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1-Methyl-1H-pyrazole-3-carbaldehyde

  • CAS No. 27258-32-8

  • Cat. No. CS-W004820
  • Purity≥98%
  • MDL No.MFCD03419800

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

1-Methyl-1H-pyrazole-3-carbaldehyde|CS-W004820

Structure of 27258-32-8

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General Information

  • CAS No. 27258-32-8
  • Cat. No. CS-W004820
  • Purity ≥98%
  • MDL No. MFCD03419800
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆N₂O
  • Molecular Weight None
  • Synonym(s) 1H-pyrazole-3-carboxaldehyde, 1-methyl-
  • SMILES C[N]1C=CC(=N1)C=O

Description

1-Methyl-1H-pyrazole-3-carbaldehyde features a pyrazole ring bearing a methyl group at the N1 position and a formyl substituent at C3, delivering a polar, electron-deficient heterocyclic scaffold. This configuration enables direct integration into medicinal chemistry campaigns, particularly as a building block for bioactive molecules requiring hydrogen-bond acceptor capacity and metabolic stability. The aldehyde functionality supports efficient coupling reactions under mild conditions.

Application

1-Methyl-1H-pyrazole-3-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to heterocyclic scaffolds via nucleophilic addition and condensation reactions. Its aldehyde functionality exhibits excellent stability under standard bench conditions and tolerates diverse functional groups, facilitating straightforward purification and integration into multi-step syntheses. The molecule functions effectively in coupling protocols and acts as a key intermediate in the construction of bioactive compounds.

Synthesis

  • Route1

    References

    • MERCK and CO., INC. Patent: WO2004/58702 A2, 2004 ; Location in patent: Page 31; 24 ; WO 2004/058702 A2
  • Route2
    • null|null
      84547-60-4
    • ~64%
    • In-stock
      1-Methyl-1H-pyrazole-3-carbaldehyde|CS-W004820
      27258-32-8

    References

    • MERCK and CO., INC. Patent: WO2004/58763 A1, 2004 ; Location in patent: Page 39-40 ; WO 2004/058763 A1
  • Route3

    References

    • BASF SE Patent: US2010/174094 A1, 2010 ; Location in patent: Page/Page column 16 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3082
Class : 9
Packing Group : Ⅲ
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   34.89
  • LogP   0.2326
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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