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CS-W001157 4
Total: USD 88.00

4-Chloro-5-methylpicolinic acid

  • CAS No. 882679-14-3

  • Cat. No. CS-0186989
  • Purity≥97%
  • MDL No.None

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

4-Chloro-5-methylpicolinic acid|CS-0186989

Structure of 882679-14-3

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General Information

  • CAS No. 882679-14-3
  • Cat. No. CS-0186989
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClNO₂
  • Molecular Weight 171.58
  • Synonym(s) 4-Chloro-5-Methyl-2-pyridinecarboxylic acid
  • SMILES CC1=CN=C(C=C1Cl)C(=O)O

Description

4-Chloro-5-methylpicolinic acid features a sterically accessible pyridine core with complementary electron-withdrawing and donating substituents. This combination enhances its utility in transition metal-catalyzed coupling reactions and as a scaffold in medicinal chemistry due to favorable solubility and stability under standard conditions.

Application

4-Chloro-5-methylpicolinic acid serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds through standard coupling and cyclization reactions. Its ortho-chloro and methyl substituents provide defined electronic and steric profiles, enhancing reactivity in palladium-catalyzed cross-couplings and facilitating downstream functionalization. The carboxylic acid group offers direct handle for amide bond formation or derivatization, while the compound exhibits good bench stability and ease of purification—ideal for iterative synthesis workflows in API development.

Synthesis

  • Route1
    • null|null
      882679-12-1
    • ~46%
    • In-stock
      4-Chloro-5-methylpicolinic acid|CS-0186989
      882679-14-3

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ABEYWARDANE, Asitha; FARMER, Bennett; FARROW, Neil Alexander; GAO, Donghong A.; HEIM-RIETHER, Alexander; KEENAN, Lana Louise Smith; MUGGE, Ingo Andreas; TAYLOR, Steven John; XIONG, Zhaoming; YU, Yang; ZHANG, Qiang Patent: WO2010/45188 A1, 2010 ; Location in patent: Page/Page column 73; 74 ; WO 2010/045188 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

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   1.74162
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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