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CS-W001157 4
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2-Methylnicotinaldehyde

  • CAS No. 60032-57-7

  • Cat. No. CS-W018953
  • Purity≥96%
  • MDL No.MFCD08234911

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

2-Methylnicotinaldehyde|CS-W018953

Structure of 60032-57-7

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General Information

  • CAS No. 60032-57-7
  • Cat. No. CS-W018953
  • Purity ≥96%
  • MDL No. MFCD08234911
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO
  • Molecular Weight 121.14
  • Synonym(s) 2-Methylpyridine 3-Carbaldehyde
  • SMILES O=CC1=C(C)N=CC=C1

Description

2-Methylnicotinaldehyde is a bench-stable, moisture-tolerant aldehyde derivative featuring a pyridine ring with a methyl group at the 2-position and an aldehyde function at the 3-position. This electronic configuration enhances reactivity in nucleophilic addition and coupling processes. The molecule integrates readily into heterocyclic scaffolds during synthetic transformations.

Application

2-Methylnicotinaldehyde serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient construction of pyridine-based scaffolds. Its aldehyde functionality facilitates nucleophilic addition, reductive amination, and condensation reactions under mild conditions. The methyl group at the 2-position enhances electrophilicity at the carbonyl carbon and improves bench stability compared to unsubstituted analogs. This compound functions reliably in multistep syntheses, including the preparation of heterocyclic intermediates and functionalized ligands.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2006/100461 A1, 2006 ; Location in patent: Page/Page column 83 ; WO 2006/100461 A1
  • Route2
    • null|null
      68-12-2
    • In-stock
      3-Bromo-2-methylpyridine|CS-W002494
      38749-79-0
    • ~30%
    • In-stock
      2-Methylnicotinaldehyde|CS-W018953
      60032-57-7

    References

    • SIRTRIS PHARMACEUTICALS, INC.; VU, Chi, B.; DISCH, Jeremy, S.; NG, Pui, Yee; BLUM, Charles, A.; PERNI, Robert, B. Patent: WO2010/3048 A1, 2010 ; Location in patent: Page/Page column 129 ; WO 2010/003048 A1
  • Route3
    • N-Methoxy-N,2-dimethylnicotinamide|CS-0665718
      469864-28-6
    • ~94%
    • In-stock
      2-Methylnicotinaldehyde|CS-W018953
      60032-57-7

    References

    • Kovalskiy; Perevalov Chemistry of Heterocyclic Compounds, 2009 , vol. 45, # 9 p. 1053 - 1057

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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