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CS-W001157 4
Total: USD 88.00

4-Bromopyridine-2,6-diamine

  • CAS No. 329974-09-6

  • Cat. No. CS-0059208
  • Purity≥97%
  • MDL No.MFCD04115308

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

4-Bromopyridine-2,6-diamine|CS-0059208

Structure of 329974-09-6

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General Information

  • CAS No. 329974-09-6
  • Cat. No. CS-0059208
  • Purity ≥97%
  • MDL No. MFCD04115308
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆BrN₃
  • Molecular Weight 188.03
  • Synonym(s) 4-Bromo-2,6-diaminopyridine
  • SMILES NC1=NC(N)=CC(Br)=C1

Description

4-Bromopyridine-2,6-diamine features two amino groups flanking a brominated pyridine core, enabling straightforward functionalization in cross-coupling and cyclization reactions. The electron-rich aromatic system enhances reactivity in transition-metal catalyzed transformations, while the bromine serves as a robust handle for further derivatization. This scaffold delivers high stability under standard conditions and facilitates rapid access to complex heterocyclic architectures in medicinal chemistry and materials science.

Application

4-Bromopyridine-2,6-diamine serves as a versatile building block in medicinal chemistry and materials science, enabling direct access to functionalized pyridine scaffolds. Its two ortho-amino groups facilitate sequential coupling reactions, while the bromine substituent supports palladium-catalyzed cross-coupling transformations. The compound exhibits good bench stability and compatibility with standard purification techniques, making it well-suited for iterative synthesis workflows targeting heterocyclic APIs and advanced ligands.

Synthesis

  • Route1
    • null|null
      1310-73-2
    • null|null
      76-05-1
    • null|null
      329974-10-9
    • ~68%
    • In-stock
      4-Bromopyridine-2,6-diamine|CS-0059208
      329974-09-6

    References

    • Hoffmann-La Roche Inc. Patent: US6355653 B1, 2002 ; Location in patent: Page column 27-28 ;
  • Route2
    • Di-tert-butyl (4-bromopyridine-2,6-diyl)dicarbamate|CS-1736728
      410534-47-3
    • ~75%
    • In-stock
      4-Bromopyridine-2,6-diamine|CS-0059208
      329974-09-6

    References

    • Nettekoven Synlett, 2001 , # 12 p. 1917 - 1920
  • Route3
    • null|null
      329974-10-9
    • ~75%
    • In-stock
      4-Bromopyridine-2,6-diamine|CS-0059208
      329974-09-6

    References

    • Bleicher, Konrad H.; Nettekoven, Matthias; Peters, Jens-Uwe; Wyler, Rene Chimia, 2004 , vol. 58, # 9 p. 588 - 600

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-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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