446-26-4

Usage

Uses

Used in Pharmaceutical Industry:
2-Fluoronicotinic acid methyl ester serves as a key intermediate in the synthesis of various pharmaceuticals, leveraging its unique chemical structure to contribute to the development of new drugs and active pharmaceutical ingredients. Its role in medicinal chemistry is pivotal, as it facilitates the creation of biologically active compounds that can address a range of health conditions.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Fluoronicotinic acid methyl ester is utilized as an intermediate for the synthesis of compounds that have applications in crop protection and pest management. Its chemical properties make it suitable for the development of effective and targeted agrochemicals that can enhance agricultural productivity while minimizing environmental impact.

InChI:InChI=1/C7H6FNO2/c1-11-7(10)5-3-2-4-9-6(5)8/h2-4H,1H3

Upstream product

• 67-56-1 methanol 
• 393-55-5 2-fluoronicotinic acid 
• 93-60-7 methyl 3-pyridinecarboxylate 
• 372-48-5 2-fluoropyridine 
• 79-22-1 methyl chloroformate 
• 40134-18-7 methyl 2-chloropyridine-3-carboxylate 
• 77-78-1 dimethyl sulfate 
• 5345-47-1 2-aminopyridin-3-carboxylic acid 

Downstream Products

• 364-22-7 2-fluoronicotinamide 
• 2942-45-2 1-methyl-1H-pyrazolo[3,4-b]pyridin-3-ol 
• 112811-90-2 2-benzylsulfanylnicotinic acid 
• 1622217-20-2 methyl 2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate 
• 1312356-10-7 4-chloro-1-[(phenylmethyl)oxy]pyrido[2,3-d]pyrimidin-2(1H)-one 
• 1312356-08-3 1-[(phenylmethyl)oxy]pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione 

Relevant academic research and scientific papers

Nucleophilic Fluorination of Heteroaryl Chlorides and Aryl Triflates Enabled by Cooperative Catalysis

Aryl and heteroaryl fluorides are growing to be dominant motifs in pharmaceuticals and agrochemicals, yet they are rare in both nature and commodity chemicals. As a consequence, there is an increasingly urgent need to develop mild, cost-effective, and scalable methods for fluorination. The most straightforward route to synthesize aryl fluorides is through the halide exchange "halex"reaction, but conditions, cost, and atom economy preclude most available methods from large-scale manufacturing processes. We report a new approach that leverages the cooperative action of 18-crown-6 ether and tetramethylammonium chloride to catalytically access the reactivity of tetramethylammonium fluoride and achieve halex fluorinations under mild conditions with operational ease. The described methodology readily converts both heteroaryl chlorides and aryl triflates to their corresponding (hetero)aryl fluorides in high yields and purities.

With anti-tumor activity of 2 - methoxy nicotinamide derivatives preparation method and use thereof (by machine translation)

The invention discloses a with anti-tumor activity of 2 - methoxy nicotinamide derivatives preparation method and use, and in particular to a compound of the formula (I). Pharmacological activity test, the compound HepG2 on human liver cancer cells, colon

Facile preparation of 3-substituted-2,6-difluoropyridines: Application to the synthesis of 2,3,6-trisubstituted pyridines

We report a facile method for the difluorination of 3-substituted-2,6-dichloropyridines using cesium fluoride as a fluorination reagent in dimethyl sulfoxide. It is proposed that this method for preparing 3-substituted-2,6-difluoropyridines is simpler and easier than those reported in previous literature. To examine the utility of 3-substituted-2,6-difluoropyridines in synthetic chemistry, we also demonstrate a subsequent conversion to 2,3,6-trisubstituted pyridines by a tandem nucleophilic aromatic substitution.

SPIROPIPERIDINE COMPOUNDS AS ORL-1 RECEPTOR ANTAGONISTS

An ORL-1 receptor antagonist of the formula: its uses, and methods for its preparation are described.

Addition of ester enolates to N-alkyl-2-fluoropyridinium salts: Total synthesis of (±)-20-deoxycamptothecin and (+)-camptothecin

Several 4-substituted dihydropyridones or 2-pyridones have been prepared by nucleophilic addition of α-(methylsulfanyl)ester enolates to N-alkyl-2-fluoropyridinium salts, followed by acid hydrolysis or oxidation with concomitant hydrolysis, of the intermediate 2-fluoro-1,4-dihydropyridine adducts, respectively. Addition of the enolate derived from isopropyl α-(methylsulfanyl)butyrate to N-(quinolylmethyl)-2-fluoropyridinium triflate 21 followed by DDQ treatment gave pyridone 29, from which (±)-20-deoxycamptothecin (31), a known precursor of camptothecin, was synthesized by a radical cyclization-desulfurization, with subsequent elaboration of the lactone E ring by chemoselective reduction. A similar sequence starting from the enolate of a chiral 2-hydroxybutyric acid derivative (33) provides access to natural (+)-camptothecin (37).

DIRECT FLUORINATION OF SUBSTITUTED PYRIDINES

The direct fluorination of pyridines bearing alkyl, halogen, ester, or ketone functions has been employed to prepare the corresponding 2-fluoro-substituted pyridines.