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3,4-Dichloro-5-methyl-1H-pyrrole-2-carboxylic acid

  • CAS No. 24691-30-3

  • Cat. No. CS-0113021
  • Purity≥95%
  • MDL No.MFCD09991685

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

3,4-Dichloro-5-methyl-1H-pyrrole-2-carboxylic acid|CS-0113021

Structure of 24691-30-3

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General Information

  • CAS No. 24691-30-3
  • Cat. No. CS-0113021
  • Purity ≥95%
  • MDL No. MFCD09991685
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅Cl₂NO₂
  • Molecular Weight 194.02
  • Synonym(s) 3,4-dichloro-5-methyl-1H-Pyrrole-2-carboxylicacid
  • SMILES CC1=C(Cl)C(Cl)=C(C(O)=O)N1

Description

This pyrrole carboxylic acid features a sterically hindered, electron-deficient core with dual chlorine substituents at the 3,4-positions and a methyl group at the 5-position. The carboxylic acid functionality enables direct coupling in peptide synthesis or derivatization workflows. Bench-stable under standard conditions, it integrates readily into complex heterocyclic architectures.

Application

3,4-Dichloro-5-methyl-1H-pyrrole-2-carboxylic acid serves as a versatile building block for heterocyclic synthesis, offering defined substitution patterns ideal for medicinal chemistry and agrochemical development. The carboxylic acid functionality enables direct coupling reactions, while the dichloro and methyl groups provide orthogonal reactivity and metabolic stability. Its bench-stable nature and compatibility with standard peptide coupling protocols facilitate efficient incorporation into complex molecular architectures.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2006/92608 A1, 2006 ; Location in patent: Page/Page column 53-54 ; WO 2006/092608 A1
  • Route2

    References

    • Sherer, Brian A.; Hull, Kenneth; Green, Oluyinka; Basarab, Gregory; Hauck, Sheila; Hill, Pamela; Loch III, James T.; Mullen, George; Bist, Shanta; Bryant, Joanna; Boriack-Sjodin, Ann; Read, Jon; Degrace, Nancy; Uria-Nickelsen, Maria; Illingworth, Ruth N.; Eakin, Ann E. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 24 p. 7416 - 7420

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

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Computational Chemistry Data

  • TPSA   53.09
  • LogP   2.32812
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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