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5-Bromopyrazolo[1,5-a]pyridine-3-carboxylic acid

  • CAS No. 1101121-05-4

  • Cat. No. CS-0050559
  • Purity≥98%
  • MDL No.None

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

5-Bromopyrazolo[1,5-a]pyridine-3-carboxylic acid|CS-0050559

Structure of 1101121-05-4

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General Information

  • CAS No. 1101121-05-4
  • Cat. No. CS-0050559
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrN₂O₂
  • Molecular Weight 241.04
  • Synonym(s) None
  • SMILES OC(=O)C1=C2C=C(Br)C=CN2N=C1

Description

5-Bromopyrazolo[1,5-a]pyridine-3-carboxylic acid features a brominated pyrazolopyridine core paired with a carboxylic acid group, enabling direct conjugation or derivatization. This rigid heteroaromatic scaffold offers enhanced stability and tunable electronic properties, making it valuable for medicinal chemistry and materials science applications.

Application

5-Bromopyrazolo[1,5-a]pyridine-3-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its bromo and carboxylic acid functionalities. The molecule exhibits bench stability and facilitates straightforward derivatization, making it well-suited for constructing complex scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • IRM LLC; MOLTENI, Valentina; FAN, Yi; LOREN, Jon; SMITH, Jeffrey M.; FLATT, Brenton T. Patent: WO2012/116217 A1, 2012 ; Location in patent: Page/Page column 98 ; WO 2012/116217 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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   54.6
  • LogP   1.795
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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