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CS-W001157 4
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2-Bromo-3-(difluoromethoxy)pyridine

  • CAS No. 947249-27-6

  • Cat. No. CS-D0413
  • Purity≥97%
  • MDL No.MFCD13185840

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

2-Bromo-3-(difluoromethoxy)pyridine|CS-D0413

Structure of 947249-27-6

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General Information

  • CAS No. 947249-27-6
  • Cat. No. CS-D0413
  • Purity ≥97%
  • MDL No. MFCD13185840
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrF₂NO
  • Molecular Weight 224.00
  • Synonym(s) None
  • SMILES FC(F)OC1=CC=CN=C1Br

Description

2-Bromo-3-(difluoromethoxy)pyridine features a strategically positioned difluoromethoxy group that enhances lipophilicity and metabolic stability, while the bromine serves as a reactive handle for cross-coupling transformations. This pyridine derivative integrates efficiently into complex heterocyclic scaffolds under standard conditions.

Application

2-Bromo-3-(difluoromethoxy)pyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromine handle and compatible difluoromethoxy substituent. The difluoromethoxy group enhances metabolic stability and modulates lipophilicity, while the pyridine core provides a platform for further functionalization. Its bench-stable nature and predictable reactivity facilitate efficient synthesis of complex heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • Huang, Zilin; Jin, Jeff; Machajewski, Timothy; Antonios-McCrea, William R.; McKenna, Maureen; Poon, Daniel; Renhowe, Paul A.; Sendzik, Martin; Shafer, Cynthia; Smith, Aaron; Xu, Yongjin; Zhang, Qiong; Chen, Zheng Patent: US2013/210818 A1, 2013 ; Location in patent: Paragraph 0414 ;

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   22.12
  • LogP   2.4455
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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