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CS-W001157 4
Total: USD 88.00

2-Hydroxy-3-trifluoromethyl pyridine

  • CAS No. 22245-83-6

  • Cat. No. CS-W002444
  • Purity≥98%
  • MDL No.MFCD00153194

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

2-Hydroxy-3-trifluoromethyl pyridine|CS-W002444

Structure of 22245-83-6

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General Information

  • CAS No. 22245-83-6
  • Cat. No. CS-W002444
  • Purity ≥98%
  • MDL No. MFCD00153194
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄F₃NO
  • Molecular Weight 163.10
  • Synonym(s) 3-(trifluoromethyl)pyridin-2-ol
  • SMILES FC(c1ccc[nH]c1=O)(F)F

Description

2-Hydroxy-3-trifluoromethyl pyridine features a strategically positioned trifluoromethyl group that enhances electron-withdrawal and metabolic stability. This fluorinated heterocycle integrates readily into bioactive scaffolds, offering improved lipophilicity and resistance to oxidative degradation in medicinal chemistry applications.

Application

2-Hydroxy-3-trifluoromethyl pyridine serves as a versatile building block for heterocyclic synthesis, enabling direct functionalization at the C2 position via electrophilic substitution or metal-catalyzed coupling. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the phenolic hydroxyl facilitates derivatization through etherification or esterification. Its bench-stable nature and compatibility with common reaction conditions make it suitable for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1
    • α-Pyridone Levetiracetam Impurity|CS-0213990
      142-08-5
    • null|null
      2314-97-8
    • ~48%
    • In-stock
      2-Hydroxy-3-trifluoromethyl pyridine|CS-W002444
      22245-83-6

    References

    • SAGAMI CHEMICAL RESEARCH CENTER; Tosoh F-Tech, Inc. Patent: EP2080744 A1, 2009 ; Location in patent: Page/Page column 7-8 ;
  • Route2

    References

    • Kagabu, Shinzo Synthetic Communications, 2006 , vol. 36, # 9 p. 1235 - 1245

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   32.86
  • LogP   1.3937
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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