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CS-W001157 4
Total: USD 88.00

Methyl 6-(trifluoromethyl)picolinate

  • CAS No. 155377-05-2

  • Cat. No. CS-0036523
  • Molecule weight205.13
  • Purity≥97%
  • MDL No.MFCD02090527

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

Methyl 6-(trifluoromethyl)picolinate|CS-0036523

Structure of 155377-05-2

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General Information

  • CAS No. 155377-05-2
  • Cat. No. CS-0036523
  • Purity ≥97%
  • MDL No. MFCD02090527
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆F₃NO₂
  • Molecular Weight 205.13
  • Synonym(s) 2-pyridinecarboxylic acid, 6-(trifluoromethyl)-, methyl ester
  • SMILES COC(=O)C1=NC(=CC=C1)C(F)(F)F

Description

Methyl 6-(trifluoromethyl)picolinate features a trifluoromethyl group at the pyridine ring's 6-position, enhancing electron-withdrawing character and metabolic stability. This bench-stable ester integrates readily into synthetic sequences requiring fluorinated heterocycles, offering improved solubility and reactivity in transition metal-catalyzed couplings and nucleophilic substitutions.

Application

Methyl 6-(trifluoromethyl)picolinate serves as a versatile building block in medicinal chemistry, enabling efficient access to trifluoromethylated heterocyclic scaffolds. Its pyridine core exhibits enhanced metabolic stability and modulated basicity, while the ester group facilitates downstream functionalization via hydrolysis, reduction, or coupling reactions. The trifluoromethyl moiety imparts favorable lipophilicity and bioavailability profiles, making it a practical choice for lead optimization campaigns in drug discovery.

Synthesis

  • Route1
    • null|null
      67-56-1
    • null|null
      201230-82-2
    • In-stock
      2-Chloro-6-(trifluoromethyl)pyridine|CS-W002204
      39890-95-4
    • ~96%
    • In-stock
      Methyl 6-(trifluoromethyl)picolinate|CS-0036523
      155377-05-2

    References

    • ELI LILLY AND COMPANY Patent: WO2009/131814 A2, 2009 ; Location in patent: Page/Page column 45 ; WO 2009/131814 A2

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   39.19
  • LogP   1.887
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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