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CS-W001157 4
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3-Methyl-1H-pyrrole-2-carbaldehyde

  • CAS No. 24014-18-4

  • Cat. No. CS-0094722
  • Purity≥97%
  • MDL No.None

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

3-Methyl-1H-pyrrole-2-carbaldehyde|CS-0094722

Structure of 24014-18-4

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General Information

  • CAS No. 24014-18-4
  • Cat. No. CS-0094722
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇NO
  • Molecular Weight 109.13
  • Synonym(s) None
  • SMILES O=CC1=C(C)C=CN1

Description

3-Methyl-1H-pyrrole-2-carbaldehyde is a bench-stable, electron-rich heteroaromatic aldehyde featuring a pyrrolic core with a methyl substituent at the 3-position and a formyl group at the 2-position. This configuration enables direct incorporation into coupling reactions, offering enhanced reactivity in transition-metal-catalyzed transformations. The molecule’s polarized carbonyl group pairs effectively with nucleophiles in synthetic sequences.

Application

3-Methyl-1H-pyrrole-2-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrrole-based scaffolds through standard electrophilic and nucleophilic transformations. The aldehyde functionality facilitates facile derivatization via reductive amination, Grignard additions, and condensation reactions, while the methyl group provides steric and electronic modulation. Its bench-stable nature and compatibility with common reaction conditions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Stierle, Donald B.; Faulkner, John D. Journal of Organic Chemistry, 1980 , vol. 45, # 24 p. 4980 - 4982
  • Route2

    References

    • Bristol Myers Squibb Company Patent: US6982265 B1, 2006 ; Location in patent: Page/Page column 22-23 ;
  • Route3
    • null|null
      1003-67-4
    • ~33%
    • In-stock
      3-Methyl-1H-pyrrole-2-carbaldehyde|CS-0094722
      24014-18-4

    References

    • Campbell, Shirley E.; Comer, Murray C.; Derbyshire, Paul A.; Despinoy, Xavier L. M.; McNab, Hamish; Morrison, Roderick; Sommerville, Craig C.; Thornley, Craig Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 15 p. 2195 - 2202

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   32.86
  • LogP   1.13562
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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