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CS-W001157 4
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4-(Pyridin-2-yl)benzoic acid

  • CAS No. 4385-62-0

  • Cat. No. CS-W019754
  • Purity≥97%
  • MDL No.MFCD01830093

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

4-(Pyridin-2-yl)benzoic acid|CS-W019754

Structure of 4385-62-0

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General Information

  • CAS No. 4385-62-0
  • Cat. No. CS-W019754
  • Purity ≥97%
  • MDL No. MFCD01830093
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉NO₂
  • Molecular Weight 199.21
  • Synonym(s) 4-(2-Pyridinyl)benzoic acid; 4-(2-Pyridyl)benzoic acid;
  • SMILES O=C(O)C1=CC=C(C2=NC=CC=C2)C=C1

Description

4-(Pyridin-2-yl)benzoic acid features a rigid, planar architecture integrating a pyridine ring and a benzoic acid moiety, enabling strong π–π interactions and directional hydrogen bonding. This structural motif enhances solubility in polar organic solvents while maintaining stability under standard bench conditions, facilitating its use in scaffold diversification and metal coordination studies.

Application

4-(Pyridin-2-yl)benzoic acid serves as a versatile building block for constructing biaryl scaffolds and heterocyclic systems in medicinal chemistry. Its carboxylic acid functionality enables direct amidation, esterification, and coupling reactions, while the pyridine and benzene rings provide orthogonal sites for further functionalization. The compound exhibits good bench stability and facilitates efficient purification via recrystallization, making it well-suited for scalable synthesis and API development workflows.

Synthesis

  • Route1
    • null|null
      109-04-6
    • In-stock
      4-Boronobenzoic acid|CS-W019665
      14047-29-1
    • ~91%
    • In-stock
      4-(Pyridin-2-yl)benzoic acid|CS-W019754
      4385-62-0

    References

    • LEAD THERAPEUTICS, INC. Patent: US2009/197863 A1, 2009 ; Location in patent: Page/Page column 73 ;
  • Route2
    • 2-(4-Methylphenyl)pyridine|CS-0653707
      4467-06-5
    • ~96%
    • In-stock
      4-(Pyridin-2-yl)benzoic acid|CS-W019754
      4385-62-0

    References

    • Jary, Walther; Poechlauer, Peter; Ganglberger, Thorsten Patent: US2003/216577 A1, 2003 ; Location in patent: Page/Page column 4 ;
  • Route3
    • 4-Pyridin-2-yl-benzaldehyde Atazanavir  Impurity|CS-0228761
      127406-56-8
    • ~%
    • In-stock
      4-(Pyridin-2-yl)benzoic acid|CS-W019754
      4385-62-0

    References

    • Concert Pharmaceuticals Inc. Patent: EP2003120 A1, 2008 ; Location in patent: Page/Page column 20; 35; 37 ; EP 2003120 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   50.19
  • LogP   2.4468
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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