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CS-W001157 4
Total: USD 88.00

5-Chloro-2-(methylthio)pyrimidine

  • CAS No. 38275-42-2

  • Cat. No. CS-0045903
  • Purity≥97%
  • MDL No.MFCD00489773

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

5-Chloro-2-(methylthio)pyrimidine|CS-0045903

Structure of 38275-42-2

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General Information

  • CAS No. 38275-42-2
  • Cat. No. CS-0045903
  • Purity ≥97%
  • MDL No. MFCD00489773
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅ClN₂S
  • Molecular Weight 160.62
  • Synonym(s) 5-chloro-2-methylsulfanyl-pyrimidine
  • SMILES CSC1=NC=C(Cl)C=N1

Description

5-Chloro-2-(methylthio)pyrimidine serves as a key heterocyclic scaffold in medicinal chemistry, integrating a chlorinated pyrimidine ring with a methylthio substituent. This combination enables direct functionalization at the 5-position while maintaining stability under standard reaction conditions. The molecule facilitates efficient coupling processes in pharmaceutical synthesis and provides a robust platform for analog development through its reactive halogen site and electron-donating sulfur group.

Application

5-Chloro-2-(methylthio)pyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. The chloro group at C5 facilitates nucleophilic substitution reactions, while the methylthio substituent at C2 offers orthogonal reactivity and enhanced solubility. This compound demonstrates excellent bench stability and compatibility with standard coupling protocols, making it well-suited for modular synthesis of API candidates and heterocyclic intermediates.

Synthesis

  • Route1

    References

    • ICI Australia Limited Patent: US4248618 A1, 1981 ;
  • Route2
    • null|null
      587834-56-8
    • ~9%
    • null|null
      118506-82-4
    • In-stock
      5-Chloro-2-(methylthio)pyrimidine|CS-0045903
      38275-42-2

    References

    • Herstad, Gunnar; Benneche, Tore Journal of Heterocyclic Chemistry, 2003 , vol. 40, # 2 p. 219 - 224
  • Route3
    • null|null
      587834-60-4
    • ~82%
    • In-stock
      5-Chloro-2-(methylthio)pyrimidine|CS-0045903
      38275-42-2
    • null|null
      78-79-5

    References

    • Herstad, Gunnar; Benneche, Tore Journal of Heterocyclic Chemistry, 2003 , vol. 40, # 2 p. 219 - 224

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅱ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   1.8519
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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