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CS-W001157 4
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2,4-Dibromoquinazoline

  • CAS No. 872998-61-3

  • Cat. No. CS-0019340
  • Purity≥95%
  • MDL No.MFCD09909697

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

2,4-Dibromoquinazoline|CS-0019340

Structure of 872998-61-3

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General Information

  • CAS No. 872998-61-3
  • Cat. No. CS-0019340
  • Purity ≥95%
  • MDL No. MFCD09909697
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄Br₂N₂
  • Molecular Weight None
  • Synonym(s) None
  • SMILES BrC1=C2C=CC=CC2=NC(Br)=N1

Description

2,4-Dibromoquinazoline serves as a key building block in medicinal chemistry, featuring two bromine substituents at electron-rich positions that enable efficient palladium-catalyzed cross-coupling reactions. This stable, bench-ready heterocycle integrates readily into complex scaffolds for kinase inhibitor development and functional materials synthesis.

Application

2,4-Dibromoquinazoline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl and heterocyclic scaffolds. The dibromo substitution pattern provides high reactivity in Suzuki, Stille, and Negishi couplings, facilitating rapid diversification of quinazoline cores. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for iterative synthesis campaigns targeting kinase inhibitors and other bioactive molecules.

Synthesis

  • Route1

    References

    • Tangirala, Raghuraman; Antony, Smitha; Agama, Keli; Pommier, Yves; Curran, Dennis P. Synlett, 2005 , # 18 art. no. Y06205ST, p. 2843 - 2846

Safety Information

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GHS Pictogram : N/A
GHS No : N/A
Signal Word : N/A
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   3.1548
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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