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CS-W001157 4
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5-Bromo-2-methylpyridine

  • CAS No. 3430-13-5

  • Cat. No. CS-W019938
  • Molecule weight172.02
  • Purity≥98%
  • MDL No.MFCD00661170

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

5-Bromo-2-methylpyridine|CS-W019938

Structure of 3430-13-5

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General Information

  • CAS No. 3430-13-5
  • Cat. No. CS-W019938
  • Purity ≥98%
  • MDL No. MFCD00661170
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrN
  • Molecular Weight 172.02
  • Synonym(s) 5-Bromo-2-picoline; 5-Bromo-2-methylpyridine
  • SMILES CC1=NC=C(Br)C=C1

Description

5-Bromo-2-methylpyridine is a bench-stable, moisture-tolerant heterocyclic building block featuring a bromine atom at the 5-position and a methyl group at the 2-position on the pyridine ring. This electronic and steric configuration enables direct functionalization in cross-coupling reactions, facilitating efficient access to substituted pyridines for pharmaceutical and agrochemical development.

Application

5-Bromo-2-methylpyridine serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity profile. The bromo group facilitates efficient functionalization, while the methyl substituent provides steric and electronic modulation. Its bench stability and compatibility with standard reaction conditions make it a reliable scaffold for constructing heterocyclic APIs and advanced intermediates.

Synthesis

  • Route1

    References

    • WO2012/101453 A1, ; Page/Page column 47 ; WO 2012/101453 A1
  • Route2
    • null|null
      109-06-8
    • ~%
    • In-stock
      5-Bromo-2-methylpyridine|CS-W019938
      3430-13-5
    • In-stock
      3-Bromo-2-methylpyridine|CS-W002494
      38749-79-0

    References

    • Journal of Medicinal Chemistry, , vol. 30, # 5 p. 871 - 880
  • Route3
    • null|null
      109-06-8
    • ~10%
    • In-stock
      5-Bromo-2-methylpyridine|CS-W019938
      3430-13-5

    References

    • Jagusch, Carsten; Negri, Matthias; Hille, Ulrike E.; Hu, Qingzhong; Bartels, Marc; Jahn-Hoffmann, Kerstin; Mendieta, Mariano A.E. Pinto-Bazurco; Rodenwaldt, Barbara; Mueller-Vieira, Ursula; Schmidt, Dirk; Lauterbach, Thomas; Recanatini, Maurizio; Cavalli, Andrea; Hartmann, Rolf W. Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 4 p. 1992 - 2010

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   12.89
  • LogP   2.15252
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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