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CS-W001157 4
Total: USD 88.00

3,5-dibromopyridin-4(1H)-one

  • CAS No. 25813-25-6

  • Cat. No. CS-W002344
  • Purity≥98%
  • MDL No.None

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

3,5-dibromopyridin-4(1H)-one|CS-W002344

Structure of 25813-25-6

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General Information

  • CAS No. 25813-25-6
  • Cat. No. CS-W002344
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃Br₂NO
  • Molecular Weight 252.89
  • Synonym(s) 3,5-Dibromo-4-pyridinol
  • SMILES OC1=C(Br)C=NC=C1Br

Description

3,5-dibromopyridin-4(1H)-one features two bromine atoms at the 3 and 5 positions of the pyridinone ring, imparting high electrophilicity and enabling direct functionalization in cross-coupling reactions. The lactam functionality enhances solubility and stability under standard conditions, while the electron-deficient pyridinone core facilitates selective transformations in synthetic medicinal chemistry.

Application

3,5-Dibromopyridin-4(1H)-one serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling direct functionalization at C3 and C5 positions. Its stability under standard reaction conditions and compatibility with palladium-catalyzed cross-coupling reactions facilitate efficient construction of complex pyridine-based scaffolds. The enol-lactam tautomer enhances electrophilic reactivity while maintaining bench stability, making it ideal for modular synthesis of bioactive molecules and API intermediates.

Synthesis

  • Route1

    References

    • Marsault, Eric; Fraser, Graeme L.; Benakli, Kamel; St-Louis, Carl; Rouillard, Alain; Thomas, Helmut Patent: US2010/93720 A1, 2010 ; Location in patent: Page/Page column 58 ; US 20100093720 A1
  • Route2

    References

    • Synthesis, , # 14 p. 2175 - 2179
  • Route3
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      110-89-4
    • ~%
    • In-stock
      3,5-dibromopyridin-4(1H)-one|CS-W002344
      25813-25-6

    References

    • Chemische Berichte, , vol. 12, p. 988

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   33.12
  • LogP   2.3122
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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