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CS-W001157 4
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2,4-Dichloro-5-fluoroquinazoline

  • CAS No. 87611-00-5

  • Cat. No. CS-0045342
  • Purity≥95%
  • MDL No.MFCD09954883

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

2,4-Dichloro-5-fluoroquinazoline|CS-0045342

Structure of 87611-00-5

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General Information

  • CAS No. 87611-00-5
  • Cat. No. CS-0045342
  • Purity ≥95%
  • MDL No. MFCD09954883
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₃Cl₂FN₂
  • Molecular Weight 217.03
  • Synonym(s) 4-dichloro-5-fluoroquinazoline
  • SMILES FC1=CC=CC2=C1C(Cl)=NC(Cl)=N2

Description

2,4-Dichloro-5-fluoroquinazoline serves as a pivotal building block in medicinal chemistry, featuring a halogenated quinazoline core that enables direct functionalization via cross-coupling. The electron-deficient framework supports efficient palladium-catalyzed reactions, while the orthogonal reactivity of chlorine and fluorine atoms allows for sequential derivatization. This compound exhibits excellent stability under standard bench conditions and integrates readily into kinase inhibitor scaffolds.

Application

2,4-Dichloro-5-fluoroquinazoline serves as a versatile building block in medicinal chemistry, enabling efficient construction of quinazoline-based scaffolds. Its ortho-dichloro substitution pattern facilitates regioselective nucleophilic aromatic substitution, while the 5-fluoro group enhances reactivity toward amines and thiols. The compound exhibits good bench stability and is readily purified by column chromatography, making it ideal for use in iterative synthesis campaigns targeting kinase inhibitors and other bioactive heterocycles.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 50, # 10 p. 2297 - 2300

Safety Information

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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

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   3.0757
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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