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CS-W001157 4
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2-Bromo-6-(difluoromethyl)pyridine

  • CAS No. 872365-91-8

  • Cat. No. CS-0042749
  • Molecule weight208.00
  • Purity≥98%
  • MDL No.MFCD16140194

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

2-Bromo-6-(difluoromethyl)pyridine|CS-0042749

Structure of 872365-91-8

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General Information

  • CAS No. 872365-91-8
  • Cat. No. CS-0042749
  • Purity ≥98%
  • MDL No. MFCD16140194
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrF₂N
  • Molecular Weight 208.00
  • Synonym(s) 6-Bromo-alpha,alpha-difluoro-2-picoline
  • SMILES FC(C1=CC=CC(Br)=N1)F

Description

2-Bromo-6-(difluoromethyl)pyridine features a strategically positioned difluoromethyl group that enhances metabolic stability and modulates electronic properties. This bench-stable heterocycle integrates readily into cross-coupling workflows, serving as a key building block for fluorinated pharmaceutical intermediates and functional materials.

Application

2-Bromo-6-(difluoromethyl)pyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity profile. The difluoromethyl group imparts enhanced metabolic stability and modulates electronic properties, while the bromopyridine moiety facilitates efficient functionalization. Its bench-stable nature and compatibility with standard coupling protocols make it a practical choice for constructing complex heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • Britton, Thomas Charles; Dehlinger, Veronique; Fivush, Adam Michael; Hollinshead, Sean Patrick; Vokits, Benjamin Paul Patent: US2009/253750 A1, 2009 ; Location in patent: Page/Page column 9 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.7817
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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