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CS-W001157 4
Total: USD 88.00

2,6-Dibromo-4-methoxypyridine

  • CAS No. 117873-72-0

  • Cat. No. CS-W019246
  • Purity≥95%
  • MDL No.MFCD11036227

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

2,6-Dibromo-4-methoxypyridine|CS-W019246

Structure of 117873-72-0

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General Information

  • CAS No. 117873-72-0
  • Cat. No. CS-W019246
  • Purity ≥95%
  • MDL No. MFCD11036227
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅Br₂NO
  • Molecular Weight 266.92
  • Synonym(s) Pyridine,2,6-dibromo-4-methoxy
  • SMILES COC1=CC(Br)=NC(Br)=C1

Description

2,6-Dibromo-4-methoxypyridine features a pyridine core functionalized with bromine atoms at positions 2 and 6 and a methoxy group at C4, creating a sterically constrained, electron-deficient heterocycle. This configuration enables selective cross-coupling reactions in medicinal chemistry and materials synthesis, offering high reactivity under standard conditions with minimal side-product formation.

Application

2,6-Dibromo-4-methoxypyridine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine derivatives via palladium-catalyzed cross-coupling reactions. The ortho-bromine atoms facilitate sequential functionalization, while the methoxy group provides a handle for selective transformations. Its bench-stable crystalline form and compatibility with standard reaction conditions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      2,6-Dibromo-4-nitropyridine|CS-B0696
      175422-04-5
    • ~97%
    • In-stock
      2,6-Dibromo-4-methoxypyridine|CS-W019246
      117873-72-0

    References

    • Kureha Kagaku Kogyo Kabushiki Kaisha Patent: US6339045 B1, 2002 ; Location in patent: Example 1 ;
  • Route2
    • In-stock
      2,4,6-Tribromopyridine|CS-W006226
      2408-70-0
    • null|null
      124-41-4
    • ~80%
    • In-stock
      2,6-Dibromo-4-methoxypyridine|CS-W019246
      117873-72-0

    References

    • Japan Science and Technology Agency Patent: EP1724251 A1, 2006 ; Location in patent: Page/Page column 5; 9 ;
  • Route3
    • null|null
      437710-07-1
    • ~83%
    • In-stock
      2,6-Dibromo-4-methoxypyridine|CS-W019246
      117873-72-0

    References

    • Mongin, Florence; Trecourt, Francois; Gervais, Bruno; Mongin, Olivier; Queguiner, Guy The Journal of organic chemistry, 2002 , vol. 67, # 10 p. 3272 - 3276

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   22.12
  • LogP   2.6152
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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