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

  • CAS No. 717843-56-6

  • Cat. No. CS-0097755
  • Purity≥98%
  • MDL No.MFCD08061306

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

3-Bromo-2-methoxy-5-methylpyridine|CS-0097755

Structure of 717843-56-6

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General Information

  • CAS No. 717843-56-6
  • Cat. No. CS-0097755
  • Purity ≥98%
  • MDL No. MFCD08061306
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BrNO
  • Molecular Weight 202.05
  • Synonym(s) 3-Bromo-2-methoxy-5-methylpyridin
  • SMILES CC1=CN=C(OC)C(Br)=C1

Description

3-Bromo-2-methoxy-5-methylpyridine features a pyridine core functionalized with bromo, methoxy, and methyl groups at strategic positions, enabling direct coupling in cross-coupling reactions. The electron-rich aromatic system enhances reactivity in palladium-catalyzed transformations, while the methoxy group improves solubility and stability under standard conditions. This scaffold serves as a key intermediate in medicinal chemistry and agrochemical synthesis.

Application

3-Bromo-2-methoxy-5-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 bromo group facilitates Suzuki, Stille, and Negishi couplings, while the methoxy and methyl substituents provide orthogonal functional handles for further derivatization. Its bench-stable nature and predictable reactivity make it ideal for constructing complex heterocyclic scaffolds in API development workflows.

Synthesis

  • Route1
    • In-stock
      3-Bromo-5-methylpyridin-2(1h)-one|CS-W003118
      17282-02-9
    • null|null
      74-88-4
    • ~%
    • In-stock
      3-Bromo-2-methoxy-5-methylpyridine|CS-0097755
      717843-56-6

    References

    • WO2008/141119 A2, ; Page/Page column 96 ; WO 2008/141119 A2
  • Route2
    • In-stock
      3-Bromo-2-chloro-5-methylpyridine|CS-D0948
      17282-03-0
    • null|null
      124-41-4
    • ~%
    • In-stock
      3-Bromo-2-methoxy-5-methylpyridine|CS-0097755
      717843-56-6

    References

    • WO2013/111105 A1, ; Page/Page column 242; 243 ;

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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