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CS-W001157 4
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5-Bromo-2-fluoropyridine

  • CAS No. 766-11-0

  • Cat. No. CS-D0938
  • Purity≥98%
  • MDL No.MFCD01863742

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

5-Bromo-2-fluoropyridine|CS-D0938

Structure of 766-11-0

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General Information

  • CAS No. 766-11-0
  • Cat. No. CS-D0938
  • Purity ≥98%
  • MDL No. MFCD01863742
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrFN
  • Molecular Weight 175.99
  • Synonym(s) None
  • SMILES FC1=NC=C(Br)C=C1

Description

5-Bromo-2-fluoropyridine is a halogenated pyridine derivative featuring complementary reactive sites for cross-coupling and functionalization. The electron-deficient ring enables efficient palladium-catalyzed transformations, while the fluorine and bromine substituents offer orthogonal reactivity in synthetic sequences. This bench-stable compound integrates seamlessly into complex molecule assembly.

Application

5-Bromo-2-fluoropyridine serves as a versatile building block in medicinal chemistry and cross-coupling synthesis. Its dual halogen functionality enables sequential Pd-catalyzed transformations, with the bromide typically reacting first under standard Suzuki or Buchwald-Hartwig conditions. The fluorine substituent enhances metabolic stability and modulates electronic properties, while the compound exhibits good bench stability and compatibility with common purification methods.

Synthesis

  • Route1

    References

    • US5618821 A1, ;
  • Route2

    References

    • Organic Letters, , vol. 7, # 4 p. 577 - 579

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H315-H319-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   1.9832
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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