113898-56-9

Basic information

• Product Name: 3-(ethoxycarbonyl)-2-fluoropyridine
• Synonyms: 3-(ethoxycarbonyl)-2-fluoropyridine;Ethyl 2-fluoropyridine-3-carboxylate;2-Fluoro-3-pyridinecarboxylic acid ethyl ester
• CAS NO: 113898-56-9
• Molecular Formula: C₈H₈FNO₂
• Molecular Weight: 169.1530232
• Mol File: 113898-56-9.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 3-(ethoxycarbonyl)-2-fluoropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(ethoxycarbonyl)-2-fluoropyridine(113898-56-9)
• EPA Substance Registry System: 3-(ethoxycarbonyl)-2-fluoropyridine(113898-56-9)

Safety Data

• Hazardous Substances Data: 113898-56-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
3-(ethoxycarbonyl)-2-fluoropyridine is used as a key building block for the synthesis of various pharmaceuticals and agrochemicals. Its unique structure and potential biological activity make it a valuable component in the development of new drugs and pesticides, contributing to advancements in healthcare and agriculture.
Used in Drug Discovery and Development:
In the field of drug discovery and development, 3-(ethoxycarbonyl)-2-fluoropyridine serves as a promising candidate due to its potential biological activity. Researchers are exploring its applications in creating novel therapeutic agents, aiming to address unmet medical needs and improve patient outcomes.
Used in Organic Synthesis:
3-(ethoxycarbonyl)-2-fluoropyridine is utilized as a reagent in organic synthesis for the preparation of various fluorinated compounds. Its presence in these reactions enhances the properties of the resulting products, such as reactivity, stability, and selectivity, making it an essential component in the synthesis of specialty chemicals and materials.

Upstream product

• 116241-52-2 C₈H₉FNO₂⁽¹⁺⁾*BF₄^(1-) 
• 105-56-6 ethyl 2-cyanoacetate 
• 927-63-9 3-dimethylaminoacrolein 
• 13070-22-9 3-(N,N-diethylamino)propenal 
• 614-18-6 3-pyridinecarboxylic acid ethyl ester 

Relevant articles and documents

A microwave synthesis 2 - halogenated nicotinate and intermediates thereof

The invention discloses a method for synthesizing 2-halogenated nicotinic acid ester and intermediates thereof through microwave method. The method comprises the following steps: adding substitute amino acrolein, a catalyst and cyan-acetic ester into a reactor, carrying out reaction under microwave radiation, and tracking the reaction till substitute amino acrolein disappears to prepare and obtain reaction liquid of the intermediates of 2-halogenated nicotinic acid ester; adding hydrogen halide into the reaction liquid, continuously carrying out reaction, and tracking and monitoring the reaction till the reaction is complete; adding alkali liquor into the reaction liquid to adjust the pH value to 5-6; carrying out standing delamination to obtain an aqueous layer and an organic layer; extracting the aqueous layer with an organic solvent, combining the extracted aqueous layer with the organic layer, and carrying out refinement to prepare and obtain 2-halogenated nicotinic acid ester. The synthesis method of 2-halogenated nicotinic acid ester related to the invention has the advantages of beingenvironment-friendly, short in reaction time, simple to operate, high in product yield and good in quality.

A ultrasonic process for synthesizing 2 - halogenated nicotinate and intermediates thereof

The invention discloses a method for synthesizing 2-halogenated ester nicotinate and a 2-halogenated ester nicotinate intermediate according to an ultrasonic method. The method comprises the following steps: adding substituent amino acrolein, a catalyst and cyanacetic ester into a reactor for a reaction under ultrasonic radiation; tracing the reaction till substituent amino acrolein is disappeared, thereby obtaining a reaction solution I containing the 2-halogenated ester nicotinate intermediate; then, adding halogen hydride into the reaction solution I for another reaction to obtain a reaction solution II; tracing and monitoring the reaction till completion; adding a lye into the reaction solution II to adjust the pH value of the reaction solution II to be 5-6; carrying out standing stratification to obtain a water layer and an organic layer; conducting extraction on the water layer by utilizing an organic solvent, and then combining the extraction solution with the organic layer; carrying out refining to obtain 2-halogenated ester nicotinate. Through the adoption of the method, an organic synthesis reaction can be effectively facilitated, the reaction speed and yield can be improved, and the environmental protection can be promoted; the reaction time is short and the operation is simple, that is, the organic synthesis reaction can be finished within 2 hours in general; the product yield and quality are high; specifically, the product yield can reach 90% or higher, and exceed that achieved according to the conventional solvent heating reflux method.

Method using hydrothermal method to synthesize 2-halogeneated nicotinate and 2-halogeneated nicotinic acid

The invention discloses a method using a hydrothermal method to synthesize 2-halogeneated nicotinate and 2-halogeneated nicotinic acid and relates to the field of chemical synthesizing. The method uses substituted amino acrolein, catalyst, catalyst assistant, water and cyanoacetate as raw materials to synthesize the 2-halogeneated nicotinate and the 2-halogeneated nicotinic acid through the hydrothermal method. Compared with the prior art, the method is environmentally friendly, easy in separation, high in product yield, good in product quality, capable of achieving large-scale industrial production favorably, and the like.

An ionic liquid method of synthesizing 2 - halogenated nicotinate and intermediates thereof

The invention discloses a method for synthesizing 2-halogenated nicotinate and an intermediate thereof through an ionic liquid method. The method comprises the steps that cyan-acetic ester, ionic liquid and substituted amino acrolein are evenly mixed and heated to a preset temperature for conducting a reaction, the reaction is tracked till the substituted amino acrolein disappears, reaction liquid is cooled to the room temperature and extracted for multiple times through organic solvents, the residual phase of the ionic liquid is reused after being washed and dried, and the intermediate of the 2-halogenated nicotinate is obtained by evaporating the organic solvents from the organic phase; when the 2-halogenated nicotinate is synthesized, the organic solvents do not need to be separated from the intermediate of the 2-halogenated nicotinate, the reaction is continuously conducted by adding hydrogen halide into the organic phase, and the tracking monitoring is conducted till the reaction is completed; the 2-halogenated nicotinate product is prepared after separation. The synthesizing method of the 2-halogenated nicotinate has the advantages of being green and environmentally friendly, easy to operate, high in product yield and good in quality of the synthesized product.

Preparation of 2-Fluoropyridines via Base-Induced Decomposition of N-Fluoropyridinium Salts

N-Fluoropyridinium salts with either BF4-, SbF6-, or PF6- as a counteranion were treated with excess base such as triethylamine at room temperature to give 2-fluoropyridine in good yield.This method was succesfully applied to the preparation of 2-fluoropyridine derivatives possessing electron-donating or -withdrawing substituents using substituted N-fluoropyridinium tetrafluoroborates.Pyridine-F2 compounds produced through reactions of pyridines with molecular fluorine were also treated with base to give 2-fluoropyridines but in low yields.These reactions are considered to occur through a carbene mechanism as follows: a novel N-F-containing cyclic carbene (3), generated from the N-fluoropyridinium salts by 2-proton abstraction, reacts with fluorine atoms from counteranions such as BF4-, SbF6-, or PF6-, followed by elimination of F- from the N-F moiety, to yield 2-fluoropyridines.Previously reported findings in reactions of pyridines with molecular fluorine are explained on the basis of this mechanism.