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CS-W001157 4
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5-Bromo-2-methoxy-3-methylpyridine

  • CAS No. 760207-87-2

  • Cat. No. CS-M0029
  • Purity≥98%
  • MDL No.MFCD07375124

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

5-Bromo-2-methoxy-3-methylpyridine|CS-M0029

Structure of 760207-87-2

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General Information

  • CAS No. 760207-87-2
  • Cat. No. CS-M0029
  • Purity ≥98%
  • MDL No. MFCD07375124
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BrNO
  • Molecular Weight 202.05
  • Synonym(s) 5-Bromo-3-methyl-2-methoxypyridine; 5-Bromo-2-methoxy-3-methylpyridine
  • SMILES BrC1=CN=C(OC)C(C)=C1

Description

5-Bromo-2-methoxy-3-methylpyridine features a pyridine core functionalized with bromo, methoxy, and methyl groups at strategic positions, enabling selective cross-coupling and derivatization. The electron-deficient ring facilitates palladium-catalyzed reactions, while the methoxy and methyl substituents enhance solubility and stability under standard conditions. This scaffold serves as a key intermediate in medicinal chemistry for nitrogen-rich heterocycles.

Application

5-Bromo-2-methoxy-3-methylpyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined regiochemistry and stability under standard reaction conditions. The methoxy and methyl groups provide orthogonal functional handles for further derivatization, while the bromo substituent facilitates efficient C–C bond formation. Its bench-stable solid form and predictable reactivity make it ideal for modular synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1
    • In-stock
      2,5-Dibromo-3-methylpyridine|CS-W009012
      3430-18-0
    • null|null
      124-41-4
    • ~87%
    • In-stock
      5-Bromo-2-methoxy-3-methylpyridine|CS-M0029
      760207-87-2

    References

    • ASTRAZENECA AB Patent: WO2007/8146 A1, 2007 ; Location in patent: Page/Page column 42-43 ; WO 2007/008146 A1
  • Route2
    • In-stock
      5-Bromo-3-methylpyridin-2-ol|CS-D0817
      89488-30-2
    • null|null
      74-88-4
    • ~%
    • In-stock
      5-Bromo-2-methoxy-3-methylpyridine|CS-M0029
      760207-87-2

    References

    • WO2008/67644 A1, ; Page/Page column 39-40 ;
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 24 p. 7512 - 7517

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   2.16112
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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