Ethyl 6-ethynylpicolinate

Name: Ethyl 6-ethynylpicolinate
Brand: ChemScene
Availability: InStock
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CAS No. 1379302-65-4
Cat. No. CS-0158552
Purity≥95%
MDL No.MFCD20037583

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Structure of 1379302-65-4

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Description

Ethyl 6-ethynylpicolinate features a strategically positioned alkyne group adjacent to a pyridine ring, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for bioconjugation and materials assembly. The ester functionality offers synthetic versatility, while the electron-deficient heterocycle enhances reactivity in nucleophilic substitution processes. This robust scaffold integrates seamlessly into complex molecular architectures under mild conditions.

Application

Ethyl 6-ethynylpicolinate serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to substituted pyridines and heterocyclic scaffolds. Its terminal alkyne functionality exhibits high compatibility with Sonogashira, Glaser, and Huisgen cycloadditions, while the ester group supports further functionalization. The compound demonstrates excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

General Information

CAS No. 1379302-65-4
Cat. No. CS-0158552
Purity ≥95%
MDL No. MFCD20037583
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₉NO₂
Molecular Weight None
Synonym(s) 2-Pyridinecarboxylic acid, 6-ethynyl-, ethyl ester
SMILES C#CC1=NC(=CC=C1)C(=O)OCC

Computational Chemistry Data

TPSA 39.19
LogP 1.2396
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Ethyl 6-ethynylpicolinate

CAS No. 1379302-65-4

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