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CS-W001157 4
Total: USD 88.00

5-Chloropyrimidine

  • CAS No. 17180-94-8

  • Cat. No. CS-W005718
  • Purity≥98%
  • MDL No.MFCD03840717

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

5-Chloropyrimidine|CS-W005718

Structure of 17180-94-8

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General Information

  • CAS No. 17180-94-8
  • Cat. No. CS-W005718
  • Purity ≥98%
  • MDL No. MFCD03840717
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃ClN₂
  • Molecular Weight 114.53
  • Synonym(s) Pyrimidine, 5-chloro- (6CI,8CI,9CI)
  • SMILES ClC1=CN=CN=C1

Description

5-Chloropyrimidine serves as a key heterocyclic building block in medicinal chemistry and agrochemical synthesis. This electron-deficient pyrimidine core facilitates nucleophilic substitution reactions, enabling efficient incorporation into diverse molecular architectures. The chlorine atom at the 5-position provides a reactive handle for C–C or C–heteroatom bond formation under mild conditions. Its bench-stable nature supports straightforward handling in standard synthetic workflows.

Application

5-Chloropyrimidine serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient construction of pyrimidine-based scaffolds. Its chlorine substituent facilitates nucleophilic substitution reactions with amines, thiols, and other heteroatoms, allowing rapid access to diverse functionalized derivatives. The compound exhibits good bench stability and compatibility with standard reaction conditions, making it well-suited for modular synthesis and scale-up applications.

Synthesis

  • Route1
    • In-stock
      3,4-Dichloro-5-hydroxyfuran-2(5H)-one|CS-0037410
      766-40-5
    • null|null
      77287-34-4
    • ~63%
    • In-stock
      5-Chloropyrimidine|CS-W005718
      17180-94-8

    References

    • Kress, Thomas J.; Szymanski, Edward Journal of Heterocyclic Chemistry, 1983 , vol. 20, p. 1721 - 1722
  • Route2

    References

    • Journal of the Chemical Society, , p. 2323,2327
  • Route3
    • Imidazole Ondansetron Impurity|CS-0229601
      288-32-4
    • null|null
      67-66-3
    • ~%
    • In-stock
      Chloropyrazine|CS-W018537
      14508-49-7
    • In-stock
      5-Chloropyrimidine|CS-W005718
      17180-94-8

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , p. 1427 - 1430

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   25.78
  • LogP   1.13
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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