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    A one-pot, three-component aminotriazine annulation onto 5-aminopyrazole-4-carbonitriles under microwave irradiation

    212754_212754.pdf (388.0Kb)
    Access Status
    Open access
    Authors
    Lim, Felicia Phei Lin
    Luna, Giuseppe
    Dolzhenko, Anton
    Date
    2015
    Type
    Journal Article
    
    Metadata
    Show full item record
    Citation
    Lim, F.P.L. and Luna, G. and Dolzhenko, A. 2015. A one-pot, three-component aminotriazine annulation onto 5-aminopyrazole-4-carbonitriles under microwave irradiation. Tetrahedron Letters. 56 (3): pp. 521-524.
    Source Title
    Tetrahedron Letters
    DOI
    10.1016/j.tetlet.2014.12.010
    ISSN
    0040-4039
    School
    School of Pharmacy
    Remarks

    NOTICE: this is the author’s version of a work that was accepted for publication in Tetrahedron Letters. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Tetrahedron Letters, Vol. 56, No. 3 (2015). DOI: 10.1016/j.tetlet.2014.12.010

    URI
    http://hdl.handle.net/20.500.11937/5411
    Collection
    • Curtin Research Publications
    Abstract

    A one-pot, three-component, microwave-assisted reaction of 5-aminopyrazole-4-carbonitriles, triethyl orthoformate and cyanamide afforded novel 7-arylamino-substituted 4-aminopyrazolo[1,5-a][1,3,5]triazine-8-carbonitriles. The reaction proceeded in a chemo- and regioselective manner resulting in the successful amino-1,3,5-triazine annulation onto 5-aminopyrazole-4-carbonitriles to give 4-aminopyrazolo[1,5-a][1,3,5]triazine-8-carbonitriles. The operational simplicity of the method and high purity of the products, which can be isolated via simple filtration, make this approach attractive for the preparation of a library of compounds for drug discovery processes.

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