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CS-W001157 4
Total: USD 88.00

4,5-Dichloropyrimidine

  • CAS No. 6554-61-6

  • Cat. No. CS-W009244
  • Purity≥95%
  • MDL No.MFCD09743880

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

4,5-Dichloropyrimidine|CS-W009244

Structure of 6554-61-6

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General Information

  • CAS No. 6554-61-6
  • Cat. No. CS-W009244
  • Purity ≥95%
  • MDL No. MFCD09743880
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂Cl₂N₂
  • Molecular Weight 148.98
  • Synonym(s) Pyrimidine,4,5-dichloro-
  • SMILES ClC1=CN=CN=C1Cl

Description

4,5-Dichloropyrimidine serves as a pivotal heterocyclic scaffold for constructing bioactive molecules. This electron-deficient pyrimidine core facilitates efficient nucleophilic substitution reactions, enabling rapid diversification at C4 and C5 positions. The molecule exhibits excellent stability under standard conditions and integrates readily into pharmaceutical intermediates, agrochemicals, and functional materials.

Application

4,5-Dichloropyrimidine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient functionalization at C4 and C5 positions via palladium-catalyzed cross-coupling reactions. Its high reactivity and bench stability facilitate the construction of complex heterocyclic scaffolds, including substituted pyrimidines found in kinase inhibitors and antiviral agents. The dichloro substitution pattern provides orthogonal reactivity for sequential transformations, while the core structure exhibits excellent compatibility with standard synthetic workflows.

Synthesis

  • Route1
    • 5-Chloro-3,4-dihydropyrimidin-4-one hydrochloride|CS-0768195
      197228-37-8
    • ~64%
    • In-stock
      4,5-Dichloropyrimidine|CS-W009244
      6554-61-6

    References

    • Gebauer, Olaf; Heinemann, Ulrich; Herrmann, Stefan; Guth, Oliver; Elbe, Hans-Ludwig; Gayer, Herbert; Greul, Joerg Nico; Hillebrand, Stefan; Ebbert, Ronald; Wachendorff-Neumann, Ulrike; Dahmen, Peter; Kuck, Karl-Heinz Patent: US2007/37828 A1, 2007 ;
  • Route2

    References

    • WO2004/35549 A1, ; Page 75 ; WO 2004/035549 A1
  • Route3

    References

    • Journal of the Chemical Society, , p. 3478,3481

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   1.7834
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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