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CS-W001157 4
Total: USD 88.00

2-(Chloromethyl)-4-methylquinazoline

  • CAS No. 109113-72-6

  • Cat. No. CS-M2666
  • Purity≥95%
  • MDL No.MFCD09807547

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

2-(Chloromethyl)-4-methylquinazoline|CS-M2666

Structure of 109113-72-6

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General Information

  • CAS No. 109113-72-6
  • Cat. No. CS-M2666
  • Purity ≥95%
  • MDL No. MFCD09807547
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉ClN₂
  • Molecular Weight 192.64
  • Synonym(s) NSC 48971; 2-chloromethyl-4-methyl Quinazoline; 2-(Chloromethyl)-4-methylquinazoline
  • SMILES CC1=C2C=CC=CC2=NC(CCl)=N1

Description

2-(Chloromethyl)-4-methylquinazoline features a reactive chloromethyl group positioned for efficient functionalization, enabling direct coupling in synthetic workflows. The quinazoline core provides a rigid, electron-deficient scaffold ideal for medicinal chemistry applications. This compound offers bench-stable handling and compatibility with diverse reaction conditions.

Application

2-(Chloromethyl)-4-methylquinazoline serves as a versatile electrophilic building block for C–H functionalization and nucleophilic substitution reactions. The chloromethyl group enables efficient derivatization with amines, thiols, and other nucleophiles under mild conditions, facilitating the construction of diverse quinazoline-based scaffolds. Its bench-stable nature and compatibility with common protecting groups make it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      107-14-2
    • ~74%
    • In-stock
      2-(Chloromethyl)-4-methylquinazoline|CS-M2666
      109113-72-6

    References

    • WO2006/48427 A1, ; Page/Page column 9 ;
  • Route2
    • null|null
      6640-59-1
    • ~57%
    • In-stock
      2-(Chloromethyl)-4-methylquinazoline|CS-M2666
      109113-72-6

    References

    • WO2005/51950 A1, ; Page/Page column 20 ;
  • Route3
    • 5-Methyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one|CS-0544750
      70656-87-0
    • ~51%
    • In-stock
      2-(Chloromethyl)-4-methylquinazoline|CS-M2666
      109113-72-6

    References

    • Journal of Heterocyclic Chemistry, , vol. 23, # 4 p. 1263 - 1264

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   2.67702
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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