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CS-W001157 4
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3-Ethyl-1H-pyrazol-5-amine

  • CAS No. 1904-24-1

  • Cat. No. CS-W016620
  • Purity≥97%
  • MDL No.None

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

3-Ethyl-1H-pyrazol-5-amine|CS-W016620

Structure of 1904-24-1

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General Information

  • CAS No. 1904-24-1
  • Cat. No. CS-W016620
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉N₃
  • Molecular Weight 111.15
  • Synonym(s) 5-ETHYL-2H-PYRAZOL-3-YLAMINE
  • SMILES C(C)C1=N[NH]C(=C1)N

Description

3-Ethyl-1H-pyrazol-5-amine features a pyrazole core with an ethyl substituent at the 3-position and a primary amine at the 5-position, enabling direct functionalization. This scaffold delivers enhanced solubility and stability compared to unsubstituted analogs, facilitating its use in medicinal chemistry and heterocyclic synthesis under standard conditions.

Application

3-Ethyl-1H-pyrazol-5-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyrazole scaffolds via standard coupling and functionalization reactions. The molecule exhibits good bench stability and facilitates diverse transformations, including electrophilic substitution and metal-catalyzed cross-coupling, owing to its well-defined regiochemistry and moderate nucleophilicity at the C5 position. Its compatibility with common protecting group strategies and ease of purification make it a practical choice for lead optimization campaigns and API intermediate synthesis.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2007/99326 A1, 2007 ; Location in patent: Page/Page column 114 ; WO 2007/099326 A1
  • Route2
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      554-12-1
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      75-05-8
    • ~%
    • In-stock
      3-Ethyl-1H-pyrazol-5-amine|CS-W016620
      1904-24-1

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 46, # 1 p. 69 - 78

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-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   54.7
  • LogP   0.5543
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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