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CS-W001157 4
Total: USD 88.00

2,4-Dichloro-7-methylquinazoline

  • CAS No. 25171-19-1

  • Cat. No. CS-0208116
  • Purity≥97%
  • MDL No.MFCD11858254

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

2,4-Dichloro-7-methylquinazoline|CS-0208116

Structure of 25171-19-1

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General Information

  • CAS No. 25171-19-1
  • Cat. No. CS-0208116
  • Purity ≥97%
  • MDL No. MFCD11858254
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆Cl₂N₂
  • Molecular Weight 213.06
  • Synonym(s) 2,4-DICHLORO-1,2,3,4-TETRAHYDRO-7-METHYLQUINAZOLINE
  • SMILES CC1=CC2=NC(Cl)=NC(Cl)=C2C=C1

Description

2,4-Dichloro-7-methylquinazoline is a bench-stable heterocyclic scaffold featuring electron-deficient aromatic character and orthogonal reactivity. This compound integrates readily into medicinal chemistry campaigns, serving as a core for kinase inhibitor development and enabling direct coupling to nucleophilic partners under mild conditions.

Application

2,4-Dichloro-7-methylquinazoline serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The dichloro substitution pattern provides orthogonal reactivity for sequential derivatization, while the 7-methyl group enhances metabolic stability and modulates electronic properties. Bench-stable and readily purified by recrystallization, it functions effectively in the synthesis of kinase inhibitors and other bioactive heterocyclic scaffolds.

Synthesis

  • Route1
    • 7-Methylquinazoline-2,4-diol|CS-0361128
      62484-15-5
    • ~68%
    • In-stock
      2,4-Dichloro-7-methylquinazoline|CS-0208116
      25171-19-1

    References

    • Smits, Rogier A.; Lim, Herman D.; Van Der Meer, Tiffany; Kuhne, Sebastiaan; Bessembinder, Karin; Zuiderveld, Obbe P.; Wijtmans, Maikel; De Esch, Iwan J.P.; Leurs, Rob Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 1 p. 461 - 467
  • Route2

    References

    • Journal of the Chemical Society, , p. 1759,1765
  • Route3

    References

    • Journal of the Chemical Society, , p. 1759,1765

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   3.24502
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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