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CS-W001157 4
Total: USD 88.00

6-Bromo-5-fluoropicolinic acid

  • CAS No. 1052714-46-1

  • Cat. No. CS-B0745
  • Molecule weight220.00
  • Purity≥96%
  • MDL No.MFCD13185797

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

6-Bromo-5-fluoropicolinic acid|CS-B0745

Structure of 1052714-46-1

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General Information

  • CAS No. 1052714-46-1
  • Cat. No. CS-B0745
  • Purity ≥96%
  • MDL No. MFCD13185797
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrFNO₂
  • Molecular Weight 220.00
  • Synonym(s) 6-Bromo-5-fluoropyridine-2-carboxylic acid
  • SMILES O=C(C1=NC(Br)=C(F)C=C1)O

Description

6-Bromo-5-fluoropicolinic acid features a strategically positioned bromo and fluoro substitution on the picolinic acid scaffold, enabling selective functionalization in heterocyclic synthesis. The electron-deficient pyridine ring facilitates coupling reactions under mild conditions, while the carboxylic acid group provides a robust handle for amide formation and derivatization. This compound serves as a key building block for bioactive nitrogen-containing scaffolds.

Application

6-Bromo-5-fluoropicolinic acid serves as a versatile building block for the synthesis of fluorinated heterocycles and bioactive molecules. Its dual halogenation pattern enables palladium-catalyzed cross-coupling reactions, while the carboxylic acid group facilitates direct derivatization or amidation. The compound exhibits good bench stability and compatibility with standard purification methods, making it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • ARRAY BIOPHARMA INC.; BOYS, Mark Laurence; DELISLE, Robert Kirk; HICKEN, Erik James; KENNEDY, April L.; MARESKA, David A.; MARMSATER, Fredrik P.; MUNSON, Mark C.; NEWHOUSE, Brad; RAST, Bryson; RIZZI, James P.; RODRIGUEZ, Martha E.; TOPALOV, George T.; ZHAO, Qian Patent: WO2012/82689 A1, 2012 ; Location in patent: Page/Page column 91-92 ; WO 2012/082689 A1

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

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   1.6814
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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