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3-Amino-6-chloro-2-pyridinecarboxylic acid

  • CAS No. 866807-27-4

  • Cat. No. CS-D1641
  • Purity≥98%
  • MDL No.MFCD09264291

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

3-Amino-6-chloro-2-pyridinecarboxylic acid|CS-D1641

Structure of 866807-27-4

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General Information

  • CAS No. 866807-27-4
  • Cat. No. CS-D1641
  • Purity ≥98%
  • MDL No. MFCD09264291
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₂O₂
  • Molecular Weight 172.57
  • Synonym(s) None
  • SMILES O=C(C1=NC(Cl)=CC=C1N)O

Description

Dibenzyl diselenide is used as a source of the PhSe unit in organic synthesis. It is also used to introduce PhSe groups by reaction with a variety of nucleophilic, including enolates, enol silyl ethers, Grignard reagents, organolithium reagents, alkenes and amines.

Application

3-Amino-6-chloro-2-pyridinecarboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient access to pyridine-based scaffolds relevant in medicinal chemistry. The amino and carboxylic acid groups provide orthogonal handles for derivatization, while the chlorine substituent facilitates palladium-catalyzed cross-coupling reactions. Bench-stable and readily purified by recrystallization, it functions effectively in standard amide coupling, Ullmann-type condensations, and transition-metal-mediated transformations.

Synthesis

  • Route1
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    • ~%
    • In-stock
      3-Amino-6-chloro-2-pyridinecarboxylic acid|CS-D1641
      866807-27-4

    References

    • WO2008/130021 A2, ; Page/Page column 461-462 ;
  • Route2

    References

    • WO2010/7116 A2, ; Page/Page column 83-84 ;

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   76.21
  • LogP   1.0154
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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