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Pyrazolo[1,5-a]pyridine-5-carboxylic acid

  • CAS No. 104468-87-3

  • Cat. No. CS-0021521
  • Purity≥97%
  • MDL No.MFCD12828626

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

Pyrazolo[1,5-a]pyridine-5-carboxylic acid|CS-0021521

Structure of 104468-87-3

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General Information

  • CAS No. 104468-87-3
  • Cat. No. CS-0021521
  • Purity ≥97%
  • MDL No. MFCD12828626
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O₂
  • Molecular Weight 162.15
  • Synonym(s) pyrazolo[1,5-a]pyridine-5-cChemicalbookarboxylicacid
  • SMILES O=C(C1=CC2=CC=NN2C=C1)O

Description

Pyrazolo[1,5-a]pyridine-5-carboxylic acid features a fused heterocyclic core with a carboxylic acid group at the 5-position, enabling direct conjugation or derivatization. This scaffold combines electron-deficient aromaticity with versatile functionalization potential, making it valuable in medicinal chemistry and materials science applications.

Application

Pyrazolo[1,5-a]pyridine-5-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its carboxylic acid functionality enables direct derivatization via amide coupling, esterification, or metal coordination, while the fused pyrazolo-pyridine core provides structural rigidity and enhanced π-conjugation. The scaffold exhibits good bench stability and functional group tolerance, facilitating integration into complex molecular architectures through standard synthetic protocols.

Synthesis

  • Route1

    References

    • GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Karl H.; DRAGOVICH, Peter; GOSSELIN, Francis; GUNZNER-TOSTE, Janet; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; ZAK, Mark; ZHANG, Yamin; ZHAO, Guiling; ZHENG, Xiaozhang; YUEN, Po-Wai Patent: WO2013/127266 A1, 2013 ;
  • Route2
    • Methyl 5-methoxypyrazolo[1,5-a]pyridine-3-carboxylate|CS-0977304
      99446-31-8
    • ~%
    • In-stock
      Pyrazolo[1,5-a]pyridine-5-carboxylic acid|CS-0021521
      104468-87-3

    References

    • GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Karl H.; DRAGOVICH, Peter; GOSSELIN, Francis; GUNZNER-TOSTE, Janet; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; ZAK, Mark; ZHANG, Yamin; ZHAO, Guiling; ZHENG, Xiaozhang; YUEN, Po-Wai Patent: WO2013/127266 A1, 2013 ;
  • Route3

    References

    • GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Karl H.; DRAGOVICH, Peter; GOSSELIN, Francis; GUNZNER-TOSTE, Janet; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; ZAK, Mark; ZHANG, Yamin; ZHAO, Guiling; ZHENG, Xiaozhang; YUEN, Po-Wai Patent: WO2013/127266 A1, 2013 ;

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   54.6
  • LogP   1.0325
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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