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CS-W001157 4
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Ethyl 2-(imidazo[1,2-a]pyridin-3-yl)acetate

  • CAS No. 101820-69-3

  • Cat. No. CS-0036471
  • Purity≥97%
  • MDL No.MFCD13183145

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

Ethyl 2-(imidazo[1,2-a]pyridin-3-yl)acetate|CS-0036471

Structure of 101820-69-3

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General Information

  • CAS No. 101820-69-3
  • Cat. No. CS-0036471
  • Purity ≥97%
  • MDL No. MFCD13183145
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂N₂O₂
  • Molecular Weight 204.23
  • Synonym(s) IMidazo[1,2-a]pyridine-3-aceticacid,ethylester
  • SMILES CCOC(=O)CC1=CN=C2C=CC=CN12

Description

Ethyl 2-(imidazo[1,2-a]pyridin-3-yl)acetate features a fused imidazo[1,2-a]pyridine core linked to an ethyl acetate side chain, enabling direct incorporation into heterocyclic scaffolds. This bench-stable building block facilitates efficient access to biologically active compounds through straightforward derivatization.

Application

Ethyl 2-(imidazo[1,2-a]pyridin-3-yl)acetate serves as a versatile building block for the synthesis of imidazo[1,2-a]pyridine-based scaffolds. Its ester functionality enables straightforward functionalization via hydrolysis, reduction, or coupling reactions. The molecule exhibits good bench stability and compatibility with standard synthetic protocols, facilitating access to diverse heterocyclic architectures relevant to medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      504-29-0
    • In-stock
      Ethyl trans-4-oxo-2-butenoate|CS-W020184
      2960-66-9
    • ~51%
    • In-stock
      Ethyl 2-(imidazo[1,2-a]pyridin-3-yl)acetate|CS-0036471
      101820-69-3

    References

    • ELI LILLY AND COMPANY Patent: WO2003/76442 A1, 2003 ; Location in patent: Page/Page column 53-54 ; WO 03/076442 A1
  • Route2
    • null|null
      504-29-0
    • ~%
    • In-stock
      Ethyl 2-(imidazo[1,2-a]pyridin-3-yl)acetate|CS-0036471
      101820-69-3

    References

    • ELI LILLY AND COMPANY Patent: WO2003/76442 A1, 2003 ; Location in patent: Page/Page column 77 ; WO 03/076442 A1
  • Route3
    • null|null
      504-29-0
    • null|null
      19255-60-8
    • ~%
    • In-stock
      Ethyl 2-(imidazo[1,2-a]pyridin-3-yl)acetate|CS-0036471
      101820-69-3

    References

    • Engler, Thomas A.; Malhotra, Sushant; Burkholder, Timothy P.; Henry, James R.; Mendel, David; Porter, Warren J.; Furness, Kelly; Diefenbacher, Clive; Marquart, Angela; Reel, Jon K.; Li, Yihong; Clayton, Joshua; Cunningham, Brian; McLean, Johnathan; O'Toole, John C.; Brozinick, Joseph; Hawkins, Eric; Misener, Elizabeth; Briere, Daniel; Brier, Richard A.; Wagner, Jill R.; Campbell, Robert M.; Anderson, Bryan D.; Vaughn, Renee; Bennett, Donald B.; Meier, Timothy I.; Cook, James A. Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 4 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   43.6
  • LogP   1.4399
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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