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3-Methyl-1H-pyrrole-2-carboxylic acid

  • CAS No. 90724-57-5

  • Cat. No. CS-0036145
  • Purity≥98%
  • MDL No.None

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

3-Methyl-1H-pyrrole-2-carboxylic acid|CS-0036145

Structure of 90724-57-5

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General Information

  • CAS No. 90724-57-5
  • Cat. No. CS-0036145
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇NO₂
  • Molecular Weight 125.13
  • Synonym(s) Pyrrole-2-carboxylic acid, 3-methyl- (6CI,7CI)
  • SMILES CC1=C(C(=O)O)NC=C1

Description

3-Methyl-1H-pyrrole-2-carboxylic acid features a pyrrolic core with a methyl group at the 3-position and a carboxylic acid at the 2-position, delivering enhanced solubility and reactivity. This scaffold integrates readily into heterocyclic libraries and serves as a key intermediate in medicinal chemistry for constructing bioactive compounds.

Application

3-Methyl-1H-pyrrole-2-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive heterocycles via standard coupling reactions. Its carboxylic acid functionality facilitates amide and ester formation under common conditions, while the electron-rich pyrrole ring supports electrophilic substitution and transition-metal-catalyzed functionalization. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses of pharmaceutical intermediates and agrochemical scaffolds.

Synthesis

  • Route1

    References

    • ALMIRALL, S.A.; GRACIA FERRER, Jordi; CARRASCAL RIERA, Marta; ERRA SOLA, Montserrat Patent: WO2014/60431 A1, 2014 ; Location in patent: Page/Page column 101-102 ;
  • Route2
    • 5-(Ethoxycarbonyl)-4-methyl-1H-pyrrole-3-carboxylic acid|CS-0112020
      90610-57-4
    • ~%
    • In-stock
      3-Methyl-1H-pyrrole-2-carboxylic acid|CS-0036145
      90724-57-5

    References

    • Annali di Chimica (Rome, Italy), , vol. 46, p. 847,854
  • Route3

    References

    • ALMIRALL, S.A.; GRACIA FERRER, Jordi; CARRASCAL RIERA, Marta; ERRA SOLA, Montserrat Patent: WO2014/60431 A1, 2014 ; Location in patent: Page/Page column 91 ;

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   1.02132
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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