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2,5-Dibromopyridin-3-amine

  • CAS No. 90902-84-4

  • Cat. No. CS-0052143
  • Purity≥98%
  • MDL No.MFCD09266224

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

2,5-Dibromopyridin-3-amine|CS-0052143

Structure of 90902-84-4

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General Information

  • CAS No. 90902-84-4
  • Cat. No. CS-0052143
  • Purity ≥98%
  • MDL No. MFCD09266224
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄Br₂N₂
  • Molecular Weight 251.91
  • Synonym(s) 2,5-DIBROMO-3-AMINOPYRIDINE
  • SMILES NC1=CC(Br)=CN=C1Br

Description

2,5-Dibromopyridin-3-amine features a pyridine core with bromine substituents at the 2 and 5 positions and an amino group at C3, enabling efficient coupling in cross-coupling reactions. This electron-deficient scaffold integrates readily into heterocyclic architectures, offering high reactivity under palladium catalysis and stability under standard bench conditions.

Application

2,5-Dibromopyridin-3-amine serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal bromine reactivity. The pyridin-3-amine core provides a handle for further functionalization via electrophilic substitution or metal-mediated transformations. Its bench-stable crystalline form facilitates handling and purification, while the presence of two halogen sites supports sequential derivatization strategies in the synthesis of complex heterocyclic scaffolds and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Malinowski, Marek Bulletin des Societes Chimiques Belges, 1988 , vol. 97, # 1 p. 51 - 54
  • Route2

    References

    • US5445763 A1, ;
  • Route3

    References

    • Journal of the Chemical Society, , p. 2042,2044

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H318
Precautionary Statements : P264-P270-P330-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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