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CS-W001157 4
Total: USD 88.00

3,5-Dibromo-1-methylpyridin-2-one

  • CAS No. 14529-54-5

  • Cat. No. CS-D1344
  • Purity≥97%
  • MDL No.MFCD00464328

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

3,5-Dibromo-1-methylpyridin-2-one|CS-D1344

Structure of 14529-54-5

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General Information

  • CAS No. 14529-54-5
  • Cat. No. CS-D1344
  • Purity ≥97%
  • MDL No. MFCD00464328
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅Br₂NO
  • Molecular Weight 266.92
  • Synonym(s) 3,5-Dibromopyridine-2-ol
  • SMILES O=C1C(Br)=CC(Br)=CN1C

Description

3,5-Dibromo-1-methylpyridin-2-one features a brominated pyridinone core with enhanced electrophilicity at the 2-position, enabling efficient coupling in cross-coupling and functionalization workflows. The methyl group provides steric and electronic modulation, while the dibromo substitution ensures high reactivity under palladium catalysis. This bench-stable compound serves as a versatile scaffold for medicinal chemistry and materials synthesis.

Application

3,5-Dibromo-1-methylpyridin-2-one serves as a versatile building block for the synthesis of brominated heterocycles and pharmaceutical intermediates. Its orthogonal reactivity enables selective functionalization at the pyridinone core, facilitating palladium-catalyzed cross-coupling reactions. The molecule exhibits bench stability and compatibility with common protecting group strategies, making it suitable for multi-step synthetic sequences in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 104, # 15 p. 4142 - 4146
  • Route2

    References

    • Chemistry of Heterocyclic Compounds (New York, NY, United States), , vol. 18, # 12 p. 1284 - 1286 Khimiya Geterotsiklicheskikh Soedinenii, , vol. 18, # 12 p. 1662 - 1664
  • Route3
    • In-stock
      3,5-Dibromopyridine|CS-W019948
      625-92-3
    • null|null
      77-78-1
    • ~%
    • In-stock
      3,5-Dibromo-1-methylpyridin-2-one|CS-D1344
      14529-54-5

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 84, p. 447

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

Quality Control

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Computational Chemistry Data

  • TPSA   22
  • LogP   1.9103
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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