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Ethyl 4-chloroquinazoline-2-carboxylate

  • CAS No. 34632-69-4

  • Cat. No. CS-0041693
  • Molecule weight236.65
  • Purity≥98%
  • MDL No.MFCD04107645

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

Ethyl 4-chloroquinazoline-2-carboxylate|CS-0041693

Structure of 34632-69-4

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General Information

  • CAS No. 34632-69-4
  • Cat. No. CS-0041693
  • Purity ≥98%
  • MDL No. MFCD04107645
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉ClN₂O₂
  • Molecular Weight 236.65
  • Synonym(s) ETHYL 4-CHLORO-2-QUINAZOLINECARBOXYLATE
  • SMILES CCOC(=O)C1=NC2=CC=CC=C2C(Cl)=N1

Description

Ethyl 4-chloroquinazoline-2-carboxylate features a chlorinated quinazoline core that enables direct functionalization at the C4 position. This electron-deficient heterocycle integrates readily into synthetic sequences requiring robust, polarizable scaffolds. The ester group enhances solubility and facilitates downstream transformations.

Application

Ethyl 4-chloroquinazoline-2-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to quinazoline-based scaffolds. The chloro substituent at the C4 position facilitates nucleophilic substitution reactions, while the ester group supports subsequent transformations such as hydrolysis or coupling. Its bench-stable nature and compatibility with standard cross-coupling protocols make it well-suited for the synthesis of kinase inhibitors and other bioactive heterocycles.

Synthesis

  • Route1

    References

    • Yuan, Yunyun; Elbegdorj, Orgil; Beletskaya, Irina O.; Selley, Dana E.; Zhang, Yan Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 18 p. 5045 - 5048

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

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Computational Chemistry Data

  • TPSA   52.08
  • LogP   2.4599
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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