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CS-W001157 4
Total: USD 88.00

Pyrazolo[1,5-a]pyridin-5-amine

  • CAS No. 1101120-37-9

  • Cat. No. CS-W006749
  • Purity≥98%
  • MDL No.MFCD19215457

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

Pyrazolo[1,5-a]pyridin-5-amine|CS-W006749

Structure of 1101120-37-9

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General Information

  • CAS No. 1101120-37-9
  • Cat. No. CS-W006749
  • Purity ≥98%
  • MDL No. MFCD19215457
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇N₃
  • Molecular Weight 133.15
  • Synonym(s) H-pyrazolo[1,5-a]pyridin-5-aMine
  • SMILES NC1=CC2=CC=NN2C=C1

Description

Pyrazolo[1,5-a]pyridin-5-amine delivers a rigid, electron-rich heterocyclic scaffold ideal for medicinal chemistry applications. This nitrogen-dense framework integrates readily into kinase inhibitors and other bioactive molecules, offering enhanced binding affinity through π-stacking and hydrogen-bonding interactions. The pendant amine enables direct derivatization, streamlining the synthesis of targeted compounds.

Application

Pyrazolo[1,5-a]pyridin-5-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to kinase inhibitors and other bioactive scaffolds. Its electron-rich pyrazolo-pyridine core exhibits favorable reactivity in C–H functionalization and palladium-catalyzed couplings, while the primary amine facilitates downstream derivatization. The compound demonstrates good bench stability and compatibility with common protecting group strategies, supporting its use in multi-step synthesis and API development workflows.

Synthesis

  • Route1
    • In-stock
      Ethyl 5-((tert-butoxycarbonyl)amino)pyrazolo[1,5-a]pyridine-3-carboxylate|CS-0102958
      1101120-33-5
    • ~57%
    • In-stock
      Pyrazolo[1,5-a]pyridin-5-amine|CS-W006749
      1101120-37-9

    References

    • IRM LLC; NOVARTIS AG; CHATTERJEE, Arnab Kumar; NAGLE, Advait Suresh; PARASELLI, Prasuna; KONDREDDI, Ravinder Reddy; LEONG, Seh Yong; MISHRA, Pranab Kumar; MOREAU, Robert Joseph; ROLAND, Jason Thomas; SIM, Wei Lin Sandra; SIMON, Oliver; TAN, Liying Jocelyn; YEUNG, Bryan KS; ZOU, Bin; BOLLU, Venkatataiah Patent: WO2014/78802 A1, 2014 ; Location in patent: Page/Page column 252; 253 ;
  • Route2

    References

    • Kendall, Jackie D.; O'Connor, Patrick D.; Marshall, Andrew J.; Frederick, Raphael; Marshall, Elaine S.; Lill, Claire L.; Lee, Woo-Jeong; Kolekar, Sharada; Chao, Mindy; Malik, Alisha; Yu, Shuqiao; Chaussade, Claire; Buchanan, Christina; Rewcastle, Gordon W.; Baguley, Bruce C.; Flanagan, Jack U.; Jamieson, Stephen M.F.; Denny, William A.; Shepherd, Peter R. Bioorganic and Medicinal Chemistry, 2012 , 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   43.32
  • LogP   0.9165
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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