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CS-W001157 4
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7-Bromoquinazoline

  • CAS No. 89892-22-8

  • Cat. No. CS-W008870
  • Purity≥97%
  • MDL No.MFCD07778500

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

7-Bromoquinazoline|CS-W008870

Structure of 89892-22-8

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General Information

  • CAS No. 89892-22-8
  • Cat. No. CS-W008870
  • Purity ≥97%
  • MDL No. MFCD07778500
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrN₂
  • Molecular Weight 209.04
  • Synonym(s) quinazoline, 7-bromo-
  • SMILES BrC1=CC2=NC=NC=C2C=C1

Description

7-Bromoquinazoline serves as a key heterocyclic scaffold in medicinal chemistry, featuring a bromine substituent at the 7-position that enables facile functionalization via cross-coupling reactions. This electron-deficient quinazoline core integrates readily into kinase inhibitor designs and other bioactive architectures, offering enhanced reactivity and metabolic stability under standard bench conditions.

Application

7-Bromoquinazoline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl scaffolds. Its bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, facilitating efficient synthesis of complex quinazoline derivatives. The compound exhibits excellent bench stability and compatibility with diverse functional groups, making it well-suited for iterative synthetic strategies in drug discovery.

Synthesis

  • Route1

    References

    • SCHERING CORPORATION Patent: WO2008/82487 A2, 2008 ; Location in patent: Page/Page column 106 ; WO 2008/082487 A2

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   25.78
  • LogP   2.3923
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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