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CS-W001157 4
Total: USD 88.00

2-Bromo-5-methoxypyridine

  • CAS No. 105170-27-2

  • Cat. No. CS-D1766
  • Purity≥98%
  • MDL No.MFCD07781221

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

2-Bromo-5-methoxypyridine|CS-D1766

Structure of 105170-27-2

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General Information

  • CAS No. 105170-27-2
  • Cat. No. CS-D1766
  • Purity ≥98%
  • MDL No. MFCD07781221
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO
  • Molecular Weight 188.02
  • Synonym(s) T6NJ BE EO1 [WLN]
  • SMILES COC1=CN=C(Br)C=C1

Description

2-Bromo-5-methoxypyridine features a pyridine core with bromine at the 2-position and a methoxy group at the 5-position, enabling selective cross-coupling reactions. This electron-deficient heterocycle integrates readily into complex molecular architectures under standard conditions.

Application

2-Bromo-5-methoxypyridine serves as a versatile building block in medicinal chemistry and cross-coupling synthesis. The bromine moiety enables reliable Suzuki, Stille, and Negishi couplings, while the methoxy group provides moderate electron-donating character and orthogonal reactivity. Its bench-stable solid form facilitates handling and purification, making it well-suited for iterative heterocyclic construction and API intermediate development.

Synthesis

  • Route1

    References

    • Reimann; Erdle Pharmazie, 2000 , vol. 55, # 12 p. 907 - 912
  • Route2
    • In-stock
      6-Bromopyridin-3-ol|CS-D0986
      55717-45-8
    • null|null
      74-88-4
    • ~76%
    • In-stock
      2-Bromo-5-methoxypyridine|CS-D1766
      105170-27-2

    References

    • MERCK PATENT GMBH Patent: WO2009/46784 A1, 2009 ; Location in patent: Page/Page column 67 ; WO 2009/046784 A1
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 14, # 23 p. 5835 - 5839

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   1.8527
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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