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CS-W001157 4
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5-Bromoquinazoline

  • CAS No. 958452-00-1

  • Cat. No. CS-0019376
  • Purity≥98%
  • MDL No.MFCD11036107

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

5-Bromoquinazoline|CS-0019376

Structure of 958452-00-1

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General Information

  • CAS No. 958452-00-1
  • Cat. No. CS-0019376
  • Purity ≥98%
  • MDL No. MFCD11036107
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrN₂
  • Molecular Weight 209.04
  • Synonym(s) 5-Bromo-quinazoline
  • SMILES BrC1=CC=CC2=NC=NC=C12

Description

5-Bromoquinazoline is a brominated heterocyclic compound featuring a quinazoline core with a reactive bromine substituent at the 5-position. This site enables direct functionalization in cross-coupling reactions, facilitating the synthesis of complex pharmaceutical intermediates. The electron-deficient aromatic system enhances its utility in transition-metal-catalyzed transformations.

Application

5-Bromoquinazoline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to install diverse aryl and heteroaryl substituents. Its bromine atom exhibits high reactivity in standard Suzuki, Stille, and Negishi transformations, facilitating the construction of complex quinazoline-based scaffolds. The compound demonstrates excellent bench stability and compatibility with common protecting groups, making it well-suited for multi-step synthesis and scale-up applications.

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   2.3923
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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