66869-71-4

Basic information

• Product Name: Ethyl 3-(4-Pyridyl)propiolate
• Synonyms: Ethyl 3-(4-Pyridyl)propiolate;Ethyl 3-(pyridin-4-yl)propiolate
• CAS NO: 66869-71-4
• Molecular Formula: C₁₀H₉NO₂
• Molecular Weight: 175.18396
• Mol File: 66869-71-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 123 °C(Press: 0.9 Torr)
• Appearance: /
• Density: 1.15±0.1 g/cm3(Predicted)
• PKA: 2.96±0.26(Predicted)
• CAS DataBase Reference: Ethyl 3-(4-Pyridyl)propiolate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 3-(4-Pyridyl)propiolate(66869-71-4)
• EPA Substance Registry System: Ethyl 3-(4-Pyridyl)propiolate(66869-71-4)

Safety Data

• Hazardous Substances Data: 66869-71-4(Hazardous Substances Data)

Usage

General Description

Ethyl 3-(4-pyridyl)propiolate is a chemical compound with the molecular formula C11H11NO2. It is a ester derivative of the 3-(4-pyridyl)propiolic acid, and is commonly used in organic synthesis and pharmaceutical research. It is a pale yellow liquid with a sweet, fruity odor, and is slightly soluble in water but soluble in most organic solvents. Ethyl 3-(4-pyridyl)propiolate is a versatile compound with potential applications in the development of pharmaceuticals, agrochemicals, and other specialty chemicals. It is important to handle this chemical with caution as it may be harmful if ingested or inhaled and can cause skin and eye irritation.

Upstream product

• 15854-87-2 4-iodopyridine 
• 623-47-2 propynoic acid ethyl ester 
• 55-22-1 pyridine-4-carboxylic acid 
• 14254-57-0 4-(chlorocarbonyl)pyridine 
• 26377-17-3 ethyl 3-oxo-3-(4-pyridyl)propanoate 

Downstream Products

• 1378868-77-9 ethyl 6-(N-(4-bromo-3-fluorobenzyl)methylsulfonamido)-5-cyclopropyl-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridine-3-carboxylate 
• 1378868-35-9 (4-((N-(5-cyclopropyl-3-(methylcarbamoyl)-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)-2-fluorophenyl)boronic acid 
• 1378868-83-7 5-cyclopropyl-6-(N-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)methylsulfonamido)-N-methyl-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridine-3-carboxamide 
• 1378868-81-5 6-(N-(4-bromo-3-fluorobenzyl)methylsulfonamido)-5-cyclopropyl-N-methyl-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridine-3-carboxamide 
• 1378868-79-1 6-(N-(4-bromo-3-fluorobenzyl)methylsulfonamido)-5-cyclopropyl-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridine-3-carboxylic acid 

Relevant articles and documents

Consecutive Three-Component Coupling-Addition Synthesis of β-Amino Enoates and 3-Hydroxypyrazoles via Ethyl 3-Arylpropiolates

Two consecutive three-component syntheses furnishing β-amino enoates or 3-hydroxypyrazoles based upon the Sonogashira alkynylation of aryl iodides and ethyl propiolate were established in mostly excellent yields. The ethyl 3-arylpropiolate intermediates are Michael systems which are suited for concatenation with conjugate addition or cyclocondensation giving access to libraries of 21 different β-amino enoates and 17 different 3-hydroxypyrazoles. The rotational barrier of β-pyrrolidino enoates was assessed by studying the coalescence of pyrrolidinyl protons in VT-NMR spectra of electronically different substituted derivatives showing that the electronic substituent effect on the aryl group does not affect the height of the rotational barrier. This indicates that the substituents are essentially oriented orthogonally to the plane of the β-pyrrolidino enoates.

COMPOUNDS

The present invention features compounds of formula (I): and salts thereof, pharmaceutical compositions comprising said compounds, and uses of such compounds in treating or preventing viral infections, such as HCV infections, and diseases associated with such infections.