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CS-W001157 4
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4-Chloro-1H-pyrrole-2-carboxylic acid

  • CAS No. 27746-03-8

  • Cat. No. CS-0213095
  • Purity≥97%
  • MDL No.MFCD07343826

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

4-Chloro-1H-pyrrole-2-carboxylic acid|CS-0213095

Structure of 27746-03-8

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General Information

  • CAS No. 27746-03-8
  • Cat. No. CS-0213095
  • Purity ≥97%
  • MDL No. MFCD07343826
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄ClNO₂
  • Molecular Weight 145.54
  • Synonym(s) 4-Chloropyrrole-2-carboxylicacid
  • SMILES C1=C(C(=O)O)NC=C1Cl

Description

4-Chloro-1H-pyrrole-2-carboxylic acid features a chlorinated pyrrole core with a carboxylic acid group at the C2 position, delivering enhanced electron-withdrawing character and improved solubility in polar solvents. This scaffold integrates readily into bioactive molecule design, offering a robust platform for medicinal chemistry and synthetic methodology development under standard conditions.

Application

4-Chloro-1H-pyrrole-2-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into heterocyclic scaffolds via standard coupling reactions. Its carboxylic acid functionality facilitates amide and ester formation under mild conditions, while the chloropyrrole moiety offers enhanced reactivity for subsequent cross-coupling or nucleophilic substitution. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring functional group tolerance and predictable regiochemistry.

Synthesis

  • Route1
    • 2,2,2-Trichloro-1-(4-chloro-1h-pyrrol-2-yl)ethan-1-one|CS-0670833
      72652-31-4
    • ~99%
    • In-stock
      4-Chloro-1H-pyrrole-2-carboxylic acid|CS-0213095
      27746-03-8

    References

    • ADDEX PHARMACEUTICALS SA Patent: WO2006/123257 A2, 2006 ; Location in patent: Page/Page column 58 ; WO 2006/123257 A2
  • Route2

    References

    • Clark, Benjamin R.; O'Connor, Stephen; Fox, Deirdre; Leroy, Jacques; Murphy, Cormac D. Organic and Biomolecular Chemistry, 2011 , vol. 9, # 18 p. 6306 - 6311

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   53.09
  • LogP   1.3663
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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