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CS-W001157 4
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2,3-Dibromo-4-methylpyridine

  • CAS No. 871483-22-6

  • Cat. No. CS-M1278
  • Purity≥98%
  • MDL No.MFCD09753264

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

2,3-Dibromo-4-methylpyridine|CS-M1278

Structure of 871483-22-6

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General Information

  • CAS No. 871483-22-6
  • Cat. No. CS-M1278
  • Purity ≥98%
  • MDL No. MFCD09753264
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅Br₂N
  • Molecular Weight 250.92
  • Synonym(s) 2,3-Dibromo-4-picoline
  • SMILES BrC1=NC=CC(C)=C1Br

Description

2,3-Dibromo-4-methylpyridine features a pyridine core with strategically positioned bromo and methyl substituents, enabling selective cross-coupling reactions. The electron-deficient ring facilitates palladium-catalyzed transformations, while the sterically accessible 4-methyl group enhances regiocontrol in C–H functionalization. This compound serves as a key building block for bioactive heterocycles and advanced materials synthesis under standard conditions.

Application

2,3-Dibromo-4-methylpyridine serves as a versatile building block in heterocyclic synthesis, enabling regioselective functionalization via palladium-catalyzed cross-coupling reactions. The bromine atoms at the 2- and 3-positions exhibit high reactivity in Suzuki, Stille, and Negishi couplings, while the 4-methyl group provides steric and electronic modulation. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • AnorMED Inc. Patent: US2005/277668 A1, 2005 ; Location in patent: Page/Page column 28 ; US 20050277668 A1

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

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