SYNTHESIS OF F-ALKYLATED PYRAZOLO[1,5-A]PYRIMIDINES

被引:5
|
作者
FABRON, J
PASTOR, R
CAMBON, A
机构
[1] Laboratoire de chimie organique, Fluor. Université, Nice-Sophia Antipolis. Parc Valrose.
关键词
D O I
10.1016/S0022-1139(00)80313-9
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
In this paper we report the preparation of 5,7-dimethylpyrazolo [1,5-a] pyrimidines substituted in position 2 by a long linear perfluoroalkyl chain (C7F15). These compounds are obtained by action of acetylacetone with 5(3)-F-alkyl 3(5)-aminopyrazoles. In some cases the reaction intermediate may be isolated and a two step mechanism is suggested to explain the synthesis of these new F-alkyl nitrogen fused heterocycles.
引用
收藏
页码:141 / 148
页数:8
相关论文
共 50 条
  • [31] Synthesis of a new series of pyrazolo[1,5-a]pyrimidines structurally related to zaleplon
    Baraldi, Pier Giovanni
    Fruttarolo, Francesca
    Tabrizi, Mojgan Aghazadeh
    Romagnoli, Romeo
    Preti, Delia
    Ongini, Ennio
    El-Kashef, Hussein
    Dora Carrion, Maria
    Borea, Pier Andrea
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2007, 44 (02) : 355 - 361
  • [32] SYNTHESIS OF PYRAZOLES AND PYRAZOLO[1,5-A]PYRIMIDINES FROM 3-ARYLSULFONYLAMINOACRYLATES
    MCFADDEN, HG
    HUPPATZ, JL
    HALLADAY, PK
    AUSTRALIAN JOURNAL OF CHEMISTRY, 1993, 46 (06) : 873 - 886
  • [33] SYNTHESIS AND ANTI-SCHISTOSOMAL ACTIVITY OF CERTAIN PYRAZOLO[1,5-A]PYRIMIDINES
    SENGA, K
    NOVINSON, T
    WILSON, HR
    ROBINS, RK
    JOURNAL OF MEDICINAL CHEMISTRY, 1981, 24 (05) : 610 - 613
  • [34] Studies on the synthesis of some pyrazolo [1,5-a]pyrimidines bearing sulfonamido moieties
    El-Gaby, MSA
    Sayed, AZ
    Abu-Shanab, FA
    Hussein, AM
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2000, 164 : 1 - 10
  • [35] Unusual rearrangement of imidazo[1,5-a]imidazoles and imidazo[1,2-b]pyrazoles into imidazo[1,5-a]pyrimidines and pyrazolo[1,5-a]pyrimidines
    Gambouz, Khadija
    Driowya, Mohsine
    Loubidi, Mohammed
    Tber, Zahira
    Allouchi, Hassan
    El Kazzouli, Said
    Akssira, Mohamed
    Guillaumet, Gerald
    RSC ADVANCES, 2019, 9 (50) : 29051 - 29055
  • [36] Studies on activated nitriles: Synthesis of new 3-cyano-(p-antipyrylamino)-pyrazolo[1,5-a]pyrimidines and pyrazolo[1,5-a]triazines
    Fathalla, OA
    Zaki, MEA
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1998, 37 (05): : 484 - 490
  • [37] Reactivity of electrogenerated thiocyanogen in the thiocyanation of pyrazolo[1,5-a]pyrimidines
    Kokorekin, Vladimir A.
    Yaubasarova, Rauza R.
    Neverov, Sergei V.
    Petrosyan, Vladimir A.
    MENDELEEV COMMUNICATIONS, 2016, 26 (05) : 413 - 414
  • [38] Vilsmeier-Haack Formylation of Acetonitrile Revisited: Synthesis of Novel Pyrazolo[1,5-a]pyrimidines and Triazolo[1,5-a]pyrimidine
    Ghagare, Maruti G.
    Birari, Dilip R.
    Shelar, Deepak P.
    Toche, Raghunath B.
    Jachak, Madhukar N.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2009, 46 (02) : 327 - 331
  • [39] Synthesis of N-alkylated derivatives of pyrazolo[1,5-a]-pyrimidine and their reaction with methylamine
    Danagulyan G.G.
    Panosyan G.A.
    Boyakhchyan A.P.
    Chemistry of Heterocyclic Compounds, 2002, 38 (05) : 581 - 585
  • [40] Synthesis of pyrazolo[1,5-A]quinoxalines
    Broggini, G
    Garanti, L
    Molteni, G
    Zecchi, G
    SYNTHESIS-STUTTGART, 1996, (09): : 1076 - 1078