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CS-W001157 4
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Ethyl 1-methyl-1H-pyrazole-4-carboxylate

  • CAS No. 85290-80-8

  • Cat. No. CS-0037203
  • Purity≥96%
  • MDL No.None

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

Ethyl 1-methyl-1H-pyrazole-4-carboxylate|CS-0037203

Structure of 85290-80-8

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General Information

  • CAS No. 85290-80-8
  • Cat. No. CS-0037203
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀N₂O₂
  • Molecular Weight 154.17
  • Synonym(s) 1H-Pyrazole-4-carboxylic acid, 1-ethyl-, methyl ester
  • SMILES CCOC(=O)C1=CN(C)N=C1

Description

Ethyl 1-methyl-1H-pyrazole-4-carboxylate features a pyrazole core with complementary electron-rich and ester functionalities, enabling direct integration into diverse heterocyclic syntheses. This bench-stable reagent facilitates efficient access to biologically relevant scaffolds through straightforward derivatization.

Application

Ethyl 1-methyl-1H-pyrazole-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrazole-based scaffolds through standard functional group transformations. Its stable ethyl ester and methyl-substituted pyrazole core offer excellent compatibility with palladium-catalyzed cross-coupling reactions, nucleophilic substitutions, and reductive amination protocols. The compound exhibits favorable bench stability and simplifies purification, making it well-suited for iterative medicinal chemistry campaigns and process-scale applications.

Synthesis

  • Route1
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      80370-42-9
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      60-34-4
    • ~99%
    • In-stock
      Ethyl 1-methyl-1H-pyrazole-4-carboxylate|CS-0037203
      85290-80-8

    References

    • ARRAY BIOPHARMA INC.; ANDREWS, Steven Wade; BLAKE, James F.; BRANDHUBER, Barbara J.; KERCHER, Timothy; WINSKI, Shannon L. Patent: WO2014/78325 A1, 2014 ; Location in patent: Paragraph 00663 ;
  • Route2
    • In-stock
      Ethyl 1H-pyrazole-4-carboxylate|CS-D1524
      37622-90-5
    • null|null
      74-88-4
    • ~84%
    • In-stock
      Ethyl 1-methyl-1H-pyrazole-4-carboxylate|CS-0037203
      85290-80-8

    References

    • F. HOFFMANN-LA ROCHE AG Patent: WO2003/106459 A1, 2003 ; Location in patent: Page 115; 156 ;
  • Route3
    • null|null
      540-80-7
    • ~%
    • In-stock
      Ethyl 1-methyl-1H-pyrazole-4-carboxylate|CS-0037203
      85290-80-8

    References

    • Monsanto Company Patent: US5498630 A1, 1996 ;

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   44.12
  • LogP   0.5968
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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