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CS-W001157 4
Total: USD 88.00

5-Chloro-2-picolinic acid

  • CAS No. 86873-60-1

  • Cat. No. CS-W016216
  • Purity≥97%
  • MDL No.MFCD04114192

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

5-Chloro-2-picolinic acid|CS-W016216

Structure of 86873-60-1

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General Information

  • CAS No. 86873-60-1
  • Cat. No. CS-W016216
  • Purity ≥97%
  • MDL No. MFCD04114192
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClNO₂
  • Molecular Weight None
  • Synonym(s) 5-chloropyridine-2-carboxylic Acid
  • SMILES ClC1=CC=C(N=C1)C(=O)O

Description

5-Chloro-2-picolinic acid features a chlorinated pyridine ring with carboxylic acid functionality, enabling direct incorporation into bioactive scaffolds. This bench-stable derivative exhibits enhanced electrophilicity at the C5 position, facilitating efficient coupling reactions in medicinal chemistry and materials synthesis.

Application

5-Chloro-2-picolinic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation of a chlorine-substituted pyridine ring into bioactive molecules. Its carboxylic acid functionality facilitates amide bond formation, while the ortho-positioned nitrogen and meta-chlorine support directed metalation and transition-metal-catalyzed coupling reactions. The compound exhibits good bench stability and compatibility with standard purification techniques, making it well-suited for use in multi-step synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1
    • In-stock
      2-Bromo-5-chloropyridine|CS-W002545
      40473-01-6
    • null|null
      124-38-9
    • ~10%
    • In-stock
      5-Chloro-2-picolinic acid|CS-W016216
      86873-60-1

    References

    • Mochizuki, Akiyoshi; Nagata, Tsutomu; Kanno, Hideyuki; Suzuki, Makoto; Ohta, Toshiharu Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 5 p. 1623 - 1642
  • Route2
    • null|null
      132308-15-7
    • ~%
    • In-stock
      5-Chloro-2-picolinic acid|CS-W016216
      86873-60-1

    References

    • US6642237 B1, ; Page/Page column 223 ;
  • Route3

    References

    • WO2010/132615 A1, ; Page/Page column 132 ; WO 2010/132615 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   1.4332
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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