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CS-W001157 4
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Methyl 6-ethynylnicotinate

  • CAS No. 216444-00-7

  • Cat. No. CS-0043883
  • Purity≥98%
  • MDL No.MFCD16988751

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

Methyl 6-ethynylnicotinate|CS-0043883

Structure of 216444-00-7

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General Information

  • CAS No. 216444-00-7
  • Cat. No. CS-0043883
  • Purity ≥98%
  • MDL No. MFCD16988751
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO₂
  • Molecular Weight 161.16
  • Synonym(s) 6-ethynyl-3-Pyridinecarboxylic acid methyl ester
  • SMILES O=C(OC)C1=CN=C(C#C)C=C1

Description

Methyl 6-ethynylnicotinate features a terminal alkyne group appended to the pyridine ring, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for bioconjugation and click chemistry applications. The ester functionality provides solubility in common organic solvents and compatibility with diverse synthetic transformations. This compound serves as a modular building block for constructing complex heterocyclic architectures and functionalized probes.

Application

Methyl 6-ethynylnicotinate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted pyridines and heterocyclic scaffolds via transition-metal-catalyzed coupling reactions. The terminal alkyne functionality facilitates reliable Sonogashira and Glaser-type couplings, while the ester group offers compatibility with standard functional group manipulations. Its bench-stable nature and straightforward purification make it well-suited for iterative synthesis workflows in medicinal chemistry and materials science applications.

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

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Computational Chemistry Data

  • TPSA   39.19
  • LogP   0.8495
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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