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CS-W001157 4
Total: USD 88.00

Ethyl 2-cyanonicotinate

  • CAS No. 75358-90-6

  • Cat. No. CS-W022660
  • Purity≥97%
  • MDL No.MFCD07368152

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

Ethyl 2-cyanonicotinate|CS-W022660

Structure of 75358-90-6

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General Information

  • CAS No. 75358-90-6
  • Cat. No. CS-W022660
  • Purity ≥97%
  • MDL No. MFCD07368152
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₂
  • Molecular Weight 176.17
  • Synonym(s) ETHYL 2-CYANOPYRIDINE-3-CARBOXYLATE
  • SMILES O=C(OCC)C1=C(C#N)N=CC=C1

Description

Ethyl 2-cyanonicotinate serves as a key building block in synthetic organic chemistry, featuring a cyano group positioned ortho to the ester functionality. This arrangement enables efficient coupling reactions and facilitates the construction of complex heterocyclic scaffolds under standard conditions. The molecule exhibits favorable stability and solubility in common organic solvents, supporting its use in multi-step syntheses.

Application

Ethyl 2-cyanonicotinate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyridine-based scaffolds. Its dual functionality—cyano and ester groups—supports sequential transformations, including hydrolysis, reduction, and cyclization reactions. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      557-21-1
    • Ethyl 2-chloronicotinate Flunixin Meglumine  Impurity|CS-0229001
      1452-94-4
    • ~99%
    • In-stock
      Ethyl 2-cyanonicotinate|CS-W022660
      75358-90-6

    References

    • Merck Sharp and Dohme Limited Patent: WO2004/46133 A1, 2004 ; Location in patent: Page 31 ; WO 2004/046133 A1
  • Route2
    • null|null
      14906-63-9
    • null|null
      7677-24-9
    • ~34%
    • In-stock
      Ethyl 6-cyanonicotinate|CS-W022716
      76196-79-7
    • In-stock
      Ethyl 2-cyanonicotinate|CS-W022660
      75358-90-6

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 33, # 2 p. 565 - 571
  • Route3
    • In-stock
      2-Carbamoylnicotinic acid|CS-0038686
      5860-70-8
    • null|null
      541-41-3
    • ~72%
    • In-stock
      Ethyl 2-cyanonicotinate|CS-W022660
      75358-90-6

    References

    • Spiessens, Luc I. M.; Anteunis, Marc J. O. Bulletin des Societes Chimiques Belges, 1980 , vol. 89, # 3 p. 205 - 232

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-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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