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CS-W001157 4
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3-bromo-5-chloro-2-methoxypyridine

  • CAS No. 102830-75-1

  • Cat. No. CS-W000828
  • Purity≥98%
  • MDL No.MFCD08059322

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

3-bromo-5-chloro-2-methoxypyridine|CS-W000828

Structure of 102830-75-1

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General Information

  • CAS No. 102830-75-1
  • Cat. No. CS-W000828
  • Purity ≥98%
  • MDL No. MFCD08059322
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrClNO
  • Molecular Weight 222.47
  • Synonym(s) 2-Methoxy-3-Bromo-5-Chloropyridine
  • SMILES COc1ncc(Cl)cc1Br

Description

3-Bromo-5-chloro-2-methoxypyridine features a halogenated pyridine core with complementary reactive sites for cross-coupling and functionalization. The methoxy group enhances solubility and modulates electronic properties, while the ortho-bromine enables palladium-catalyzed transformations. This compound serves as a key building block in pharmaceutical synthesis and agrochemical development under standard conditions.

Application

3-Bromo-5-chloro-2-methoxypyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates efficient Suzuki, Stille, or Negishi coupling, while the chloro and methoxy substituents provide tunable electronic and steric profiles. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

  • Route1

    References

    • Journal of Heterocyclic Chemistry, , vol. 22, p. 1583 - 1592
  • Route2

    References

    • Journal of Heterocyclic Chemistry, , vol. 22, p. 1583 - 1592

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   22.12
  • LogP   2.5061
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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