1003-68-5

Usage

Uses

Used in Pharmaceutical Industry:
2-Hydroxy-5-methylpyridine is used as a key intermediate for the synthesis of various pharmaceutical compounds. Its application is primarily due to its ability to participate in diastereoselective reactions, leading to the formation of cyclobutane-fused pyridinyl sulfonyl fluorides, which are valuable in the development of new drugs with potential therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, 2-Hydroxy-5-methylpyridine is used as a starting material for the preparation of a wide range of complex organic molecules. Its unique structural features, including the presence of a hydroxyl group and a methyl group on the pyridine ring, make it a useful building block for the construction of diverse molecular frameworks with potential applications in various industries, such as agrochemicals, materials science, and specialty chemicals.
Used in Research and Development:
2-Hydroxy-5-methylpyridine is also utilized in research and development laboratories for the exploration of new synthetic routes and the development of novel chemical methodologies. Its reactivity and structural diversity make it an attractive candidate for studying various reaction mechanisms and for the design of new catalysts and reagents that can facilitate the synthesis of complex molecular architectures.

InChI:InChI=1/C6H7NO/c1-5-2-3-7-6(8)4-5/h2-4H,1H3,(H,7,8)

Upstream product

• 1603-41-4 (5-methyl-pyridin-2-yl)amine 
• 1003-56-1 3-methylpyridin-2-ol 
• 15790-87-1 Methyl (E)-2-pentenoate 
• 91936-25-3 5-methyl-3,4-dihydropyridine-2(1H)-one 
• 2369-19-9 2-fluoro-5-methylpyridine 
• 1007-56-3 5-methylpyridin-2-yl acetate 
• 83766-91-0 5-methyl-2-ethoxypyridine 
• 89478-78-4 5-Methyl-1-(6-phenyl-4-p-tolyl-pyridine-2-carbonyl)-1H-pyridin-2-one 
• 1003-68-5 5-methyl-pyridin-2-ol 
• 13472-85-0 2-methoxy-5-bromopyridine 
• 3510-66-5 2-Bromo-5-methylpyridine 
• 108-99-6 3-Methylpyridine 
• 72323-49-0 8-methyl-2,4-diaza-bicyclo[4.2.0]oct-7-ene-3,5-dione 
• 89478-71-7 1-(4,6-Diphenyl-pyridine-2-carbonyl)-5-methyl-1H-pyridin-2-one 

Downstream Products

• 6456-93-5 1,5-dimethylpyridin-2(1H)-one 
• 18368-64-4 2-chloro-5-methylpyridine 
• 3510-66-5 2-Bromo-5-methylpyridine 
• 154447-03-7 5-methyl-2-(trifluoromethanesulfonyl)oxypyridine 
• 53427-77-3 5-methyl-N-(4-methoxyphenyl)-(1H )pyridin-2-one 
• 871020-10-9 5-(2-methoxy-4-nitrophenoxy)-2-methylpyridine 
• 13472-73-6 sodium 5-methyl-2-pyridonate 
• 92444-98-9 1-benzyl-5-methylpyridin-2(1H)-one 
• 53179-13-8 Pirfenidone 
• 25363-55-7 2-(4-methoxylphenyl)-5-methylpyridine 

Relevant academic research and scientific papers

Manganese-Promoted Regioselective Direct C3-Phosphinoylation of 2-Pyridones

A highly efficient and regioselective manganese-induced radical oxidative direct C?P bond formation between 2-pyridones and secondary phosphine oxides was developed. The C3-selective phosphinoylation was conveniently achieved through a combination of substoichiometric manganese and persulfate oxidant under mild conditions. Various 3-phosphinoylated pyridone products can be obtained in moderate to high yields. Preliminary mechanistic studies suggest that the reaction is likely to involve a radical pathway induced by catalytically active Mn3+ species.

Preparation method of high-purity pirfenidone

The invention relates to the technical field of drug synthesis, and discloses a preparation method of high-purity pirfenidone. The preparation method at least comprises the following steps: (1) uniformly mixing 2-amino-5-methylpyridine, a diazotization reagent and water, cooling to a temperature of -4 DEG C to 3 DEG C, adding an acid solution, and carrying out a thermal insulation reaction; heating for hydrolysis after the reaction is completed, cooling, then adjusting the pH value to 6.5-7.5 by using a sodium hydroxide solution with the mass fraction of 30%, extracting an organic phase by using a first solvent, drying, and concentrating under reduced pressure to obtain a 2-hydroxy 5-methylpyridine crude product; (2) adding a second solvent into the 2-hydroxy 5-methylpyridine crude productfor recrystallization to obtain a 2-hydroxy 5-methylpyridine pure product; (3) uniformly mixing the 2-hydroxy 5-methylpyridine pure product, iodobenzene, a catalyst and anhydrous potassium carbonate,heating and reacting, carrying out suction filtration, and carrying out vacuum concentration to obtain a pirfenidone crude product; and (4) adding a third solvent into the pirfenidone crude product,heating to dissolve, cooling to -5 to 5 DEG C, crystallizing for 1 to 1.5 hours, carrying out suction filtration, and drying to obtain a pirfenidone pure product.

