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CS-W001157 4
Total: USD 88.00

7-Bromo-2-chloroquinazoline

  • CAS No. 953039-66-2

  • Cat. No. CS-W009223
  • Purity≥97%
  • MDL No.MFCD11040175

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

7-Bromo-2-chloroquinazoline|CS-W009223

Structure of 953039-66-2

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General Information

  • CAS No. 953039-66-2
  • Cat. No. CS-W009223
  • Purity ≥97%
  • MDL No. MFCD11040175
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄BrClN₂
  • Molecular Weight 243.49
  • Synonym(s) 7-bromo-2-chloro-quinazoline
  • SMILES ClC1=NC=C2C=CC(Br)=CC2=N1

Description

7-Bromo-2-chloroquinazoline is a halogenated quinazoline scaffold featuring complementary reactivity at the 7-bromo and 2-chloro positions. This electron-deficient heterocycle enables direct functionalization in cross-coupling reactions, serving as a key intermediate in medicinal chemistry for kinase inhibitor development. The molecule exhibits high stability under standard conditions and facilitates modular diversification through orthogonal substitution pathways.

Application

7-Bromo-2-chloroquinazoline serves as a versatile building block for the synthesis of quinazoline-based pharmaceuticals and functional materials. The molecule features orthogonal halogen handles—bromine at C7 and chlorine at C2—that enable selective cross-coupling reactions under palladium catalysis. Its bench-stable crystalline form facilitates handling and purification, while its compatibility with diverse reaction conditions supports efficient access to complex heterocyclic scaffolds in medicinal chemistry and materials science workflows.

Synthesis

  • Route1
    • 7-Bromoquinazolin-2(1H)-one|CS-0092668
      953039-65-1
    • ~65%
    • In-stock
      7-Bromo-2-chloroquinazoline|CS-W009223
      953039-66-2

    References

    • NOVARTIS VACCINES and DIAGNOSTICS, INC. Patent: WO2007/117607 A2, 2007 ; Location in patent: Page/Page column 334 ;
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 23, # 24 p. 6829 - 6833
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 23, # 24 p. 6829 - 6833

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   25.78
  • LogP   3.0457
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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