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CS-W001157 4
Total: USD 88.00

2,3-Dibromo-5-methylpyridine

  • CAS No. 29232-39-1

  • Cat. No. CS-B0810
  • Molecule weightNone
  • Purity≥95%
  • MDL No.MFCD04112574

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

2,3-Dibromo-5-methylpyridine|CS-B0810

Structure of 29232-39-1

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General Information

  • CAS No. 29232-39-1
  • Cat. No. CS-B0810
  • Purity ≥95%
  • MDL No. MFCD04112574
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅Br₂N
  • Molecular Weight None
  • Synonym(s) Pyridine,2,3-dibromo-5-methyl-
  • SMILES CC1=CN=C(Br)C(Br)=C1

Description

2,3-Dibromo-5-methylpyridine features a pyridine core with bromine substituents at the 2 and 3 positions and a methyl group at the 5 position, delivering enhanced reactivity for cross-coupling transformations. The electron-deficient aromatic ring enables efficient palladium-catalyzed coupling, while the sterically accessible site facilitates selective functionalization. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and advanced materials.

Application

2,3-Dibromo-5-methylpyridine serves as a versatile building block for constructing nitrogen-containing heterocycles and functionalized pyridine derivatives. Its ortho-dibromide substitution enables palladium-catalyzed cross-coupling reactions with minimal side reactivity, while the methyl group provides a handle for further oxidation or functionalization. The compound exhibits good bench stability and facilitates efficient purification via standard chromatographic methods, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • TAKEDA PHARMACEUTICAL COMPANY LIMITED Patent: WO2008/16184 A1, 2008 ; Location in patent: Page/Page column 187-188 ;
  • Route2
    • null|null
      78-85-3
    • null|null
      3252-43-5
    • ~40%
    • In-stock
      2,3-Dibromo-5-methylpyridine|CS-B0810
      29232-39-1

    References

    • Pews, R. Garth; Lysenko, Zenon Journal of Organic Chemistry, 1985 , vol. 50, # 25 p. 5115 - 5119

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-P280-P330-P405-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.91502
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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