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CS-W001157 4
Total: USD 88.00

Ethyl 6-bromoimidazo[1,2-a]pyridine-3-carboxylate

  • CAS No. 372198-69-1

  • Cat. No. CS-W022711
  • Purity≥98%
  • MDL No.MFCD10698068

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

Ethyl 6-bromoimidazo[1,2-a]pyridine-3-carboxylate|CS-W022711

Structure of 372198-69-1

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General Information

  • CAS No. 372198-69-1
  • Cat. No. CS-W022711
  • Purity ≥98%
  • MDL No. MFCD10698068
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉BrN₂O₂
  • Molecular Weight 269.10
  • Synonym(s) None
  • SMILES O=C(C1=CN=C2C=CC(Br)=CN21)OCC

Description

Ethyl 6-bromoimidazo[1,2-a]pyridine-3-carboxylate features a brominated imidazopyridine core with a pendant ester group, enabling direct incorporation into cross-coupling reactions. This bench-stable building block delivers high functional group tolerance and facilitates rapid diversification in medicinal chemistry campaigns.

Application

Ethyl 6-bromoimidazo[1,2-a]pyridine-3-carboxylate serves as a versatile building block for the synthesis of imidazo[1,2-a]pyridine derivatives. The bromo group enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports further transformations such as hydrolysis or reduction. This compound exhibits good bench stability and facilitates efficient functionalization in medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds.

Synthesis

  • Route1
    • In-stock
      2-Amino-5-bromopyridine|CS-D1666
      1072-97-5
    • null|null
      1004550-24-6
    • ~56%
    • In-stock
      Ethyl 6-bromoimidazo[1,2-a]pyridine-3-carboxylate|CS-W022711
      372198-69-1

    References

    • WO2008/14219 A2, ; Page/Page column 41-42 ; WO 2008/014219 A2
  • Route2
    • In-stock
      6-Bromo-3-iodoimidazo[1,2-a]pyridine|CS-W022459
      474706-74-6
    • null|null
      541-41-3
    • ~%
    • In-stock
      Ethyl 6-bromoimidazo[1,2-a]pyridine-3-carboxylate|CS-W022711
      372198-69-1

    References

    • EP1382603 A1, ; Page 144 ;
  • Route3
    • In-stock
      2-Amino-5-bromopyridine|CS-D1666
      1072-97-5
    • null|null
      33142-21-1
    • ~20%
    • In-stock
      Ethyl 6-bromoimidazo[1,2-a]pyridine-3-carboxylate|CS-W022711
      372198-69-1

    References

    • WO2011/50245 A1, ; Page/Page column 104-105 ; WO 2011/050245 A1

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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