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CS-W001157 4
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2-bromo-3-chloro-5-(trifluoromethyl)pyridine

  • CAS No. 75806-84-7

  • Cat. No. CS-W002440
  • Molecule weight260.44
  • Purity≥98%
  • MDL No.MFCD00153072

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

2-bromo-3-chloro-5-(trifluoromethyl)pyridine|CS-W002440

Structure of 75806-84-7

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General Information

  • CAS No. 75806-84-7
  • Cat. No. CS-W002440
  • Purity ≥98%
  • MDL No. MFCD00153072
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂BrClF₃N
  • Molecular Weight 260.44
  • Synonym(s) None
  • SMILES Brc1ncc(cc1Cl)C(F)(F)F

Description

2-Bromo-3-chloro-5-(trifluoromethyl)pyridine features a trifluoromethyl group that enhances electron-withdrawal and metabolic stability, while the bromo and chloro substituents enable selective cross-coupling reactions. This pyridine derivative serves as a key building block in pharmaceutical synthesis, particularly for kinase inhibitors and bioactive heterocycles.

Application

2-Bromo-3-chloro-5-(trifluoromethyl)pyridine serves as a versatile heterocyclic building block for constructing pharmaceutical and agrochemical scaffolds. Its orthogonal halogenation pattern enables sequential cross-coupling reactions, facilitating the assembly of complex substituted pyridines. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the molecule exhibits excellent bench stability and compatibility with palladium-catalyzed coupling protocols.

Synthesis

  • Route1

    References

    • Tsoung, Jennifer; Panteleev, Jane; Tesch, Matthias; Lautens, Mark Organic Letters, 2014 , vol. 16, # 1 p. 110 - 113

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.5163
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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