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CS-W001157 4
Total: USD 88.00

Methyl 2-cyano-5-fluorobenzoate

  • CAS No. 606080-43-7

  • Cat. No. CS-0061812
  • Purity≥95%
  • MDL No.None

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

Methyl 2-cyano-5-fluorobenzoate|CS-0061812

Structure of 606080-43-7

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General Information

  • CAS No. 606080-43-7
  • Cat. No. CS-0061812
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆FNO₂
  • Molecular Weight 179.15
  • Synonym(s) None
  • SMILES COC(=O)C1=C(C=CC(=C1)F)C#N

Description

Methyl 2-cyano-5-fluorobenzoate features a strategically positioned cyano and fluorine substituent on the aromatic ring, delivering enhanced electron-withdrawing character and improved metabolic stability. This combination enables efficient coupling in cross-coupling reactions and facilitates downstream functionalization in medicinal chemistry applications.

Application

Methyl 2-cyano-5-fluorobenzoate serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient access to fluorinated heterocycles and bioactive scaffolds. Its ortho-directed reactivity facilitates selective functionalization, while the cyano and ester groups offer complementary handles for further transformations. The compound exhibits excellent bench stability and is readily purified by column chromatography, making it well-suited for iterative synthesis workflows.

Synthesis

  • Route1
    • null|null
      67-56-1
    • 2-Cyano-5-fluorobenzoic acid|CS-0373028
      518070-24-1
    • ~87%
    • In-stock
      Methyl 2-cyano-5-fluorobenzoate|CS-0061812
      606080-43-7

    References

    • BAYER SCHERING PHARMA AKTIENGESELLSCHAFT Patent: WO2008/28688 A2, 2008 ; Location in patent: Page/Page column 134 ;
  • Route2
    • 2-Cyano-5-fluorobenzoic acid|CS-0373028
      518070-24-1
    • null|null
      75-36-5
    • ~86%
    • In-stock
      Methyl 2-cyano-5-fluorobenzoate|CS-0061812
      606080-43-7

    References

    • Bayer Schering Pharma Aktiengesellschaft Patent: EP1897885 A1, 2008 ;
  • Route3
    • In-stock
      Methyl 2-bromo-5-fluorobenzoate|CS-W002352
      6942-39-8
    • null|null
      544-92-3
    • ~77%
    • In-stock
      Methyl 2-cyano-5-fluorobenzoate|CS-0061812
      606080-43-7

    References

    • ASTRAZENECA AB Patent: WO2005/75424 A1, 2005 ; Location in patent: Page/Page column 114-115 ; WO 2005/075424 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   50.09
  • LogP   1.48398
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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