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CS-W001157 4
Total: USD 88.00

4-Chloro-6-ethyl-5-fluoropyrimidine

  • CAS No. 137234-74-3

  • Cat. No. CS-B1291
  • Purity≥97%
  • MDL No.MFCD07782087

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

4-Chloro-6-ethyl-5-fluoropyrimidine|CS-B1291

Structure of 137234-74-3

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General Information

  • CAS No. 137234-74-3
  • Cat. No. CS-B1291
  • Purity ≥97%
  • MDL No. MFCD07782087
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆ClFN₂
  • Molecular Weight 160.58
  • Synonym(s) Voriconazole Impurity 26
  • SMILES FC1=C(CC)N=CN=C1Cl

Description

4-Chloro-6-ethyl-5-fluoropyrimidine features a trifunctional pyrimidine core with strategically positioned halogen and alkyl substituents. This electron-deficient heterocycle integrates readily into cross-coupling workflows, offering high reactivity in palladium-catalyzed transformations. The fluorine and chlorine atoms enable precise tuning of electronic properties and facilitate downstream functionalization. Its bench-stable nature supports handling under standard conditions.

Application

4-Chloro-6-ethyl-5-fluoropyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient access to fluorinated pyrimidine scaffolds. Its orthogonal halogenation pattern facilitates selective cross-coupling reactions and nucleophilic substitution, supporting the construction of diverse heterocyclic systems. The molecule exhibits good bench stability and compatibility with standard reaction conditions, simplifying purification and scale-up in synthetic workflows.

Synthesis

  • Route1

    References

    • WO2009/20323 A2, ; Page/Page column 7; 9 ;
  • Route2
    • 2,4-Dichloro-6-ethyl-5-fluoropyrimidine|CS-0137587
      137234-85-6
    • ~%
    • In-stock
      4-Chloro-6-ethyl-5-fluoropyrimidine|CS-B1291
      137234-74-3

    References

    • Organic Process Research and Development, , vol. 5, # 1 p. 28 - 36
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 6, # 16 p. 2031 - 2036

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-H319
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   1.8315
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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