (08): : 1195 - 1197
  • [40] 4-hydroxy-2-quinolones .31. 3-amino-1R-2-oxo-4-hydroxyquinolines and their acyl derivatives
    Ukrainets, IV
    Taran, SG
    Sidorenko, LV
    Gorokhova, OV
    Ogirenko, AA
    Turov, AV
    Filimonova, NI
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1996, (08): : 1113 - 1123