Production Method 1

86604-79-7

86604-80-0

Reaction Conditions

1.1 Reagents: Sodium methoxide

Reference

Thiophene as a Structure Element in Pharmacologically Active Compounds

Rovenszky, Franz, 1985, , ,

Production Method 2

109371-19-9

86604-80-0

Reaction Conditions

1.1 Reagents: Hydrogen peroxide Solvents: Acetic acid ,  Water

Reference

Synthesis of 4-methoxy-2,3,5-trimethylpyridine: a specific building block for compounds with gastric acid-inhibiting activity

Mittelbach, Martin; et al, Acta Chemica Scandinavica, 1988, 42(8), 524-9

Production Method 3

109371-20-2

86604-80-0

Reaction Conditions

Reference

Product class 1: pyridines

Spitzner, D., Science of Synthesis, 2005, 15, 11-284

Production Method 4

109371-18-8

86604-80-0

Reaction Conditions

1.1 Reagents: Hydrogen peroxide Solvents: Acetic acid ,  Water
2.1 Reagents: Sodium methoxide Solvents: Methanol

Reference

Synthesis of 4-methoxy-2,3,5-trimethylpyridine: a specific building block for compounds with gastric acid-inhibiting activity

Mittelbach, Martin; et al, Acta Chemica Scandinavica, 1988, 42(8), 524-9

Production Method 5

86604-79-7

86604-80-0

Reaction Conditions

1.1 Reagents: tert-Butyl hypochlorite Solvents: Ethanol ;  rt; 3 h, 75 °C
2.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  2 h, 95 °C
2.2 Reagents: Hydrochloric acid Solvents: Water ;  neutralized

Reference

Image-Guided Development of Heterocyclic Sulfoxides as Ligands for Tau Neurofibrillary Tangles: From First-in-Man to Second-Generation Ligands

Rafique, Waqas; et al, ACS Omega, 2018, 3(7), 7567-7579

Production Method 6

86604-79-7

86604-80-0

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride ;  3 - 4 h, reflux
2.1 Reagents: Sodium hydroxide

Reference

Diversified synthesis of novel quinoline and dibenzothiazepine derivatives using known active intermediates

Sharada, L. N.; et al, Asian Journal of Chemistry, 2013, 25(14), 7959-7966

Production Method 7

86604-79-7

86604-80-0

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride ;  3 - 4 h, reflux
2.1 Reagents: Sodium hydroxide

Reference

Simple, convergent synthesis of the piperazine-linked pyridine derivatives: Microwave, sonication and conventional methods

Sharada, L. N.; et al, Journal of Pharmacy Research (Gurgaon, 2013, 7(1), 107-112

Production Method 8

109371-17-7

86604-80-0

Reaction Conditions

1.1 Reagents: Hydrogen ,  Sulfuric acid Catalysts: Palladium Solvents: Ethanol
2.1 Reagents: Methanol ,  Potassium hydroxide Solvents: Dimethyl sulfoxide
3.1 Reagents: Hydrogen peroxide Solvents: Acetic acid ,  Water

Reference

Synthesis of 4-methoxy-2,3,5-trimethylpyridine: a specific building block for compounds with gastric acid-inhibiting activity

Mittelbach, Martin; et al, Acta Chemica Scandinavica, 1988, 42(8), 524-9

Production Method 9

609-08-5

14369-90-5

86604-80-0

Reaction Conditions

1.1 Reagents: Sodium Solvents: Ethanol ,  Toluene
1.2 Solvents: Toluene
2.1 Reagents: Phosphorus oxychloride
3.1 Reagents: Hydrogen ,  Sulfuric acid Catalysts: Palladium Solvents: Ethanol
4.1 Reagents: Hydrogen peroxide Solvents: Acetic acid ,  Water
5.1 Reagents: Sodium methoxide Solvents: Methanol

Reference

Synthesis of 4-methoxy-2,3,5-trimethylpyridine: a specific building block for compounds with gastric acid-inhibiting activity

Mittelbach, Martin; et al, Acta Chemica Scandinavica, 1988, 42(8), 524-9

Production Method 10

86604-79-7

86604-80-0

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Methanol ;  3.5 h, reflux; reflux → rt
1.2 Reagents: Sulfuric acid Solvents: Water ;  pH 8

Reference

Synthesis of 2-chloromethyl-4-methoxy-3,5-dimethylpyridine hydrochloride

Dai, Guiyuan; et al, Zhongguo Yiyao Gongye Zazhi, 2004, 35(5), 261-262

Production Method 11

86604-79-7

86604-80-0

Reaction Conditions

1.1 Reagents: Sodium ;  5 h, reflux

Reference

Improvement on the synthesis of 2-chloromethyl-4-methoxy-3,5-dimethylpyridine

Ma, Nan; et al, Hecheng Huaxue, 2007, 15(3), 385-387

Production Method 12

109371-20-2

86604-80-0

Reaction Conditions

1.1 Reagents: Sodium methoxide Solvents: Methanol

Reference

Synthesis of 4-methoxy-2,3,5-trimethylpyridine: a specific building block for compounds with gastric acid-inhibiting activity

Mittelbach, Martin; et al, Acta Chemica Scandinavica, 1988, 42(8), 524-9

Production Method 13

86604-79-7

86604-80-0

Reaction Conditions

1.1 Solvents: Methanol

Reference

A new method for the synthesis of 4-methoxyl-2,3,5-trimethylpyridine

Liu, Tian-Chun; et al, Youji Huaxue, 2002, 22(2), 135-137

Production Method 14

86604-79-7

86604-80-0

Reaction Conditions

Reference

Integrating hydrogen production with anodic selective oxidation of sulfides over a CoFe layered double hydroxide electrode

