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Methyl 6-ethynylpicolinate

  • CAS No. 914950-66-6

  • Cat. No. CS-0019361
  • Molecule weight161.16
  • Purity≥98%
  • MDL No.MFCD18207403

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

Methyl 6-ethynylpicolinate|CS-0019361

Structure of 914950-66-6

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General Information

  • CAS No. 914950-66-6
  • Cat. No. CS-0019361
  • Purity ≥98%
  • MDL No. MFCD18207403
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO₂
  • Molecular Weight 161.16
  • Synonym(s) Methyl 6-ethynylpyridine-2-carboxylate
  • SMILES O=C(C1=NC(C#C)=CC=C1)OC

Description

Methyl 6-ethynylpicolinate is a synthetically valuable pyridine derivative featuring a terminal alkyne group at the 6-position. This functionality enables efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for bioconjugation and materials assembly. The ester moiety enhances solubility in organic solvents while maintaining stability under standard bench conditions.

Application

Methyl 6-ethynylpicolinate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted pyridine scaffolds via transition-metal-catalyzed coupling reactions. The terminal alkyne moiety facilitates reliable Sonogashira and Glaser-type couplings, while the ester group offers orthogonal reactivity for further functionalization. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for iterative synthesis 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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