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CS-W001157 4
Total: USD 88.00

4,5-Dichloro-1H-pyrrole-2-carboxylic acid

  • CAS No. 39209-94-4

  • Cat. No. CS-0060159
  • Purity≥95%
  • MDL No.None

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

4,5-Dichloro-1H-pyrrole-2-carboxylic acid|CS-0060159

Structure of 39209-94-4

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General Information

  • CAS No. 39209-94-4
  • Cat. No. CS-0060159
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃Cl₂NO₂
  • Molecular Weight 179.99
  • Synonym(s) 4,5-dichloropyrrole-2-carboxylic acid
  • SMILES C1=C(C(=O)O)NC(=C1Cl)Cl

Description

4,5-Dichloro-1H-pyrrole-2-carboxylic acid features a highly electron-deficient pyrrole core flanked by two chlorine substituents, enhancing reactivity in cross-coupling and cyclization processes. The carboxylic acid group enables direct derivatization or metal complexation, offering utility in medicinal chemistry scaffolds and functional materials synthesis under standard conditions.

Application

4,5-Dichloro-1H-pyrrole-2-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling direct functionalization at the C2 position via standard carboxylic acid transformations. The electron-deficient pyrrole core exhibits enhanced stability and predictable reactivity in coupling reactions, facilitating access to substituted pyrroles used in medicinal chemistry and agrochemical scaffolds. Its bench-stable nature and compatibility with common purification methods support reliable integration into multi-step syntheses.

Synthesis

  • Route1

    References

    • Kikuchi, Haruhisa; Sekiya, Mizuki; Katou, Yasuhiro; Ueda, Kazunori; Kabeya, Takahiro; Kurata, Shoichiro; Oshima, Oshiteru Organic Letters, 2009 , vol. 11, # 8 p. 1693 - 1695
  • Route2
    • methyl 4,5-dichloro-1H-pyrrole-2-carboxylate|CS-0038222
      1197-12-2
    • ~%
    • In-stock
      4,5-Dichloro-1H-pyrrole-2-carboxylic acid|CS-0060159
      39209-94-4

    References

    • ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI SPA Patent: WO2007/138355 A1, 2007 ; Location in patent: Page/Page column 90 ; WO 2007/138355 A1
  • Route3
    • Ethyl 4,5-dichloro-1h-pyrrole-2-carboxylate|CS-0672965
      848499-08-1
    • ~%
    • In-stock
      4,5-Dichloro-1H-pyrrole-2-carboxylic acid|CS-0060159
      39209-94-4

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2005/26149 A1, 2005 ; Location in patent: Page/Page column 91 ; WO 2005/026149 A1

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

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Computational Chemistry Data

  • TPSA   53.09
  • LogP   2.0197
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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