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CS-W001157 4
Total: USD 88.00

5-Bromo-2-chloro-4-(trifluoromethyl)pyridine

  • CAS No. 823221-93-8

  • Cat. No. CS-0041351
  • Purity≥97%
  • MDL No.MFCD11100520

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

5-Bromo-2-chloro-4-(trifluoromethyl)pyridine|CS-0041351

Structure of 823221-93-8

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General Information

  • CAS No. 823221-93-8
  • Cat. No. CS-0041351
  • Purity ≥97%
  • MDL No. MFCD11100520
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂BrClF₃N
  • Molecular Weight 260.44
  • Synonym(s) None
  • SMILES FC(C1=CC(Cl)=NC=C1Br)(F)F

Description

5-Bromo-2-chloro-4-(trifluoromethyl)pyridine is a halogenated pyridine derivative featuring orthogonal reactivity at multiple positions. The trifluoromethyl group imparts strong electron-withdrawing character, while the bromo and chloro substituents enable selective cross-coupling reactions under palladium catalysis. This compound serves as a key building block in the synthesis of advanced pharmaceutical intermediates and functionalized heterocycles.

Application

5-Bromo-2-chloro-4-(trifluoromethyl)pyridine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the ortho-halogen substitution pattern facilitates selective functionalization. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for constructing complex heterocyclic scaffolds.

Synthesis

  • Route1

    References

    • Tetrahedron, , vol. 60, # 51 p. 11869 - 11874
  • Route2

    References

    • Tetrahedron, , vol. 60, # 51 p. 11869 - 11874
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 19, # 23 p. 6578 - 6581

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-H332-H335-H317
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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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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