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

  • CAS No. 1211580-54-9

  • Cat. No. CS-0042931
  • Purity≥96%
  • MDL No.MFCD18257229

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

4-Bromo-2-(difluoromethyl)pyridine|CS-0042931

Structure of 1211580-54-9

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General Information

  • CAS No. 1211580-54-9
  • Cat. No. CS-0042931
  • Purity ≥96%
  • MDL No. MFCD18257229
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrF₂N
  • Molecular Weight 208.00
  • Synonym(s) None
  • SMILES FC(C1=NC=CC(Br)=C1)F

Description

4-Bromo-2-(difluoromethyl)pyridine features a strategically positioned difluoromethyl group that enhances metabolic stability and modulates electronic properties. This electron-deficient pyridine serves as a key building block in medicinal chemistry, enabling direct incorporation into bioactive molecules via cross-coupling reactions. The bromine moiety provides a high-reactivity handle for further functionalization.

Application

4-Bromo-2-(difluoromethyl)pyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined reactivity profile. The difluoromethyl group imparts enhanced metabolic stability and modulates electronic properties, while the bromopyridine moiety facilitates efficient functionalization via Suzuki-Miyaura or Negishi couplings. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB Patent: US2010/125082 A1, 2010 ; Location in patent: Page/Page column 24; 25 ; US 20100125082 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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

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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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