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CS-W001157 4
Total: USD 88.00

5,6-Dibromopyridin-2-amine

  • CAS No. 89284-11-7

  • Cat. No. CS-W005529
  • Purity≥97%
  • MDL No.None

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

5,6-Dibromopyridin-2-amine|CS-W005529

Structure of 89284-11-7

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General Information

  • CAS No. 89284-11-7
  • Cat. No. CS-W005529
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄Br₂N₂
  • Molecular Weight 251.91
  • Synonym(s) 6-Amino-2,3-dibromopyridine
  • SMILES NC1=NC(Br)=C(Br)C=C1

Description

5,6-Dibromopyridin-2-amine features two bromine atoms positioned at the 5- and 6-positions of the pyridine ring, flanking a primary amine group at C2. This electron-deficient heterocycle serves as a key intermediate in the synthesis of functionalized pharmaceuticals and agrochemicals, offering high reactivity in palladium-catalyzed cross-coupling reactions. The molecule exhibits robust stability under standard bench conditions and integrates readily into complex molecular architectures.

Application

5,6-Dibromopyridin-2-amine serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. The dibromo substitution pattern enables efficient palladium-catalyzed cross-coupling reactions, while the pyridin-2-amine functionality offers orthogonal reactivity for further functionalization. Its bench-stable nature and compatibility with standard coupling protocols make it well-suited for constructing complex nitrogen-containing scaffolds in API development.

Synthesis

  • Route1

    References

    • Eastwood, Paul; Gonzalez, Jacob; Paredes, Sergio; Nueda, Arsenio; Domenech, Teresa; Alberti, Joan; Vidal, Bernat Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 5 p. 1697 - 1700
  • Route2

    References

    • Recueil des Travaux Chimiques des Pays-Bas, , vol. 65, p. 129,136
  • Route3

    References

    • Recueil des Travaux Chimiques des Pays-Bas, , vol. 65, p. 129,136

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-H319
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   38.91
  • LogP   2.1888
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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