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CS-W001157 4
Total: USD 88.00

2-(Quinolin-2-yl)-4,5-dihydrooxazole

  • CAS No. 202191-12-6

  • Cat. No. CS-0094592
  • Purity≥97%
  • MDL No.None

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

2-(Quinolin-2-yl)-4,5-dihydrooxazole|CS-0094592

Structure of 202191-12-6

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General Information

  • CAS No. 202191-12-6
  • Cat. No. CS-0094592
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₀N₂O
  • Molecular Weight 198.22
  • Synonym(s) 2-(4,5-Dihydro-2-oxazolyl)quinoline
  • SMILES C1(C2=NC3=CC=CC=C3C=C2)=NCCO1

Description

This oxazole scaffold integrates a quinolin-2-yl moiety, delivering enhanced π-conjugation and improved solubility in polar organic solvents. The dihydrooxazole ring exhibits stability under standard bench conditions and facilitates efficient coupling reactions in synthetic pathways targeting bioactive heterocycles.

Application

2-(Quinolin-2-yl)-4,5-dihydrooxazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to quinoline-fused oxazoles via standard functionalization protocols. Its bench-stable nature and compatibility with common coupling reactions facilitate integration into complex molecular architectures. The dihydrooxazole core provides a rigid, polar scaffold with moderate lipophilicity, supporting diverse downstream transformations including oxidation, reduction, and metal-catalyzed cross-couplings.

Synthesis

  • Route1
    • null|null
      100142-77-6
    • ~71%
    • In-stock
      2-(Quinolin-2-yl)-4,5-dihydrooxazole|CS-0094592
      202191-12-6

    References

    • Sigman, Matthew Scott; Michel, Brian William Patent: US2011/54176 A1, 2011 ; Location in patent: Page/Page column 7-8 ;
  • Route2
    • null|null
      202191-13-7
    • ~%
    • In-stock
      2-(Quinolin-2-yl)-4,5-dihydrooxazole|CS-0094592
      202191-12-6

    References

    • Michel, Brian W.; McCombs, Jessica R.; Winkler, Andrea; Sigman, Matthew S. Angewandte Chemie - International Edition, 2010 , vol. 49, # 40 p. 7312 - 7315
  • Route3

    References

    • Sigman, Matthew Scott; Michel, Brian William Patent: US2011/54176 A1, 2011 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   34.48
  • LogP   2.0116
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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