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CS-W001157 4
Total: USD 88.00

2,5-Dibromo-3-methylpyridine

  • CAS No. 3430-18-0

  • Cat. No. CS-W009012
  • Purity≥98%
  • MDL No.MFCD02093085

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

2,5-Dibromo-3-methylpyridine|CS-W009012

Structure of 3430-18-0

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General Information

  • CAS No. 3430-18-0
  • Cat. No. CS-W009012
  • Purity ≥98%
  • MDL No. MFCD02093085
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅Br₂N
  • Molecular Weight 250.92
  • Synonym(s) 2-CHLORO-5-HYDROXY-3-PICOLINE; 2,5-Dibromo-3-methylpyridine
  • SMILES BrC(C(C)=C1)=NC=C1Br

Description

2,5-Dibromo-3-methylpyridine features a pyridine core substituted with bromine atoms at the 2- and 5-positions and a methyl group at the 3-position, delivering a sterically accessible, electron-deficient platform. This configuration enables direct coupling in cross-coupling reactions, particularly in palladium-catalyzed processes, where the halogen sites facilitate selective functionalization. The molecule exhibits bench-stable handling characteristics under standard conditions.

Application

2,5-Dibromo-3-methylpyridine serves as a versatile building block for constructing functionalized heterocycles in medicinal chemistry and materials science. The methyl group enables directed ortho-metalation, while the dibromo substitution pattern facilitates sequential cross-coupling reactions under palladium catalysis. Its bench-stable solid form and compatibility with standard Suzuki, Stille, and Negishi protocols make it ideal for iterative synthesis of complex pyridyl scaffolds.

Synthesis

  • Route1

    References

    • CUSHMAN, Mark S.; KISELEV, Evgeny A.; MORRELL, Andrew E. Patent: US2014/18360 A1, 2014 ; Location in patent: Paragraph 0175 ;
  • Route2

    References

    • European Journal of Medicinal Chemistry, , vol. 24, # 3 p. 249 - 258

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H318
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362-P405-P501

Quality Control

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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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