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Ethyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate

  • CAS No. 885276-93-7

  • Cat. No. CS-B1060
  • Purity≥97%
  • MDL No.MFCD06739182

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

Ethyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate|CS-B1060

Structure of 885276-93-7

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General Information

  • CAS No. 885276-93-7
  • Cat. No. CS-B1060
  • Purity ≥97%
  • MDL No. MFCD06739182
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉BrN₂O₂
  • Molecular Weight 269.09
  • Synonym(s) Pyrazolo[1,5-a]pyridine-3-carboxylicacid, 5-bromo-, ethyl ester
  • SMILES O=C(C1=C2C=C(Br)C=CN2N=C1)OCC

Description

Ethyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate features a brominated pyrazolopyridine core that enables direct functionalization in cross-coupling reactions. The ester group enhances solubility and facilitates downstream derivatization. This bench-stable, moisture-tolerant building block integrates efficiently into complex heterocyclic architectures.

Application

Ethyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds. The bromine at the 5-position enables palladium-catalyzed cross-coupling reactions, while the ester group facilitates further functionalization. Its stability under standard reaction conditions and compatibility with diverse transformations make it ideal for medicinal chemistry and process development workflows.

Synthesis

  • Route1
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    • ~%
    • In-stock
      Ethyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate|CS-B1060
      885276-93-7

    References

    • 3-V BIOSCIENCES, INC.; OSLOB, Johan D.; MCDOWELL, Robert S.; JOHNSON, Russell; YANG, Hanbiao; EVANCHIK, Marc; ZAHARIA, Cristiana A.; CAI, Haiying; HU, Lily W. Patent: WO2014/8197 A1, 2014 ; Location in patent: Page/Page column 135 ;
  • Route2

    References

    • Bioorganic and Medicinal Chemistry, , vol. 20, # 1 p. 69 - 85
  • Route3
    • null|null
      623-47-2
    • ~%
    • In-stock
      Ethyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate|CS-B1060
      885276-93-7

    References

    • Bioorganic and Medicinal Chemistry, , vol. 20, # 1 p. 69 - 85

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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