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CS-W001157 4
Total: USD 88.00

2,4-Dichloro-3-fluoropyridine

  • CAS No. 628691-85-0

  • Cat. No. CS-W006715
  • Purity≥95%
  • MDL No.MFCD12196994

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

2,4-Dichloro-3-fluoropyridine|CS-W006715

Structure of 628691-85-0

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General Information

  • CAS No. 628691-85-0
  • Cat. No. CS-W006715
  • Purity ≥95%
  • MDL No. MFCD12196994
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂Cl₂FN
  • Molecular Weight 165.98
  • Synonym(s) None
  • SMILES FC1=C(Cl)C=CN=C1Cl

Description

2,4-Dichloro-3-fluoropyridine features a strategically positioned fluorine and two chlorine atoms on the pyridine ring, creating a highly electron-deficient heterocyclic scaffold. This combination enables selective coupling reactions in pharmaceutical synthesis, particularly in cross-coupling and nucleophilic aromatic substitution processes. The molecule exhibits enhanced reactivity and stability under standard conditions, making it a valuable building block for complex heterocyclic systems.

Application

2,4-Dichloro-3-fluoropyridine serves as a versatile building block in medicinal chemistry, enabling selective nucleophilic substitution reactions due to its orthogonal halogen reactivity. The fluorine atom at C3 facilitates directed metalation, while the dichloro substitution pattern supports sequential coupling strategies. Its bench-stable nature and compatibility with palladium-catalyzed cross-coupling make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

  • Route1

    References

    • MERCK SHARP and DOHME LIMITED Patent: WO2003/99816 A1, 2003 ; Location in patent: Page 51 ; WO 03/099816 A1

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   12.89
  • LogP   2.5275
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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