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CS-W001157 4
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4-methylpyridine-2-carbaldehyde

  • CAS No. 53547-60-7

  • Cat. No. CS-W008908
  • Purity≥96%
  • MDL No.MFCD07367933

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

4-methylpyridine-2-carbaldehyde|CS-W008908

Structure of 53547-60-7

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General Information

  • CAS No. 53547-60-7
  • Cat. No. CS-W008908
  • Purity ≥96%
  • MDL No. MFCD07367933
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO
  • Molecular Weight 121.14
  • Synonym(s) 4-Methyl-2-pyridinecarboxaldehyde; 2-Formyl-4-methylpyridine; 4-Methyl-2-formylpyridine; 4-Methylpicolinaldehyde; 2-Pyridinecarboxaldehyde, 4-methyl-
  • SMILES O=CC1=NC=CC(C)=C1

Description

4-Methylpyridine-2-carbaldehyde features a pyridine ring bearing a methyl group at the 4-position and an aldehyde at the 2-position, creating a polar, electron-deficient heteroaromatic scaffold. This structure enables efficient coupling in transition-metal-catalyzed transformations and serves as a key building block in medicinal chemistry and ligand design.

Application

4-Methylpyridine-2-carbaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of heterocyclic scaffolds and functionalized pharmaceutical intermediates. Its pyridine ring provides enhanced stability and tunable basicity, while the aldehyde group facilitates nucleophilic additions, condensations, and coupling reactions under mild conditions. The methyl substituent offers orthogonal reactivity and improves solubility, making this compound well-suited for bench-scale synthesis and process development.

Synthesis

  • Route1

    References

    • Goodson, Patricia A.; Oki, Aderemi R.; Glerup, Jorgen; Hodgson, Derek J. Journal of the American Chemical Society, 1990 , vol. 112, # 17 p. 6248 - 6254
  • Route2
    • null|null
      113170-67-5
    • null|null
      68-12-2
    • ~70%
    • In-stock
      4-methylpyridine-2-carbaldehyde|CS-W008908
      53547-60-7

    References

    • ASTRAZENECA AB; NPS PHARMACEUTICALS, INC. Patent: WO2004/14902 A2, 2004 ; Location in patent: Page 41 ; WO 2004/014902 A2
  • Route3
    • In-stock
      4-Methylpicolinonitrile|CS-W008101
      1620-76-4
    • null|null
      102854-88-6
    • ~38%
    • In-stock
      4-methylpyridine-2-carbaldehyde|CS-W008908
      53547-60-7

    References

    • Takeda Chemical Industries, Ltd. Patent: EP1424336 A1, 2004 ; Location in patent: Page 139 ;

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   29.96
  • LogP   1.20252
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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