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5-Bromo-2-fluoro-3-methoxypyridine

  • CAS No. 880870-66-6

  • Cat. No. CS-0059248
  • Purity≥97%
  • MDL No.None

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

5-Bromo-2-fluoro-3-methoxypyridine|CS-0059248

Structure of 880870-66-6

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General Information

  • CAS No. 880870-66-6
  • Cat. No. CS-0059248
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrFNO
  • Molecular Weight 206.01
  • Synonym(s) None
  • SMILES COC1=CC(Br)=CN=C1F

Description

5-Bromo-2-fluoro-3-methoxypyridine features a trifunctional pyridine core with complementary halogen and methoxy groups, enabling selective cross-coupling and functionalization in late-stage diversification. This bench-stable heterocycle integrates efficiently into pharmaceutical intermediates and agrochemical scaffolds under standard conditions.

Application

5-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 supports directed ortho-metalation and enhances metabolic stability. Its methoxy substituent provides favorable solubility and electronic modulation, making it well-suited for the synthesis of bioactive heterocycles and API intermediates.

Synthesis

  • Route1

    References

    • Satoh, Motohide; Aramaki, Hisateru; Nakamura, Hiroshi; Inoue, Masafumi; Kawakami, Hiroshi; Shinkai, Hisashi; Matsuzaki, Yuji; Yamataka, Kazunobu Patent: US2006/84665 A1, 2006 ; Location in patent: Page/Page column 70 ;

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-H320-H335
Precautionary Statements : P261-P280-P302+P352

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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