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CS-W001157 4
Total: USD 88.00

4-Bromo-1H-pyrrole-2-carbaldehyde

  • CAS No. 931-33-9

  • Cat. No. CS-W020675
  • Purity≥97%
  • MDL No.MFCD02179586

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

4-Bromo-1H-pyrrole-2-carbaldehyde|CS-W020675

Structure of 931-33-9

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General Information

  • CAS No. 931-33-9
  • Cat. No. CS-W020675
  • Purity ≥97%
  • MDL No. MFCD02179586
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BrNO
  • Molecular Weight 174.00
  • Synonym(s) 4-Bromo-1H-pyrrole-2-carboxaldehyde; 4-Bromo-2-pyrrolecarboxaldehyde; 1H-Pyrrole-2-carboxaldehyde,4-bromo
  • SMILES O=CC1=CC(Br)=CN1

Description

4-Bromo-1H-pyrrole-2-carbaldehyde features a brominated pyrrole core with an aldehyde functional group at the 2-position, enabling direct incorporation into diverse synthetic architectures. This electron-deficient heterocycle serves as a key building block in medicinal chemistry and materials science, offering high reactivity in coupling reactions and ease of derivatization under standard conditions.

Application

4-Bromo-1H-pyrrole-2-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions and functionalization at the C2 aldehyde position. Its bromo group facilitates Suzuki, Stille, or Negishi coupling, while the aldehyde functionality allows for imine formation, reductive amination, or oxidation to carboxylic acid derivatives. The compound exhibits good bench stability and is readily purified by flash chromatography, making it well-suited for iterative medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • NORTH CAROLINA STATE UNIVERSITY Patent: WO2007/64842 A2, 2007 ; Location in patent: Page/Page column 89-91; 104 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   32.86
  • LogP   1.5897
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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