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CS-W001157 4
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4,6-Dibromopyridin-2-amine

  • CAS No. 408352-48-7

  • Cat. No. CS-0108768
  • Purity≥98%
  • MDL No.MFCD18447569

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

4,6-Dibromopyridin-2-amine|CS-0108768

Structure of 408352-48-7

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General Information

  • CAS No. 408352-48-7
  • Cat. No. CS-0108768
  • Purity ≥98%
  • MDL No. MFCD18447569
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄Br₂N₂
  • Molecular Weight 251.91
  • Synonym(s) 2-amino-4,6-dibromopyridine
  • SMILES NC1=NC(Br)=CC(Br)=C1

Description

4,6-Dibromopyridin-2-amine features two bromine substituents at the 4 and 6 positions of the pyridine ring, flanking a strategically placed amine group. This arrangement enables direct coupling in cross-coupling reactions, delivering functionalized heterocycles with high regiocontrol. The molecule exhibits robust stability under standard conditions and integrates readily into synthetic sequences requiring halogenated building blocks.

Application

4,6-Dibromopyridin-2-amine serves as a versatile building block in medicinal chemistry and materials science, enabling efficient access to substituted pyridine scaffolds via palladium-catalyzed cross-coupling reactions. The strategically positioned bromine atoms facilitate sequential functionalization, while the amino group provides a handle for derivatization or metal coordination. Its bench-stable nature and compatibility with standard coupling protocols make it a practical choice for constructing complex heterocyclic architectures in API development and advanced synthetic workflows.

Synthesis

  • Route1

    References

    • den Hertog Recueil des Travaux Chimiques des Pays-Bas, 1946 , vol. 65, p. 129,136 Full Text Show Details den Hertog; Jouwersma Recueil des Travaux Chimiques des Pays-Bas, 1953 , vol. 72, p. 44,47
  • Route2

    References

    • den Hertog Recueil des Travaux Chimiques des Pays-Bas, 1946 , vol. 65, p. 129,136 Full Text Show Details den Hertog; Jouwersma Recueil des Travaux Chimiques des Pays-Bas, 1953 , vol. 72, p. 44,47
  • Route3
    • null|null
      504-29-0
    • ~1%
    • In-stock
      2-Amino-5-bromopyridine|CS-D1666
      1072-97-5
    • In-stock
      4,6-Dibromopyridin-2-amine|CS-0108768
      408352-48-7

    References

    • Berthelot, Jacques; Guette, Catherine; Desbene, Paul-Louis; Basselier, Jean-Jacques; Chaquin, Patrick; Masure, Daniel Canadian Journal of Chemistry, 1989 , vol. 67, p. 2061 - 2066

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   2.1888
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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