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CS-W001157 4
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6-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester

  • CAS No. 67625-37-0

  • Cat. No. CS-D1273
  • Purity≥98%
  • MDL No.MFCD06659034

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

6-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester|CS-D1273

Structure of 67625-37-0

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General Information

  • CAS No. 67625-37-0
  • Cat. No. CS-D1273
  • Purity ≥98%
  • MDL No. MFCD06659034
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉BrN₂O₂
  • Molecular Weight 269.09
  • Synonym(s) Ethyl 6-bromoimidazo[1,2-a]pyridine-2-carboxylate
  • SMILES O=C(OCC)C1=CN2C=C(Br)C=CC2=N1

Description

6-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester features a brominated imidazopyridine core with a carboxylic acid ethyl ester handle, enabling direct incorporation into cross-coupling and cyclization workflows. The electron-deficient heterocycle facilitates palladium-catalyzed transformations, while the ester group provides a versatile synthetic gateway for downstream derivatization.

Application

6-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester serves as a versatile building block for the synthesis of imidazo[1,2-a]pyridine-based scaffolds. The bromo group enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports subsequent hydrolysis or derivatization. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient access to functionalized heterocycles relevant in medicinal chemistry and materials science.

Synthesis

  • Route1
    • In-stock
      2-Amino-5-bromopyridine|CS-D1666
      1072-97-5
    • null|null
      70-23-5
    • ~72%
    • In-stock
      6-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester|CS-D1273
      67625-37-0

    References

    • Katoh, Issei; Aoki, Toshiaki; Suzuki, Hideyuki; Utsunomiya, Iwao; Kuroda, Norikazu; Iwaki, Tsutomu Patent: US2011/98471 A1, 2011 ; Location in patent: Page/Page column 57 ;

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   2.2735
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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