858860-02-3

Usage

Uses

Used in Organic Synthesis:
2,3,6-Trifluoro-4-methoxypyridine is used as a reagent in various organic synthesis reactions for its ability to participate in nucleophilic substitution or electrophilic aromatic substitution due to its electron-withdrawing properties.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 2,3,6-Trifluoro-4-methoxypyridine is utilized as a building block for the synthesis of various pharmaceuticals, leveraging its unique reactivity to create complex organic compounds with potential medicinal properties.
Used in Agrochemical Production:
Similarly, in agrochemicals, 2,3,6-Trifluoro-4-methoxypyridine serves as a key intermediate in the synthesis of compounds designed to protect crops and enhance agricultural productivity, capitalizing on its capacity to form diverse chemical structures.
Used in the Synthesis of Fine Chemicals:
2,3,6-Trifluoro-4-methoxypyridine is also employed in the production of fine chemicals, which are high-purity chemicals used in various applications such as fragrances, flavors, and specialty chemicals, due to its role in creating specific molecular structures.

Upstream product

• 1735-84-8 3-chloro-2,4,5,6-tetrafluoropyridine 
• 3512-13-8 2,3,4,6-tetrafluoropyridine 
• 124-41-4 sodium methylate 

Downstream Products

• 858860-03-4 2,5,6-trifluoro-4-methoxy-nicotinic acid benzyl ester 

Relevant academic research and scientific papers

Design and synthesis of fluorinated iron chelators for metabolic study and brain uptake

A range of fluorinated 3-hydroxypyridin-4-ones has been synthesized where fluorine or fluorinated substituent was attached at 2- or 5- position of the pyridine ring in order to improve chemical and biological properties of 3-hydroxypyridin-4-ones. The synthetic route is different from conventional counterparts where a functional group is introduced to a preformed 3-hydroxypyridin-4-one ring. Herein, we introduce a novel method which starts with a fluorine containing precursor and the two hydroxyl groups at 3- and 4- positions of the pyridine ring are introduced at a later stage. The pK a values of the free ligands and the affinity constants of their iron complexes demonstrate that the presence of fluorine dramatically alters the values. The distribution coefficient values of the free ligands and corresponding iron(III) complexes between 1-octanol and MOPS buffer (pH 7.4) are also influenced. Glucuronidation and oxidation studies of selected fluorinated 3-hydroxypyridin-4-ones demonstrate that some such fluorinated compounds have clear advantage over deferiprone in that they are metabolized more slowly. Blood-brain barrier permeability studies indicated that although lipophilicity influences the permeability it is not the only factor. Two of the selected seven fluorinated 3-hydroxypyridin-4-ones have improved brain distribution when compared with deferiprone.

FLUORINATED PYRIDIN-4-0NES

Metal chelating compounds of formula (I) are provided: or tautomers thereof or a pharmaceutically acceptable salt of either characterised in that R1 is selected from the group H and C1-6 alkyl R2, R4 and R5 are independently selected from the group H, C1-6 alkyl, Cl, F, -CHF2, CF3, -C(O)CF3, -CH(OH)CF3 and R6 R3 is selected from the group H, C1-6 alkyl and C1-6 acyl R6 is a group -C(O)-N(R7)(R8) R7 is selected from H and C1-6 alkyl and R8 is selected from H, C1-6 alkyl and a group -CH(R9CO)-N(R10XR11 ). R9 and R10 are independently selected from H, C1-6 alkyl and C1-10 aralkyl and R11 is selected from H and C1-6 alkyl, or R10 and R11 together with the nitrogen to which they are bonded form a 3-8 membered heterocyclic ring wherein at least one of R2, R4 and R5 is F. The compounds of the invention have reduced susceptibility to glucuronidation and microsomal oxidation as compared to current clinical compounds of the same class but in preferred forms have lower molecular weight and have blood brain barrier permeability.

Synthesis and antibacterial activity of 5-methoxy- and 5-hydroxy-6-fluoro- 1,8-naphthyridone-3-carboxylic acid derivatives

A series of 5-methoxy- and 5-hydroxy-6-fluoro-1,8-naphthyridone-3- carboxylic acid derivatives were prepared and evaluated for cell-free bacterial protein synthesis inhibition and whole cell antibacterial activity. When compared to the analogous 5-hydroge

MECHANISMS FOR REACTIONS OF HALOGENATED COMPOUNDS. PART 6. INVESTIGATIONS INTO THE ACTIVATING EFFECT OF ORTHO-FLUORINE IN NUCLEOPHILIC AROMATIC SUBSTITUTION

Separate activating effects for ortho- and meta- fluorine, on nucleophilic aromatic substitution, are determinated for pyrimidine and pyridine systems.Comparisons confirm the importance of ion-dipole interactions for activation by ortho-fluorine.The effects of ortho-fluorine on anionic ?-complexes are also discussed.

Mechanisms for Reactions of Halogenated Compounds. Part 3. Variation in Activating Influence of Halogen Substituents in Nucleophilic Aromatic Substitution

Rate constants are reported for reactions of polyhalogeno-pyridines and -benzenes with sodium methoxide in methanol.Relative activating effects of individual fluorine and chlorine atoms at positions ortho, meta, and para to the reaction site are determined and compared with orders determined from reactions involving ammonia in aqueous dioxan.The results are remarkably similar.Additional support is provided for earlier explanations of the activating effects of ortho-fluorine and -chlorine.Activation parameters, determined for reactions of polyhalogenepyridines with ammonia in aqueous dioxan, clearly demonstrate that differences in reactivity along the series arise mainly from changes in activation energy.