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CS-W001157 4
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Ethyl 6-cyanonicotinate

  • CAS No. 76196-79-7

  • Cat. No. CS-W022716
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

Ethyl 6-cyanonicotinate|CS-W022716

Structure of 76196-79-7

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General Information

  • CAS No. 76196-79-7
  • Cat. No. CS-W022716
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₂
  • Molecular Weight 176.17
  • Synonym(s) 2-CYANO-5-ETHOXYCARBONYLPYRIDINE
  • SMILES O=C(OCC)C1=CN=C(C#N)C=C1

Description

Ethyl 6-cyanonicotinate features a cyano group at the C6 position of a nicotinate scaffold, delivering enhanced electron-withdrawing character. This structural motif enables efficient integration into heterocyclic syntheses and facilitates conjugation in transition-metal-catalyzed transformations. The ethyl ester functionality supports straightforward derivatization under standard conditions.

Application

Ethyl 6-cyanonicotinate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted nicotinonitrile scaffolds. Its dual functionality—ester and nitrile groups—facilitates sequential transformations, including hydrolysis, nucleophilic addition, and cyclization reactions. The compound exhibits excellent bench stability and compatibility with standard reaction conditions, supporting its use in the synthesis of heterocyclic intermediates and pharmaceutical candidates.

Synthesis

  • Route1
    • In-stock
      Ethyl nicotinate|CS-W014344
      614-18-6
    • null|null
      151-50-8
    • ~20%
    • In-stock
      Ethyl 6-cyanonicotinate|CS-W022716
      76196-79-7

    References

    • Synthesis, , # 6 art. no. M08404SS, p. 993 - 997
  • Route2

    References

    • WO2013/102142 A1, ;
  • Route3

    References

    • WO2013/102145 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   62.98
  • LogP   1.12998
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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