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2-Bromo-6-chloro-3-methylpyridine

  • CAS No. 867377-03-5

  • Cat. No. CS-0112932
  • Purity≥98%
  • MDL No.MFCD11044269

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

2-Bromo-6-chloro-3-methylpyridine|CS-0112932

Structure of 867377-03-5

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General Information

  • CAS No. 867377-03-5
  • Cat. No. CS-0112932
  • Purity ≥98%
  • MDL No. MFCD11044269
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrClN
  • Molecular Weight 206.47
  • Synonym(s) Pyridine,2-bromo-6-chloro-3-methyl
  • SMILES CC1=CC=C(Cl)N=C1Br

Description

2-Bromo-6-chloro-3-methylpyridine features a sterically accessible pyridine core with complementary halogen handles enabling direct functionalization. The ortho-halogen arrangement supports efficient cross-coupling, while the methyl group enhances solubility and modulates electronic properties. This scaffold integrates readily into bioactive heterocycles and advanced materials under standard conditions.

Application

2-Bromo-6-chloro-3-methylpyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates efficient Suzuki, Stille, or Negishi couplings, while the chloro and methyl functionalities offer complementary sites for further functionalization. Bench-stable and readily purified by distillation, it supports scalable synthesis of substituted pyridine scaffolds relevant to pharmaceutical and agrochemical development.

Synthesis

  • Route1

    References

    • Mamane, Victor; Fort, Yves Journal of Organic Chemistry, 2005 , vol. 70, # 20 p. 8220 - 8223
  • Route2
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    • In-stock
      2-Bromo-6-chloro-3-methylpyridine|CS-0112932
      867377-03-5

    References

    • Mamane, Victor; Fort, Yves Journal of Organic Chemistry, 2005 , vol. 70, # 20 p. 8220 - 8223

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-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.80592
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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