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CS-W001157 4
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Ethyl 4-methyl-1H-pyrazole-3-carboxylate

  • CAS No. 6076-12-6

  • Cat. No. CS-W022694
  • Purity≥98%
  • MDL No.MFCD16619879

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

Ethyl 4-methyl-1H-pyrazole-3-carboxylate|CS-W022694

Structure of 6076-12-6

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General Information

  • CAS No. 6076-12-6
  • Cat. No. CS-W022694
  • Purity ≥98%
  • MDL No. MFCD16619879
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀N₂O₂
  • Molecular Weight None
  • Synonym(s) Ethyl 4-Methylpyrazole-3-carboxylate
  • SMILES O=C(C1=NNC=C1C)OCC

Description

Ethyl 4-methyl-1H-pyrazole-3-carboxylate serves as a key heterocyclic building block in medicinal chemistry, featuring a sterically accessible pyrazole core with an electron-rich nitrogen framework. The ester functionality enables direct derivatization, while the methyl group enhances metabolic stability and modulates lipophilicity. This compound integrates readily into diverse synthetic sequences for targeted small-molecule discovery.

Application

Ethyl 4-methyl-1H-pyrazole-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrazole-based scaffolds through standard functional group transformations. Its bench-stable nature and compatibility with palladium-catalyzed cross-coupling reactions facilitate the construction of medicinally relevant architectures. The ester group permits selective derivatization, while the 4-methyl substituent enhances regioselectivity in electrophilic substitution and provides steric control in downstream modifications.

Synthesis

  • Route1
    • null|null
      126580-11-8
    • ~79%
    • In-stock
      Ethyl 4-methyl-1H-pyrazole-3-carboxylate|CS-W022694
      6076-12-6

    References

    • Padwa, Albert; Kulkarni, Yashwant S.; Zhang, Zhijia Journal of Organic Chemistry, 1990 , vol. 55, # 13 p. 4144 - 4153
  • Route2
    • In-stock
      (E)-Ethyl 3-methyl-4-oxobut-2-enoate|CS-W008241
      62054-49-3
    • ~%
    • null|null
      1426858-39-0
    • In-stock
      Ethyl 4-methyl-1H-pyrazole-3-carboxylate|CS-W022694
      6076-12-6

    References

    • Organic Letters, , vol. 15, # 7 p. 1421 - 1423
  • Route3
    • null|null
      39910-31-1
    • ~%
    • In-stock
      Ethyl 4-methyl-1H-pyrazole-3-carboxylate|CS-W022694
      6076-12-6

    References

    • Journal of Organic Chemistry, , vol. 55, # 13 p. 4144 - 4153

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   54.98
  • LogP   0.89482
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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