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CS-W001157 4
Total: USD 88.00

6-Bromo-2-fluoro-3-methoxypyridine

  • CAS No. 850142-73-3

  • Cat. No. CS-0061939
  • Purity≥95%
  • MDL No.MFCD04112568

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

6-Bromo-2-fluoro-3-methoxypyridine|CS-0061939

Structure of 850142-73-3

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General Information

  • CAS No. 850142-73-3
  • Cat. No. CS-0061939
  • Purity ≥95%
  • MDL No. MFCD04112568
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrFNO
  • Molecular Weight 206.01
  • Synonym(s) None
  • SMILES COC1=C(F)N=C(C=C1)Br

Description

6-Bromo-2-fluoro-3-methoxypyridine features a trifunctional pyridine core with bromo, fluoro, and methoxy groups positioned for orthogonal reactivity. This electron-deficient heterocycle enables selective cross-coupling and C–H functionalization under mild conditions, delivering access to complex pharmaceutical intermediates with high regiocontrol.

Application

6-Bromo-2-fluoro-3-methoxypyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the fluorine and methoxy substituents provide tunable electronic effects and enhanced metabolic stability. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

  • Route1
    • In-stock
      6-Bromo-2-fluoropyridin-3-ol|CS-0030008
      850142-72-2
    • null|null
      74-88-4
    • ~50%
    • In-stock
      6-Bromo-2-fluoro-3-methoxypyridine|CS-0061939
      850142-73-3

    References

    • PFIZER JAPAN, INC.; PFIZER INC. Patent: WO2005/35522 A1, 2005 ; Location in patent: Page/Page column 74-75 ; WO 2005/035522 A1
  • Route2
    • In-stock
      6-Bromo-2-fluoropyridin-3-ol|CS-0030008
      850142-72-2
    • null|null
      124-41-4
    • null|null
      74-88-4
    • ~49%
    • In-stock
      6-Bromo-2-fluoro-3-methoxypyridine|CS-0061939
      850142-73-3

    References

    • PFIZER JAPAN INC.; PFIZER INC. Patent: WO2005/35523 A1, 2005 ; Location in patent: Page/Page column 43 ; WO 2005/035523 A1

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   1.9918
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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