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4-chloro-6-(trifluoromethyl)nicotinic acid

  • CAS No. 1060810-66-3

  • Cat. No. CS-0029730
  • Purity≥98%
  • MDL No.MFCD13188812

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

4-chloro-6-(trifluoromethyl)nicotinic acid|CS-0029730

Structure of 1060810-66-3

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General Information

  • CAS No. 1060810-66-3
  • Cat. No. CS-0029730
  • Purity ≥98%
  • MDL No. MFCD13188812
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃ClF₃NO₂
  • Molecular Weight 225.55
  • Synonym(s) 4-Chloro-6-trifluoroMethyl-nicotinic acid
  • SMILES O=C(C1=C(Cl)C=C(C(F)(F)F)N=C1)O

Description

4-chloro-6-(trifluoromethyl)nicotinic acid features a trifluoromethyl group that enhances electron-withdrawing character and metabolic stability, while the chloro substituent provides a site for further functionalization. This scaffold integrates readily into bioactive molecules, particularly in medicinal chemistry and agrochemical development.

Application

4-Chloro-6-(trifluoromethyl)nicotinic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles. Its orthogonal functionalization profile—combining a reactive chloro group and a stable trifluoromethyl-substituted pyridine core—facilitates palladium-catalyzed couplings and direct arylation reactions. The compound exhibits excellent bench stability and compatibility with common protecting group strategies, making it ideal for modular synthesis of pharmaceutical intermediates and agrochemical scaffolds.

Synthesis

  • Route1

    References

    • BAYER INTELLECTUAL PROPERTY GMBH; GREUL, Jörg, Nico; MANSFIELD, Darren; FÜSSLEIN, Martin; RIECK, Heiko; RIEDRICH, Matthias; RODEFELD, Lars; KATHER, Kristian; MALSAM, Olga; LÖSEL, Peter; VOERSTE, Arnd; SCHWARZ, Hans-Georg; ILG, Kerstin; GÖRGENS, Ulrich; CARLES, Lionel; COQUERON, Pierrre-Yves; DESBORDES, Philippe; MERESSE, Philippe Patent: WO2013/64460 A1, 2013 ; Location in patent: Page/Page column 120; 121 ;

Safety Information

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

Quality Control

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   2.452
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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