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CS-W001157 4
Total: USD 88.00

4-(Trifluoromethyl)pyrimidine-5-carboxylic acid

  • CAS No. 220880-12-6

  • Cat. No. CS-W022034
  • Purity≥97%
  • MDL No.None

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

4-(Trifluoromethyl)pyrimidine-5-carboxylic acid|CS-W022034

Structure of 220880-12-6

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General Information

  • CAS No. 220880-12-6
  • Cat. No. CS-W022034
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃F₃N₂O₂
  • Molecular Weight 192.10
  • Synonym(s) 4-trifluoromethyl-pyrimidine-5-carboxylic acid ethyl ester
  • SMILES O=C(C1=CN=CN=C1C(F)(F)F)O

Description

4-(Trifluoromethyl)pyrimidine-5-carboxylic acid features a trifluoromethyl group at the 4-position and a carboxylic acid at the 5-position on a pyrimidine scaffold, delivering enhanced electron-withdrawing character and metabolic stability. This configuration supports direct incorporation into bioactive molecules, enabling efficient conjugation in medicinal chemistry and materials science applications.

Application

4-(Trifluoromethyl)pyrimidine-5-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles through standard coupling and functionalization reactions. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the carboxylic acid facilitates direct derivatization or conjugation. The molecule exhibits good bench stability and compatibility with common reaction conditions, making it well-suited for iterative synthesis workflows and API development.

Synthesis

  • Route1
    • 4-Chloro-6-(trifluoromethyl)pyrimidine-5-carboxylic acid|CS-0873803
      887626-22-4
    • ~80%
    • In-stock
      4-(Trifluoromethyl)pyrimidine-5-carboxylic acid|CS-W022034
      220880-12-6

    References

    • Schlosser, Manfred; Lefebvre, Olivier; Ondi, Levente European Journal of Organic Chemistry, 2006 , # 6 p. 1593 - 1598
  • Route2
    • 5-Bromo-4-chloro-6-(trifluoromethyl)pyrimidine|CS-0060723
      425392-76-3
    • ~%
    • In-stock
      4-(Trifluoromethyl)pyrimidine-5-carboxylic acid|CS-W022034
      220880-12-6

    References

    • European Journal of Organic Chemistry, , # 6 p. 1593 - 1598
  • Route3

    References

    • European Journal of Organic Chemistry, , # 6 p. 1593 - 1598

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   63.08
  • LogP   1.1936
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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