Chemistry of Heterocyclic Compounds

, Volume 16, Issue 1, pp 45–48 | Cite as

Indole derivatives

119. C-acylation of methyl 3-indolylacetate. Synthesis of 5-(3-indolyl)pyrimidines
  • V. S. Rozhkov
  • Yu. I. Smushkevich
  • N. N. Suvorov


The Claisen condensation of methyl 3-indolylacetate with dimethyl carbonate, methyl benzoate, methyl formate, and methyl acetate proceeds with acylation of the CH2 group. Only the carbomethoxy group attached to the nitrogen atom of the indole ring is retained. The corresponding 5-(3-indolyl)pyrimidines were obtained by condensation of thiourea and acetamidine with the products of acylation of methyl 3-indolylacetate with methyl formate and methyl acetate.


Nitrogen Methyl Organic Chemistry Dimethyl Nitrogen Atom 
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Copyright information

© Plenum Publishing Corporation 1980

Authors and Affiliations

  • V. S. Rozhkov
    • 1
  • Yu. I. Smushkevich
    • 1
  • N. N. Suvorov
    • 1
  1. 1.D. I. Mendeleev Moscow Institute of Chemical TechnologyMoscow

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