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CS-W001157 4
Total: USD 88.00

2,4,6-Trichloropyrimidine-5-carboxylic acid

  • CAS No. 93416-51-4

  • Cat. No. CS-0045860
  • Purity≥98%
  • MDL No.MFCD09909820

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

2,4,6-Trichloropyrimidine-5-carboxylic acid|CS-0045860

Structure of 93416-51-4

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General Information

  • CAS No. 93416-51-4
  • Cat. No. CS-0045860
  • Purity ≥98%
  • MDL No. MFCD09909820
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅HCl₃N₂O₂
  • Molecular Weight 227.43
  • Synonym(s) 2,4,6-Trichloro-5-pyrimidinecarboxylic acid
  • SMILES O=C(C1=C(Cl)N=C(Cl)N=C1Cl)O

Description

2,4,6-Trichloropyrimidine-5-carboxylic acid features a highly electron-deficient pyrimidine core flanked by three chlorine substituents, enabling efficient coupling in nucleophilic aromatic substitution reactions. The carboxylic acid group provides a versatile handle for derivatization, facilitating incorporation into bioconjugates and pharmaceutical intermediates under mild conditions. This compound exhibits excellent stability and compatibility with diverse reaction environments.

Application

2,4,6-Trichloropyrimidine-5-carboxylic acid serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyrimidines via nucleophilic aromatic substitution. The trichloro pattern provides high reactivity at C2, C4, and C6 positions, while the carboxylic acid group facilitates derivatization and purification. Its bench stability and compatibility with standard coupling protocols make it a practical choice for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      NSC 6494|CS-W008766
      3764-01-0
    • null|null
      124-38-9
    • ~49%
    • In-stock
      2,4,6-Trichloropyrimidine-5-carboxylic acid|CS-0045860
      93416-51-4

    References

    • Takeda Pharmaceutical Company Limited Patent: US2011/152273 A1, 2011 ; Location in patent: Page/Page column 34 ;
  • Route2

    References

    • Ciba-Geigy Corporation Patent: US4507146 A1, 1985 ;
  • Route3

    References

    • Ciba-Geigy Corporation Patent: US4507146 A1, 1985 ;

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

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Computational Chemistry Data

  • TPSA   63.08
  • LogP   2.135
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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