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Ethyl 5-nitro-1H-pyrrole-2-carboxylate

  • CAS No. 36131-46-1

  • Cat. No. CS-0061578
  • Purity≥98%
  • MDL No.MFCD09025771

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

Ethyl 5-nitro-1H-pyrrole-2-carboxylate|CS-0061578

Structure of 36131-46-1

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General Information

  • CAS No. 36131-46-1
  • Cat. No. CS-0061578
  • Purity ≥98%
  • MDL No. MFCD09025771
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈N₂O₄
  • Molecular Weight 184.15
  • Synonym(s) 2-(Ethoxycarbonyl)-5-nitro-1H-pyrrole
  • SMILES CCOC(=O)C1=CC=C(N1)[N+](=O)[O-]

Description

Ethyl 5-nitro-1H-pyrrole-2-carboxylate features a bench-stable, electron-deficient pyrrole core with a strategically positioned nitro group enhancing reactivity in cross-coupling and cycloaddition processes. This ester functionality enables direct incorporation into complex heterocyclic architectures under standard conditions, offering a reliable entry point for synthetic medicinal chemistry and materials development.

Application

Ethyl 5-nitro-1H-pyrrole-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyrroles via reduction, coupling, or cyclization reactions. The nitro group at C5 facilitates selective functionalization, while the ester moiety supports further transformations such as hydrolysis or amidation. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • 2,2,2-Trichloro-1-(5-nitro-1H-pyrrol-2-yl)ethanone|CS-0754811
      53391-41-6
    • ~99%
    • In-stock
      Ethyl 5-nitro-1H-pyrrole-2-carboxylate|CS-0061578
      36131-46-1

    References

    • Zhang, Qiang; Cui, Xiaojie; Lin, Sen; Zhou, Jiang; Yuan, Gu Organic Letters, 2012 , vol. 14, # 24 p. 6126 - 6129
  • Route2
    • 2,2,2-Trichloro-1-(5-nitro-1H-pyrrol-2-yl)ethanone|CS-0754811
      53391-41-6
    • null|null
      141-52-6
    • ~95%
    • In-stock
      Ethyl 5-nitro-1H-pyrrole-2-carboxylate|CS-0061578
      36131-46-1

    References

    • Marques, Michael A.; Doss, Raymond M.; Urbach, Adam R.; Dervan, Peter B. Helvetica Chimica Acta, 2002 , vol. 85, # 12 p. 4485 - 4517
  • Route3

    References

    • Helvetica Chimica Acta, , vol. 85, # 12 p. 4485 - 4517

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   85.23
  • LogP   1.0996
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

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