Synthesis 2017; 49(16): 3692-3699
DOI: 10.1055/s-0036-1588780
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of 5-Arylpyrrole-2-carboxylic Acids as Key Intermediates for NBD Series HIV-1 Entry Inhibitors

Authors

  • Dmitry S. Belov

    a   EDASA Scientific, Scientific Park, Moscow State University, Leninskie Gory, Bld. 75, 77−101b, 119992 Moscow, Russian Federation
  • Vladimir N. Ivanov

    a   EDASA Scientific, Scientific Park, Moscow State University, Leninskie Gory, Bld. 75, 77−101b, 119992 Moscow, Russian Federation
  • Francesca Curreli

    b   Laboratory of Molecular Modeling and Drug Design, Lindsey F. Kimball Research Institute, New York Blood Center, New York, New York 10065, USA   Email: adebnath@nybc.org
  • Alexander V. Kurkin

    a   EDASA Scientific, Scientific Park, Moscow State University, Leninskie Gory, Bld. 75, 77−101b, 119992 Moscow, Russian Federation
  • Andrea Altieri

    a   EDASA Scientific, Scientific Park, Moscow State University, Leninskie Gory, Bld. 75, 77−101b, 119992 Moscow, Russian Federation
  • Asim K. Debnath  *

    b   Laboratory of Molecular Modeling and Drug Design, Lindsey F. Kimball Research Institute, New York Blood Center, New York, New York 10065, USA   Email: adebnath@nybc.org

Supported by: National Institutes of Health, USA (RO1 AI104416)
Further Information

Publication History

Received: 22 February 2017

Accepted after revision: 19 March 2017

Publication Date:
18 April 2017 (online)


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Abstract

5-Arylpyrrole-2-carboxylic acids are important key intermediates in the synthesis of HIV-1 entry inhibitors (such as NBD-11021 and NBD-14010). Here we present a general method for the synthesis of some 5-arylpyrrole-2-carboxylic acids in three steps starting from pyrrole. By this method, the compounds could be prepared on gram scale and without chromatographic purification.

Supporting Information