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CS-W001157 4
Total: USD 88.00

6-bromo-2,4-dichloroquinazoline

  • CAS No. 102393-82-8

  • Cat. No. CS-W001034
  • Purity≥95%
  • MDL No.MFCD09744007

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

6-bromo-2,4-dichloroquinazoline|CS-W001034

Structure of 102393-82-8

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General Information

  • CAS No. 102393-82-8
  • Cat. No. CS-W001034
  • Purity ≥95%
  • MDL No. MFCD09744007
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₃BrCl₂N₂
  • Molecular Weight 277.93
  • Synonym(s) Quinazoline, 6-bromo-2,4-dichloro-
  • SMILES Clc1nc(Cl)c2cc(Br)ccc2n1

Description

6-Bromo-2,4-dichloroquinazoline is a halogenated quinazoline derivative featuring bromine at the 6-position and chlorine substituents at the 2- and 4-positions. This electron-deficient scaffold integrates readily into C–N coupling reactions, serving as a key building block for kinase inhibitors and bioactive heterocycles. The molecule exhibits enhanced reactivity in palladium-catalyzed transformations due to its strategic halogen placement.

Application

6-Bromo-2,4-dichloroquinazoline serves as a versatile building block for the synthesis of substituted quinazolines via palladium-catalyzed cross-coupling reactions. The bromo group enables efficient Suzuki, Stille, or Negishi coupling, while the two chlorine atoms provide orthogonal reactivity for sequential functionalization. This compound exhibits good bench stability and facilitates the construction of complex heterocyclic scaffolds relevant to medicinal chemistry and agrochemical development.

Synthesis

  • Route1

    References

    • Volzhina, O. N.; Azimov, V. A.; Medvedev, B. A.; Kazakov, A. A.; Zhikhareva, G. P.; et al. Pharmaceutical Chemistry Journal, 1987 , vol. 21, # 7 p. 478 - 483 Khimiko-Farmatsevticheskii Zhurnal, 1987 , vol. 21, # 7 p. 802 - 807
  • Route2
    • null|null
      32315-10-9
    • In-stock
      5-Bromoanthranilonitrile|CS-W015683
      39263-32-6
    • ~93%
    • In-stock
      6-bromo-2,4-dichloroquinazoline|CS-W001034
      102393-82-8

    References

    • Li, Zhenhua; Wu, Danli; Zhong, Weihui Heterocycles, 2012 , vol. 85, # 6 p. 1417 - 1426
  • Route3
    • 6-Bromo-2H-benzo[e][1,3]oxazine-2,4(3H)-dione|CS-0138305
      24088-82-2
    • ~%
    • In-stock
      6-bromo-2,4-dichloroquinazoline|CS-W001034
      102393-82-8

    References

    • WO2009/143058 A1, ; Page/Page column 69 ;

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   3.6991
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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