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CS-W001157 4
Total: USD 88.00

2,6-dibromo-3-methoxypyridine

  • CAS No. 79491-45-5

  • Cat. No. CS-0061892
  • Purity≥98%
  • MDL No.None

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

2,6-dibromo-3-methoxypyridine|CS-0061892

Structure of 79491-45-5

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General Information

  • CAS No. 79491-45-5
  • Cat. No. CS-0061892
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅Br₂NO
  • Molecular Weight 266.92
  • Synonym(s) Pyridine,2,6-dibromo-3-methoxy
  • SMILES COC1=C(Br)N=C(C=C1)Br

Description

2,6-Dibromo-3-methoxypyridine features a pyridine core functionalized with bromine atoms at the 2 and 6 positions and a methoxy group at the 3 position. This electron-deficient heterocycle enables direct coupling in cross-coupling reactions, offering high regioselectivity. The methoxy substituent enhances solubility and stabilizes the intermediate during palladium-catalyzed transformations.

Application

2,6-Dibromo-3-methoxypyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal reactivity at the brominated positions. The methoxy group enhances solubility and provides a handle for subsequent functionalization, while the molecule exhibits excellent bench stability and ease of purification—ideal for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • In-stock
      2,6-Dibromo-3-hydroxypyridine|CS-W023062
      6602-33-1
    • null|null
      74-88-4
    • ~81%
    • In-stock
      2,6-dibromo-3-methoxypyridine|CS-0061892
      79491-45-5

    References

    • Clark, Gary J.; Deady, Leslie W. Australian Journal of Chemistry, 1981 , vol. 34, # 4 p. 927 - 932
  • Route2

    References

    • Clark, Gary J.; Deady, Leslie W. Australian Journal of Chemistry, 1981 , vol. 34, # 4 p. 927 - 932

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   2.6152
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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