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CS-W001157 4
Total: USD 88.00

3-Bromo-5-fluoro-2-methoxypyridine

  • CAS No. 884494-81-9

  • Cat. No. CS-W003209
  • Purity≥98%
  • MDL No.MFCD04972397

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

3-Bromo-5-fluoro-2-methoxypyridine|CS-W003209

Structure of 884494-81-9

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General Information

  • CAS No. 884494-81-9
  • Cat. No. CS-W003209
  • Purity ≥98%
  • MDL No. MFCD04972397
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrFNO
  • Molecular Weight 206.01
  • Synonym(s) 3-Bromo-5-fluoro-2-methoxypyrdine; 3-Bromo-5-fluoro-2-methoxypyridine
  • SMILES COC1=NC=C(F)C=C1Br

Description

3-Bromo-5-fluoro-2-methoxypyridine features a pyridine core functionalized with bromo, fluoro, and methoxy groups at distinct positions, enabling selective cross-coupling and derivatization. The electron-deficient ring facilitates palladium-catalyzed reactions, while the methoxy group enhances solubility and stability under standard conditions. This scaffold serves as a key intermediate in pharmaceutical synthesis and materials chemistry.

Application

3-Bromo-5-fluoro-2-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 efficient C–C bond formation, while the fluoro and methoxy substituents provide tunable electronic and steric properties. 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
      3-Bromo-5-fluoropyridin-2(1H)-one|CS-0102949
      884494-94-4
    • null|null
      74-88-4
    • ~43%
    • In-stock
      3-Bromo-5-fluoro-2-methoxypyridine|CS-W003209
      884494-81-9

    References

    • ARRAY BIOPHARMA INC.; ALLEN, Shelley; ANDREWS, Steven S.; CONDROSKI, Kevin Ronald; HAAS, Julia; HUANG, Lily; JIANG, Yutong; KERCHER, Timothy; SEO, Jeongbeob Patent: WO2011/6074 A1, 2011 ; Location in patent: Page/Page column 74-75 ;

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   1.9918
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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