Synthesis of Pyrimido[6,1-a]isoquinolines by the Reaction of Thriethyl Orthoformate with Enamines of 3,3-dialkyl-1,2,3,4-tetrahydroisoquinoline series

被引:0
作者
Mikhailovskii, A. G. [1 ]
Peretyagin, D. A. [1 ]
机构
[1] Perm State Pharmaceut Acad, Ul Polevaya 2, Perm 614990, Russia
关键词
Z)-2-[3; 3-dimethyl-3; 4-dihydroisoquinolin-1(2H)-ylidene]acetamides; benzo[f]isoquinoline amides; triethyl orthoformate; 6; 6-dimethyl-6; 7-dihydro-2H-pyrimido[6; 1-ia]isoquinolin-2-ones;
D O I
10.1134/S1070428019050233
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Boiling (Z)-2-[3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]acetamides in AcOEt/Ac2O leads involves annelation of the pyrimidine ring to form 6,6-dimethyl-6,7-dihydro-2H-pyrimido[6,1-a]-isoquinolin-2-ones. Similarly, benzo[f]isoquinoline amides form in this reaction 12,12-dialkyl-11,12-dihydro-3H-benzo[f]pyrimido[6,1-a]isoquinolin-3-ones.
引用
收藏
页码:721 / 723
页数:3
相关论文
共 12 条
  • [1] Aleksandrov B.B., 1992, Chem. Heterocycl. Compd, V28, P314, DOI [10.1007/BF00529376, DOI 10.1007/BF00529376]
  • [2] [Anonymous], 2000, Structure Determination of Organic Compounds: Table s of Spectral Data
  • [3] Kartsev V.G., 2011, IZBRANNYE METODY SIN, V8
  • [4] Kartsev V.G., 2008, IZBRANNYE METODY SIN, V7
  • [5] SYNTHESIS OF AMIDES OF 2-(3,3,7-TRIMETHYL-3,4-DIHYDROISOQUINOLYL-1)ETHANOIC ACID AND THEIR EFFECTS ON ARTERIAL BLOOD PRESSURE
    Limanskii, E. S.
    Mikhailovskii, A. G.
    Syropyatov, B. Ya.
    Vakhrin, M. I.
    [J]. PHARMACEUTICAL CHEMISTRY JOURNAL, 2009, 43 (01) : 4 - 6
  • [6] Reaction of (Z)-2-[3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]-N-(2,4-dimethylphenyl)acetamides with ninhydrin
    Mikhailovskii, A. G.
    Yusov, A. S.
    Korchagin, D. V.
    Gashkova, O. V.
    [J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 53 (05) : 790 - 792
  • [7] Reaction of ninhydrin with enamino amides of the 3,3-dimethyl-1,2,3,4-tetrahydroisoquinoline series and drotaverine
    Mikhailovskii, A. G.
    Korchagin, D. V.
    Gashkova, O. V.
    Yusov, A. S.
    [J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 52 (09) : 1339 - 1343
  • [8] Mikhailovskii AG, 1990, CHEM HETEROCYCL COMP, V26, P674, DOI 10.1007/BF00756422
  • [9] Synthesis of 2-(3-spiro-cyclohexyl-3,4-dihydroisoquinolyl-1)acetic acid derivatives and their effects on blood clotting
    Mikhailovskii A.G.
    Polygalova N.N.
    Ismailova N.G.
    Syropyatov B.Ya.
    Vakhrin M.I.
    [J]. Pharmaceutical Chemistry Journal, 2008, 42 (4) : 177 - 179
  • [10] Reaction of enamino pyrrolidide and piperidide of 2,2-dimethyl-1,2,3,4-tetrahydrobenz[f]isoquinoline series with ninhydrin
    Mikhailovskii, Alexander G.
    Korchagin, Denis V.
    Yusov, Alexey S.
    Gashkova, Oksana V.
    [J]. CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2016, 52 (10) : 852 - 854