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5-Bromo-2-(2,2,2-trifluoroethoxy)pyridine

  • CAS No. 126728-58-3

  • Cat. No. CS-0102210
  • Molecule weight256.02
  • Purity≥97%
  • MDL No.MFCD07374892

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

5-Bromo-2-(2,2,2-trifluoroethoxy)pyridine|CS-0102210

Structure of 126728-58-3

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General Information

  • CAS No. 126728-58-3
  • Cat. No. CS-0102210
  • Purity ≥97%
  • MDL No. MFCD07374892
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrF₃NO
  • Molecular Weight 256.02
  • Synonym(s) 5-BROMO-2-(2,2,2-TRIFLUORO-ETHOXY)-PYRIDINE
  • SMILES FC(F)(F)COC1=NC=C(Br)C=C1

Description

5-Bromo-2-(2,2,2-trifluoroethoxy)pyridine is a fluorinated heterocyclic building block featuring a bromine at the C5 position and a trifluoroethoxy group at C2. This combination imparts enhanced electron-withdrawing character and improved metabolic stability, enabling efficient coupling in palladium-catalyzed cross-coupling reactions. The molecule exhibits excellent bench stability and solubility in common organic solvents, facilitating straightforward integration into complex synthetic sequences.

Application

5-Bromo-2-(2,2,2-trifluoroethoxy)pyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo functionality and electron-deficient pyridine core. The trifluoroethoxy group enhances metabolic stability and modulates lipophilicity, offering favorable physicochemical properties for drug discovery. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of complex heterocyclic scaffolds.

Safety Information

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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   2.7852
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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