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CS-W001157 4
Total: USD 88.00

4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid

  • CAS No. 313339-35-4

  • Cat. No. CS-W003273
  • Purity≥97%
  • MDL No.MFCD06208699

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

4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid|CS-W003273

Structure of 313339-35-4

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General Information

  • CAS No. 313339-35-4
  • Cat. No. CS-W003273
  • Purity ≥97%
  • MDL No. MFCD06208699
  • Storage -20°C, stored under nitrogen, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄Cl₂N₂O₂S
  • Molecular Weight 239.08
  • Synonym(s) 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylicacid
  • SMILES CSc1nc(Cl)c(c(n1)Cl)C(=O)O

Description

4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid features a highly reactive pyrimidine core functionalized with two chlorine atoms at C4 and C6, a methylthio group at C2, and a carboxylic acid at C5. This combination enables direct coupling in heterocyclic synthesis, particularly for constructing bioactive nucleoside analogs and kinase inhibitors under mild conditions. The molecule’s electron-deficient nature enhances its utility in transition-metal-catalyzed cross-coupling reactions.

Application

4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. Its dichloro substitution pattern facilitates nucleophilic displacement reactions, while the methylthio and carboxylic acid groups offer orthogonal reactivity for downstream functionalization. The compound exhibits good bench stability and is amenable to standard purification methods, making it well-suited for use in multi-step syntheses of kinase inhibitors and other bioactive heterocycles.

Synthesis

  • Route1

    References

    • EP2471793 A1, ; Page/Page column 58 ;
  • Route2

    References

    • WO2012/97478 A1, ;

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   63.08
  • LogP   2.2035
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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