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CS-W001157 4
Total: USD 88.00

2-Bromo-3-methylpyridine

  • CAS No. 3430-17-9

  • Cat. No. CS-W007712
  • Purity≥97%
  • MDL No.MFCD00239380

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

2-Bromo-3-methylpyridine|CS-W007712

Structure of 3430-17-9

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General Information

  • CAS No. 3430-17-9
  • Cat. No. CS-W007712
  • Purity ≥97%
  • MDL No. MFCD00239380
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrN
  • Molecular Weight 172.03
  • Synonym(s) 2-Bromo-3-picoline
  • SMILES CC1=CC=CN=C1Br

Description

2-Bromo-3-methylpyridine features a bromine atom at the 2-position and a methyl group at the 3-position on a pyridine ring, creating a sterically hindered, electron-deficient heterocycle. This combination enables selective cross-coupling reactions under palladium catalysis, delivering functionalized pyridyl scaffolds with high regiocontrol. The molecule exhibits bench-stable handling characteristics and compatibility with diverse reaction conditions in medicinal chemistry and materials synthesis.

Application

2-Bromo-3-methylpyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity at the bromine site. The methyl group provides a handle for further functionalization, while the pyridine core offers favorable electronic properties for subsequent derivatization. Its bench-stable nature and compatibility with standard reaction conditions make it suitable for iterative synthesis of complex pharmaceutical intermediates and agrochemical scaffolds.

Synthesis

  • Route1

    References

    • Ashimori; Ono; Uchida; Ohtaki; Fukaya; Watanabe; Yokoyama Chemical and Pharmaceutical Bulletin, 1990 , vol. 38, # 9 p. 2446 - 2458
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 68, p. 2574,2576
  • Route3
    • 2,3-Dibromopyridine|CS-D1702
      13534-89-9
    • null|null
      74-88-4
    • ~94%
    • In-stock
      2-Bromo-3-methylpyridine|CS-W007712
      3430-17-9

    References

    • Nagaki, Aiichiro; Yamada, Shigeyuki; Doi, Masatomo; Tomida, Yutaka; Takabayashi, Naofumi; Yoshida, Jun-Ichi Green Chemistry, 2011 , vol. 13, # 5 p. 1110 - 1113

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352

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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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