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CS-W001157 4
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2,6-Dibromo-3-pyridinecarboxylic acid

  • CAS No. 55304-85-3

  • Cat. No. CS-0022361
  • Purity≥97%
  • MDL No.MFCD11846496

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

2,6-Dibromo-3-pyridinecarboxylic acid|CS-0022361

Structure of 55304-85-3

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General Information

  • CAS No. 55304-85-3
  • Cat. No. CS-0022361
  • Purity ≥97%
  • MDL No. MFCD11846496
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃Br₂NO₂
  • Molecular Weight 280.90
  • Synonym(s) 2,6-Dibromonicotinic acid; 2,6-dibromopyridine-3-carboxylic acid
  • SMILES O=C(C1=CC=C(Br)N=C1Br)O

Description

2,6-Dibromo-3-pyridinecarboxylic acid features a pyridine ring bearing bromine substituents at the 2 and 6 positions, which enhance electrophilic reactivity and facilitate downstream coupling reactions. The carboxylic acid group provides a handle for amide formation or metal chelation. This configuration delivers high stability under standard bench conditions and enables precise functionalization in synthetic sequences requiring halogenated heterocyclic scaffolds.

Application

2,6-Dibromo-3-pyridinecarboxylic acid serves as a versatile building block for the synthesis of brominated pyridine scaffolds in medicinal chemistry and materials science. Its dual bromine substituents enable efficient Pd-catalyzed cross-coupling reactions, while the carboxylic acid group facilitates derivatization via amide or ester formation. The compound exhibits good bench stability and is compatible with standard purification techniques, enabling reliable use in multi-step syntheses.

Synthesis

  • Route1

    References

    • EP2143724 A1, ; Page/Page column 25 ;

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   2.3048
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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