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CS-W001157 4
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4-Chloro-3-methoxypicolinic acid

  • CAS No. 170621-86-0

  • Cat. No. CS-0102804
  • Purity≥97%
  • MDL No.MFCD09909844

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

4-Chloro-3-methoxypicolinic acid|CS-0102804

Structure of 170621-86-0

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General Information

  • CAS No. 170621-86-0
  • Cat. No. CS-0102804
  • Purity ≥97%
  • MDL No. MFCD09909844
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClNO₃
  • Molecular Weight 187.58
  • Synonym(s) 4-Chloro-3-methoxypyridine-2-carboxylic acid
  • SMILES O=C(C1=NC=CC(Cl)=C1OC)O

Description

4-Chloro-3-methoxypicolinic acid features a strategically positioned chloro group and methoxy substituent on the picolinic acid scaffold, enhancing electronic modulation and metabolic stability. This electron-deficient heterocycle integrates readily into bioactive scaffolds, serving as a key building block for pharmaceutical intermediates and ligand design under standard conditions.

Application

4-Chloro-3-methoxypicolinic acid serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyridine ring via palladium-catalyzed cross-coupling. Its chloro group facilitates Suzuki, Stille, and Negishi reactions, while the methoxy and carboxylic acid functionalities provide orthogonal handles for further derivatization. Bench-stable and readily purified by recrystallization, it functions effectively in the synthesis of bioactive heterocycles and API intermediates.

Synthesis

  • Route1

    References

    • WO2010/131145 A1, ; Page/Page column 53-54 ;

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   59.42
  • LogP   1.4418
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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