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CS-W001157 4
Total: USD 88.00

2-methyl-4-pyridinecarboxylic acid methyl ester

  • CAS No. 16830-24-3

  • Cat. No. CS-W000341
  • Purity≥98%
  • MDL No.MFCD09991707

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

2-methyl-4-pyridinecarboxylic acid methyl ester|CS-W000341

Structure of 16830-24-3

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General Information

  • CAS No. 16830-24-3
  • Cat. No. CS-W000341
  • Purity ≥98%
  • MDL No. MFCD09991707
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₂
  • Molecular Weight 151.16
  • Synonym(s) methyl 2-methylpyridine-4-carboxylate
  • SMILES O=C(C1=CC(C)=NC=C1)OC

Description

2-Methyl-4-pyridinecarboxylic acid methyl ester features a pyridine ring bearing a methyl substituent at the 2-position and a carboxylate ester at the 4-position. This configuration imparts enhanced solubility in organic solvents while maintaining stability under standard bench conditions. The molecule serves as a key intermediate in the synthesis of bioactive heterocycles, particularly in medicinal chemistry applications targeting kinase inhibitors and antimicrobial agents.

Application

2-Methyl-4-pyridinecarboxylic acid methyl ester serves as a versatile building block in synthetic organic chemistry, enabling efficient access to pyridine-based heterocycles and pharmaceutical intermediates. Its methyl ester functionality facilitates straightforward hydrolysis or nucleophilic substitution, while the 2-methyl substituent enhances regioselectivity in electrophilic and transition-metal-catalyzed coupling reactions. The compound exhibits excellent bench stability and compatibility with standard purification protocols, making it well-suited for scalable synthesis and medicinal chemistry campaigns.

Synthesis

  • Route1

    References

    • Zeneca Limited; Zeneca Pharma S. A. Patent: US6362336 B1, 2002 ; Location in patent: Example 63 ; US 6362336 B1
  • Route2
    • null|null
      67-56-1
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      2-Methylisonicotinic acid|CS-W008764
      4021-11-8
    • ~53%
    • In-stock
      2-methyl-4-pyridinecarboxylic acid methyl ester|CS-W000341
      16830-24-3

    References

    • AMGEN INC.; DU, Xiaohui; FU, Zice; HOUZE, Jonathan, B.; JIAO, Xianyun; KIM, Yong-jae; LI, Leping; LIU, Jinqian; LIZARZABURU, Mike; MEDINA, Julio; SHEN, Wang; TURCOTTE, Simon; YU, Ming Patent: WO2010/93849 A2, 2010 ; Location in patent: Page/Page column 68; 69 ; WO 2010/093849 A2
  • Route3
    • In-stock
      4-Bromo-2-methylpyridine|CS-W007447
      22282-99-1
    • null|null
      201230-82-2
    • ~%
    • In-stock
      2-methyl-4-pyridinecarboxylic acid methyl ester|CS-W000341
      16830-24-3

    References

    • WO2011/38086 A2, ; Page/Page column 85-86 ; WO 2011/038086 A2

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   39.19
  • LogP   1.17662
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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