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CS-W001157 4
Total: USD 88.00

Dimethyl 1-methyl-1H-pyrazole-3,5-dicarboxylate

  • CAS No. 33146-99-5

  • Cat. No. CS-0054026
  • Purity≥95%
  • MDL No.MFCD08443806

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

Dimethyl 1-methyl-1H-pyrazole-3,5-dicarboxylate|CS-0054026

Structure of 33146-99-5

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General Information

  • CAS No. 33146-99-5
  • Cat. No. CS-0054026
  • Purity ≥95%
  • MDL No. MFCD08443806
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀N₂O₄
  • Molecular Weight 198.18
  • Synonym(s) Methyl ester of 1-Methylpyrazole-3,5-dicarboxylic acid
  • SMILES O=C(C1=NN(C)C(C(OC)=O)=C1)OC

Description

Dimethyl 1-methyl-1H-pyrazole-3,5-dicarboxylate features a symmetrically substituted pyrazole core with two ester groups, enabling straightforward functionalization at the 3- and 5-positions. This bench-stable derivative serves as a key scaffold for constructing bioactive heterocycles and complex molecular architectures in medicinal chemistry and materials science.

Application

Dimethyl 1-methyl-1H-pyrazole-3,5-dicarboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyrazole scaffolds via cross-coupling, nucleophilic substitution, and cycloaddition reactions. Its dual ester functionality offers orthogonal reactivity for sequential functionalization, while the methyl-substituted pyrazole core provides enhanced stability and solubility. The compound functions reliably in standard synthetic workflows, facilitating rapid diversification for medicinal chemistry and process development applications.

Synthesis

  • Route1
    • In-stock
      3,5-Pyrazoledicarboxylic acid|CS-D0468
      3112-31-0
    • null|null
      77-78-1
    • ~48%
    • In-stock
      Dimethyl 1-methyl-1H-pyrazole-3,5-dicarboxylate|CS-0054026
      33146-99-5

    References

    • Denny; Atwell; Baguley; Wakelin Journal of Medicinal Chemistry, 1985 , vol. 28, # 11 p. 1568 - 1574
  • Route2
    • null|null
      67-56-1
    • 1-Methyl-1H-pyrazole-3,5-dicarboxylic acid|CS-D0298
      75092-39-6
    • ~65%
    • In-stock
      Dimethyl 1-methyl-1H-pyrazole-3,5-dicarboxylate|CS-0054026
      33146-99-5

    References

    • Vasilevskii, S. F.; Shvartsberg, M. S. Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1980 , vol. 29, # 5 p. 778 - 784 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1980 , # 5 p. 1071 - 1077
  • Route3
    • In-stock
      Dimethyl 1H-pyrazole-3,5-dicarboxylate|CS-W000535
      4077-76-3
    • null|null
      74-88-4
    • ~%
    • In-stock
      Dimethyl 1-methyl-1H-pyrazole-3,5-dicarboxylate|CS-0054026
      33146-99-5

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 126, p. 177,192

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   70.42
  • LogP   -0.0067
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   2

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