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CS-W001157 4
Total: USD 88.00

4,7-Dichloroquinazoline

  • CAS No. 2148-57-4

  • Cat. No. CS-W008281
  • Purity≥95%
  • MDL No.MFCD00023911

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

4,7-Dichloroquinazoline|CS-W008281

Structure of 2148-57-4

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General Information

  • CAS No. 2148-57-4
  • Cat. No. CS-W008281
  • Purity ≥95%
  • MDL No. MFCD00023911
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄Cl₂N₂
  • Molecular Weight 199.04
  • Synonym(s) 7-dichloroquinazoline
  • SMILES ClC1=CC2=NC=NC(Cl)=C2C=C1

Description

4,7-Dichloroquinazoline delivers a highly electron-deficient heterocyclic scaffold ideal for transition metal-catalyzed coupling reactions. This bench-stable compound features two strategically positioned chlorine atoms enabling efficient functionalization at C4 and C7 positions. Its rigidity and polar character enhance binding affinity in kinase inhibitor design and support incorporation into advanced pharmaceutical intermediates.

Application

4,7-Dichloroquinazoline serves as a versatile building block in medicinal chemistry, enabling direct functionalization at C4 and C7 positions via palladium-catalyzed cross-coupling reactions. Its dual electrophilic sites facilitate the construction of complex quinazoline-based scaffolds with high regiocontrol. The compound exhibits excellent bench stability and compatibility with diverse reaction conditions, making it well-suited for iterative synthesis and scale-up in API development.

Synthesis

  • Route1

    References

    • ELAN PHARMACEUTICALS, INC.; XU, Ying-Zi; ARTIS, Dean, R.; BOWERS, Simeon; HOM, Roy, K.; SHAM, Hing, L.; YUAN, Shendong Patent: WO2013/142613 A1, 2013 ; Location in patent: Page/Page column 175 ;
  • Route2
    • Benzoic acid, 2-amino-4-chloro-|CS-0654083
      89-77-0
    • ~%
    • In-stock
      4,7-Dichloroquinazoline|CS-W008281
      2148-57-4

    References

    • , vol. 37, # 7 p. 907 - 911
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 11, # 4 p. 545 - 548

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H318
Precautionary Statements : P264-P270-P280-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   2.9366
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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