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CS-W001157 4
Total: USD 88.00

5-Bromo-2-(difluoromethyl)pyridine

  • CAS No. 845827-13-6

  • Cat. No. CS-W005281
  • Purity≥97%
  • MDL No.MFCD11977429

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

5-Bromo-2-(difluoromethyl)pyridine|CS-W005281

Structure of 845827-13-6

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General Information

  • CAS No. 845827-13-6
  • Cat. No. CS-W005281
  • Purity ≥97%
  • MDL No. MFCD11977429
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrF₂N
  • Molecular Weight 208.00
  • Synonym(s) Pyridine, 5-Bromo-2-(Difluoromethyl)-
  • SMILES FC(F)C1=NC=C(Br)C=C1

Description

5-Bromo-2-(difluoromethyl)pyridine features a strategically positioned difluoromethyl group that enhances metabolic stability and modulates electronic properties. This electron-deficient pyridine serves as a key building block in medicinal chemistry, enabling direct incorporation into bioactive scaffolds through cross-coupling reactions.

Application

5-Bromo-2-(difluoromethyl)pyridine serves as a versatile building block for the synthesis of functionalized heterocycles and pharmaceutical intermediates. The difluoromethyl group imparts enhanced metabolic stability and modulates electronic properties, while the bromine enables palladium-catalyzed cross-coupling reactions. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient downstream derivatization in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • ELI LILLY AND COMPANY Patent: US2012/302608 A1, 2012 ; Location in patent: Page/Page column 11 ;
  • Route2
    • In-stock
      5-Bromo-2-iodopyridine|CS-W002668
      223463-13-6
    • null|null
      1438388-96-5
    • ~74%
    • In-stock
      5-Bromo-2-(difluoromethyl)pyridine|CS-W005281
      845827-13-6

    References

    • Prakash, G. K. Surya; Ganesh, Somesh K.; Jones, John-Paul; Kulkarni, Aditya; Masood, Kamil; Swabeck, Joseph K.; Olah, George A. Angewandte Chemie - International Edition, 2012 , vol. 51, # 48 p. 12090 - 12094 Angew. Chem., 2012 , vol. 124, # 48 p. 12256 - 12260,5
  • Route3

    References

    • US2013/288897 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.7817
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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