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CS-W001157 4
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Ethyl 2-(1H-imidazol-1-yl)acetate

  • CAS No. 17450-34-9

  • Cat. No. CS-0099195
  • Purity≥97%
  • MDL No.None

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

Ethyl 2-(1H-imidazol-1-yl)acetate|CS-0099195

Structure of 17450-34-9

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General Information

  • CAS No. 17450-34-9
  • Cat. No. CS-0099195
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀N₂O₂
  • Molecular Weight 154.17
  • Synonym(s) Ethyl 1H-imidazole-1-acetate
  • SMILES O=C(CN1C=CN=C1)OCC

Description

Ethyl 2-(1H-imidazol-1-yl)acetate features a polar imidazole ring tethered to an ester-functionalized alkyl chain, enabling efficient incorporation into heterocyclic scaffolds. This bench-stable reagent facilitates direct coupling in transition-metal-catalyzed cross-coupling reactions and serves as a key intermediate in medicinal chemistry for accessing bioactive nitrogen-containing compounds.

Application

Ethyl 2-(1H-imidazol-1-yl)acetate serves as a versatile building block in medicinal chemistry, enabling efficient access to imidazole-containing scaffolds via standard functional group transformations. The ester moiety facilitates derivatization through hydrolysis or nucleophilic substitution, while the pendant imidazole ring provides robust hydrogen-bonding capability and metabolic stability. Bench-stable and readily purified by column chromatography, it functions reliably in coupling reactions, heterocycle synthesis, and peptide conjugation workflows.

Synthesis

  • Route1
    • Imidazole Ondansetron Impurity|CS-0229601
      288-32-4
    • null|null
      105-36-2
    • ~91%
    • In-stock
      Ethyl 2-(1H-imidazol-1-yl)acetate|CS-0099195
      17450-34-9

    References

    • Milen, Matyas; Gruen, Alajos; Balint, Erika; Dancso, Andras; Keglevich, Gyoergy Synthetic Communications, 2010 , vol. 40, # 15 p. 2291 - 2301
  • Route2
    • Imidazole Ondansetron Impurity|CS-0229601
      288-32-4
    • null|null
      5256-74-6
    • ~17%
    • In-stock
      Ethyl 2-(1H-imidazol-1-yl)acetate|CS-0099195
      17450-34-9
    • null|null
      6174-95-4
    • null|null
      79421-60-6

    References

    • Synthesis, , # 8 p. 629 - 631
  • Route3
    • Imidazole Ondansetron Impurity|CS-0229601
      288-32-4
    • null|null
      105-39-5
    • ~83%
    • In-stock
      Ethyl 2-(1H-imidazol-1-yl)acetate|CS-0099195
      17450-34-9

    References

    • Lodhi; Srivastava Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1998 , vol. 37, # 9 p. 899 - 903

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   44.12
  • LogP   0.4462
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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