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CS-W001157 4
Total: USD 88.00

6-Bromo-2-chloroquinazoline

  • CAS No. 882672-05-1

  • Cat. No. CS-D1643
  • Purity≥95%
  • MDL No.MFCD09261000

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

6-Bromo-2-chloroquinazoline|CS-D1643

Structure of 882672-05-1

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General Information

  • CAS No. 882672-05-1
  • Cat. No. CS-D1643
  • Purity ≥95%
  • MDL No. MFCD09261000
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄BrClN₂
  • Molecular Weight 243.49
  • Synonym(s) T66 BN DNJ CG HE
  • SMILES ClC1=NC=C2C=C(Br)C=CC2=N1

Description

6-Bromo-2-chloroquinazoline is a halogenated quinazoline derivative featuring bromine at the 6-position and chlorine at the 2-position. This electron-deficient scaffold enables direct coupling in cross-coupling reactions, serving as a key building block for pharmaceutical intermediates and functional materials. The molecule exhibits enhanced stability under standard conditions and integrates readily into complex heterocyclic architectures.

Application

6-Bromo-2-chloroquinazoline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The bromine at the 6-position facilitates efficient Suzuki, Stille, or Negishi coupling, while the ortho-chloro group offers potential for selective functionalization. Its stability under standard reaction conditions and compatibility with diverse protecting groups make it well-suited for constructing complex quinazoline-based scaffolds in API development.

Synthesis

  • Route1
    • 6-Bromoquinazolin-2(1H)-one|CS-0044439
      79885-37-3
    • ~53%
    • In-stock
      6-Bromo-2-chloroquinazoline|CS-D1643
      882672-05-1

    References

    • BLUEPRINT MEDICINES; BIFULCO, Neil, Jr.; BROOIJMANS, Natasja; HODOUS, Brian, L.; KIM, Joseph, L.; MIDUTURU, Chandrasekhar, V. Patent: WO2014/11900 A2, 2014 ; Location in patent: Page/Page column 37; 38 ;
  • Route2

    References

    • WO2014/11900 A2, ;
  • Route3

    References

    • WO2014/11900 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

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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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