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CS-W001157 4
Total: USD 88.00

5-Bromo-2-chloro-4-(methylthio)pyrimidine

  • CAS No. 59549-51-8

  • Cat. No. CS-W006348
  • Purity≥98%
  • MDL No.MFCD07781218

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

5-Bromo-2-chloro-4-(methylthio)pyrimidine|CS-W006348

Structure of 59549-51-8

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General Information

  • CAS No. 59549-51-8
  • Cat. No. CS-W006348
  • Purity ≥98%
  • MDL No. MFCD07781218
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BrClN₂S
  • Molecular Weight 239.52
  • Synonym(s) 5-Bromo-2-chloro-4-(methylthio)
  • SMILES CSC1=NC(Cl)=NC=C1Br

Description

5-Bromo-2-chloro-4-(methylthio)pyrimidine serves as a key heterocyclic building block for pharmaceutical intermediates and agrochemical synthesis. The molecule features orthogonal halogen handles—bromine at C5 and chlorine at C2—enabling selective cross-coupling reactions. The methylthio group at C4 enhances reactivity in transition-metal-catalyzed transformations while maintaining stability under standard handling conditions.

Application

5-Bromo-2-chloro-4-(methylthio)pyrimidine serves as a versatile building block in heterocyclic synthesis, enabling efficient construction of pyrimidine-based scaffolds through palladium-catalyzed cross-coupling reactions. The bromo and chloro substituents provide orthogonal reactivity for sequential functionalization, while the methylthio group offers a stable, easily displaced sulfur handle. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for medicinal chemistry and process development workflows.

Safety Information

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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   25.78
  • LogP   2.6144
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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