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CS-W001157 4
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5-Bromopyridine-3,4-diamine

  • CAS No. 4635-08-9

  • Cat. No. CS-0005530
  • Purity≥98%
  • MDL No.MFCD01692479

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

5-Bromopyridine-3,4-diamine|CS-0005530

Structure of 4635-08-9

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General Information

  • CAS No. 4635-08-9
  • Cat. No. CS-0005530
  • Purity ≥98%
  • MDL No. MFCD01692479
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆BrN₃
  • Molecular Weight 188.03
  • Synonym(s) 5-Bromo-3,4-diaminopyridine
  • SMILES NC1=C(N)C(Br)=CN=C1

Description

5-Bromopyridine-3,4-diamine features a pyridine core functionalized with bromine at the 5-position and amino groups at the 3- and 4-positions, enabling direct coupling in cross-coupling reactions. This electron-rich scaffold integrates readily into bioactive heterocycles, offering enhanced solubility and reactivity under standard conditions.

Application

5-Bromopyridine-3,4-diamine serves as a versatile building block in medicinal chemistry, enabling direct incorporation into heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the two ortho-amino groups provide sites for derivatization, acylation, or cyclization. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for iterative synthesis of bioactive compounds.

Synthesis

  • Route1

    References

    • Antoine, Maud; Czech, Michael; Gerlach, Matthias; Guenther, Eckhard; Schuster, Tilmann; Marchand, Pascal Synthesis, 2011 , # 5 p. 794 - 806
  • Route2
    • null|null
      504-24-5
    • ~%
    • In-stock
      5-Bromopyridine-3,4-diamine|CS-0005530
      4635-08-9

    References

    • Synthesis, , # 5 p. 794 - 806
  • Route3
    • N-(pyridin-4-yl)nitramide|CS-0336121
      26482-55-3
    • ~%
    • In-stock
      5-Bromopyridine-3,4-diamine|CS-0005530
      4635-08-9

    References

    • Synthesis, , # 5 p. 794 - 806

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-H317-H319-H335
Precautionary Statements : P261-P264-P270-P271-P272-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   64.93
  • LogP   1.0085
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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