Production Method 1

26414-90-4

917-64-6

83431-02-1

Reaction Conditions

1.1 Solvents: Dimethylformamide ;  4 °C → 25 °C; 2 h, 25 °C
1.2 Solvents: Water ;  0 °C
1.3 Reagents: Hydrochloric acid Solvents: Water ;  pH 7

Reference

Heterocyclic chalcone activators of nuclear factor (erythroid-derived 2)-like 2 (Nrf2) with improved in vivo efficacy

Lounsbury, Nicole; et al, Bioorganic & Medicinal Chemistry, 2015, 23(17), 5352-5359

Production Method 2

59786-32-2

83431-02-1

Reaction Conditions

1.1 Reagents: Hydrochloric acid Catalysts: Sodium methoxide

Reference

Azabenzoxazoles: synthesis of 3-methylisoxazolo[5,4-c]- and 2-methyloxazolo[5,4-c]pyridines

Camparini, Alfredo; et al, Heterocycles, 1982, 19(8), 1511-15

Production Method 3

68325-15-5

83431-02-1

Reaction Conditions

1.1 Solvents: Dimethylformamide ;  4 °C → 25 °C; 2 h, 25 °C
2.1 Solvents: Dimethylformamide ;  4 °C → 25 °C; 2 h, 25 °C
2.2 Solvents: Water ;  0 °C
2.3 Reagents: Hydrochloric acid Solvents: Water ;  pH 7

Reference

Heterocyclic chalcone activators of nuclear factor (erythroid-derived 2)-like 2 (Nrf2) with improved in vivo efficacy

Lounsbury, Nicole; et al, Bioorganic & Medicinal Chemistry, 2015, 23(17), 5352-5359

1-(3-Methoxypyridin-4-yl)ethanone Raw materials

• 3-Methoxypyridine-4-carbonitrile
• Methylmagnesium Iodide (3.0 M in Diethyl ether)
• 3-chloropyridine-4-carbonitrile
• Methyl 3-methoxyisonicotinate

1-(3-Methoxypyridin-4-yl)ethanone Preparation Products

• 1-(3-Methoxypyridin-4-yl)ethanone (83431-02-1)

• 1. Excitable dynamics in the bromate–sulfite–ferrocyanide reaction
  J. Zagora,M. Vosla?,L. Schreiberová,I. Schreiber Phys. Chem. Chem. Phys., 2002,4, 1284-1291
• 2. Emerging investigator series: kinetics of diopside reactivity for carbon mineralization in mafic–ultramafic rocks
  BrianaAguila,LandonHardee,H.ToddSchaef,SiavashZare,MohammadJavadAbdolhosseiniQomi,JarrodV.Crum,JadeE.HollimanJr.,ElenaTajueloRodriguez,LawrenceM.Anovitz,KevinM.Rosso,QuinR.S.Miller
• 3. Emerging investigator series: bacteriophages as nano engineering tools for quality monitoring and pathogen detection in water and wastewater
  Fereshteh Bayat Environ. Sci.: Nano, 2021,8, 367-389
• 4. Examination of the hydrogen-bonding networks in small water clusters (n = 2–5, 13, 17) using absolutely localized molecular orbital energy decomposition analysis?
  Erika A. Cobar,Paul R. Horn,Robert G. Bergman,Martin Head-Gordon Phys. Chem. Chem. Phys., 2012,14, 15328-15339
• 5. Fate of nitrogen-15 in the subsequent growing season of greenhouse tomato plants (Lycopersicon esculentum Mill) as influenced by alternate partial root-zone irrigation
  Maomao Hou,Fenglin Zhong,Qiu Jin,Enjiang Liu,Jie Feng,Tengyun Wang,Yue Gao RSC Adv., 2017,7, 34392-34400

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Ketones
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Ketones

1-(3-Methoxypyridin-4-yl)ethanone (CAS No. 83431-02-1)

1-(3-Methoxypyridin-4-yl)ethanone, also known by its CAS number 83431-02-1, is a chemical compound that has garnered significant attention in recent years due to its unique properties and potential applications in various fields. This compound belongs to the class of pyridine derivatives, which are widely studied for their versatility in organic synthesis and their role in pharmaceuticals, agrochemicals, and materials science.

The molecular structure of 1-(3-Methoxypyridin-4-yl)ethanone consists of a pyridine ring substituted with a methoxy group at the 3-position and an ethanone group at the 4-position. This substitution pattern imparts distinct electronic and steric properties to the molecule, making it a valuable building block for further chemical modifications. Recent studies have highlighted its potential as a precursor for synthesizing bioactive compounds, particularly in the development of new drug candidates.

One of the most promising applications of 1-(3-Methoxypyridin-4-yl)ethanone lies in its use as an intermediate in the synthesis of kinase inhibitors. Kinase enzymes play a critical role in cellular signaling pathways, and their dysregulation is often associated with diseases such as cancer, inflammation, and neurodegenerative disorders. By incorporating this compound into more complex molecular frameworks, researchers have been able to design molecules that exhibit potent inhibitory activity against specific kinases, paving the way for novel therapeutic interventions.

In addition to its role in drug discovery, 1-(3-Methoxypyridin-4-yl)ethanone has also been explored for its potential in agrochemicals. Its ability to modulate plant growth and development through interaction with key enzymes makes it a candidate for the development of next-generation pesticides and herbicides. Recent advancements in green chemistry have further enhanced the feasibility of using this compound in sustainable agricultural practices.

The synthesis of 1-(3-Methoxypyridin-4-yl)ethanone typically involves multi-step reactions, including nucleophilic aromatic substitution and ketone formation. Researchers have optimized these processes to improve yield and purity, ensuring that the compound can be produced efficiently on an industrial scale. The development of scalable synthetic routes has been a focal point of recent studies, driven by the increasing demand for this compound in both academic and commercial settings.

From a structural perspective, the methoxy group at the 3-position of the pyridine ring introduces electron-donating effects, which influence the reactivity of the molecule during various chemical transformations. This property has been exploited in numerous coupling reactions, such as Suzuki-Miyaura cross-couplings, where it serves as a versatile substrate for forming biaryl compounds with diverse functionalities. The ability to undergo such transformations underscores the utility of this compound as a versatile intermediate in organic synthesis.

The study of 1-(3-Methoxypyridin-4-yl)ethanone has also led to insights into its photophysical properties. Research has shown that this compound exhibits interesting fluorescence characteristics under certain conditions, making it a potential candidate for applications in sensors and imaging technologies. These findings highlight the multifaceted nature of this compound and its relevance across different scientific disciplines.

In conclusion, 1-(3-Methoxypyridin-4-yl)ethanone (CAS No. 83431-02-1) stands out as a valuable chemical entity with wide-ranging applications in drug discovery, agrochemicals, and materials science. Its unique structure and reactivity make it an indispensable tool for researchers seeking to develop innovative solutions to pressing challenges in these fields. As ongoing studies continue to uncover new aspects of its chemistry and biology, this compound is poised to play an increasingly important role in advancing scientific knowledge and technological progress.

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