5-alkyl-N-substituted aryl pyridone derivative, preparation method thereof and application of derivative

The invention provides a compound as shown in a formula I, or pharmacologically acceptable salt of the compound, or a prodrug of the compound, or a hydrate or solvate of the compound or a crystal form of the compound. The invention further provides a preparation method and an application of the compound. The structurally novel 5-methyl-2(1H) pyridone derivative as shown in the formula I has an obvious inhibiting effect on fibroblast proliferation and fibroblast secretory fiber binding protein (Fn), and the inhibiting effect is more significant than that of a positive drug pirfenidone (PF). The compound has an excellent application prospect in preparation of drugs for treating or preventing diseases such as fibrosis diseases and tumors.

Method for preparing anti-fibrotic drug

The invention relates to a method for preparing an anti-fibrotic drug. The method for preparing pirfenidone is characterized by comprising the following steps of: hydrolyzing a starting material 2-amino-5-methylpyridine by adopting a reverse diazotization hydrolysis method, extracting by using an extraction solvent and recrystallizing by using a recrystallization solvent to obtain 2-hydroxy-5-methylpyridine; in the presence of anhydrous potassium carbonate and active copper, mixing with iodobenzene and heating to carry out nucleophilic substitution reaction to produce a target compound: pirfenidone crude product; and sequentially carrying out recrystallization and purification by using a recrystallization solvent: ethyl acetate and absolute ethanol to finally obtain a pirfenidone pure product. The method disclosed by the invention has the following characteristics that: the initial raw material: the 2-amino-5-methylpyridine is a commercially available chemical product which is cheap and easy to obtain; the reverse diazotization is adopted to replace conventional diazotization reaction and the operation is simple and convenient; the purification methods of the 2-hydroxy-5-methylpyridine and the final product pirfenidone are easy to operate and high in yield; and the processing method is low in energy consumption and the production cost is reduced.

A process for preparing 2 - chloro -5 - methyl pyridine method (by machine translation)

The invention belongs to the technical field of organic chemical industry, relates to 2 - chloro - 5 - methyl pyridine preparation method, more specifically, relates to a 5 - methyl - 3, 4 - dihydro pyridine - 2 (1 H) - one (hereinafter referred to as the: pyridone) and chlorine gas, first synthesis of 2 - hydroxy - 5 - methyl pyridine (hereinafter referred to as: synthetic azo), re-chlorinated preparing 2 - chloro - 5 - methyl pyridine. (by machine translation)

5 - Methyl - 2 (1 H) pyridone derivative and its preparation and use

The invention discloses 5-methyl-2(1H)pyridone derivatives represented by the formula (I), crystal form, pharmaceutically-acceptable salt, hydrate, solvate, or prodrug thereof, wherein in the formula (I), the R represents a hydrogen atom, a halogen atom,

IMPROVED PROCESS FOR THE PREPARATION OF PIRFENIDONE

The present invention relates to improved process for the production of Pirfenidone which is comprises reacting the compound of 5-methyl-2(1H)-pyridone of formula (III) with bromobenzene (IV) in polar solvent, in presence of base and activated Cu powder to obtain the compound of formula (I). The present invention is also related to purification of Pirfenidone.

5-methyl-2(1H) pyridone derivative and preparation method and application thereof

The invention discloses a 5-methyl-2(1H) pyridone derivative shown in the formula I or salt, a hydrate, a solvate or a pro-drug thereof, which are pharmaceutically acceptable and have the same crystal form. In the formula I, X is selected from S or NH; R1

5 - methyl - 2 (1 H) pyridone derivative and its preparation and use

The invention discloses 5-methyl-2(1H)pyridone derivatives disclosed as Formula I, or crystal forms, pharmaceutically acceptable salts, hydrates, solvates or pro-drugs thereof. In the formula I, R is selected from hydroxy group, mercapto group, amino grou

AN IMPROVED PROCESS FOR THE PREPARATION OF PIRFENIDONE

The present invention is relates to an improved process for the preparation of pure pirfenidone. The present invention also relates to a crystalline form of pirfenidone and its pharmaceutical composition thereof.