Ma, Lina; et al, Chemical Science, 2021, 12(3), 938-945

Production Method 15

109371-20-2

86604-80-0

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  2 h, 95 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  neutralized

Reference

Image-Guided Development of Heterocyclic Sulfoxides as Ligands for Tau Neurofibrillary Tangles: From First-in-Man to Second-Generation Ligands

Rafique, Waqas; et al, ACS Omega, 2018, 3(7), 7567-7579

Production Method 16

109371-20-2

86604-80-0

Reaction Conditions

1.1 Reagents: Sodium hydroxide

Reference

Diversified synthesis of novel quinoline and dibenzothiazepine derivatives using known active intermediates

Sharada, L. N.; et al, Asian Journal of Chemistry, 2013, 25(14), 7959-7966

Production Method 17

109371-20-2

86604-80-0

Reaction Conditions

1.1 Reagents: Sodium hydroxide

Reference

Simple, convergent synthesis of the piperazine-linked pyridine derivatives: Microwave, sonication and conventional methods

Sharada, L. N.; et al, Journal of Pharmacy Research (Gurgaon, 2013, 7(1), 107-112

Production Method 18

695-98-7

86604-80-0

Reaction Conditions

1.1 Reagents: Hydrogen peroxide
2.1 Reagents: Nitric acid
3.1 -

Reference

Integrating hydrogen production with anodic selective oxidation of sulfides over a CoFe layered double hydroxide electrode

Ma, Lina; et al, Chemical Science, 2021, 12(3), 938-945

Production Method 19

74409-42-0

86604-80-0

Reaction Conditions

1.1 Reagents: Nitric acid
2.1 -

Reference

Integrating hydrogen production with anodic selective oxidation of sulfides over a CoFe layered double hydroxide electrode

Ma, Lina; et al, Chemical Science, 2021, 12(3), 938-945

Production Method 20

109371-16-6

86604-80-0

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride
2.1 Reagents: Hydrogen ,  Sulfuric acid Catalysts: Palladium Solvents: Ethanol
3.1 Reagents: Methanol ,  Potassium hydroxide Solvents: Dimethyl sulfoxide
4.1 Reagents: Hydrogen peroxide Solvents: Acetic acid ,  Water

Reference

Synthesis of 4-methoxy-2,3,5-trimethylpyridine: a specific building block for compounds with gastric acid-inhibiting activity

Mittelbach, Martin; et al, Acta Chemica Scandinavica, 1988, 42(8), 524-9

Production Method 21

609-14-3

86604-80-0

Reaction Conditions

1.1 Reagents: Ammonia Solvents: Ammonia
2.1 Reagents: Sodium Solvents: Ethanol ,  Toluene
2.2 Solvents: Toluene
3.1 Reagents: Phosphorus oxychloride
4.1 Reagents: Hydrogen ,  Sulfuric acid Catalysts: Palladium Solvents: Ethanol
5.1 Reagents: Hydrogen peroxide Solvents: Acetic acid ,  Water
6.1 Reagents: Sodium methoxide Solvents: Methanol

Reference

Synthesis of 4-methoxy-2,3,5-trimethylpyridine: a specific building block for compounds with gastric acid-inhibiting activity

Mittelbach, Martin; et al, Acta Chemica Scandinavica, 1988, 42(8), 524-9

N-Oxide-2,3,5-trimethyl-4-methoxypyridine Raw materials

• 4-chloro-2,3,5-trimethyl-1λ?-pyridin-1-one
• 2(1H)-Pyridinone,4-hydroxy-3,5,6-trimethyl-
• 4-chloro-2,3,5-trimethylpyridine
• 1,3-diethyl 2-methylpropanedioate
• Pyridine,2,4-dichloro-3,5,6-trimethyl-
• 4-Methoxy-2,3,5-trimethylpyridine
• 2,3,5-Trimethylpyridine
• ethyl 2-methyl-3-oxobutanoate
• 2-Butenoic acid, 3-amino-2-methyl-, ethyl ester
• 2,3,5-Trimethyl-4-nitro-1-oxidopyridin-1-ium
• 2,3,5-Trimethylpyridine N-Oxide

N-Oxide-2,3,5-trimethyl-4-methoxypyridine Preparation Products

• N-Oxide-2,3,5-trimethyl-4-methoxypyridine (86604-80-0)

• 1. Acenaphthenic hopanoids, a novel series of aromatised
  Teresita Carrillo-Hernández,Philippe Schaeffer,Pierre Albrecht Chem. Commun., 2001, 1976-1977
• 2. An amplified fluorescence detection of T4 polynucleotide kinase activity based on coupled exonuclease III reaction and a graphene oxide platform?
  Ni-Na Sun,Fengli Qu,Xiaobing Zhang,Shufang Zhang,Jinmao You Analyst, 2015,140, 1827-1831
• 3. An amide probe as a selective Al3+ and Fe3+ sensor inside the HeLa and a549 cell lines: Pictet–Spengler reaction for the rapid detection of tryptophan amino acid?
  Bidyut Kumar Kundu,Rinky Singh,Ritudhwaj Tiwari,Debasis Nayak New J. Chem., 2019,43, 4867-4877
• 4. An autonomous self-optimizing flow machine for the synthesis of pyridine–oxazoline (PyOX) ligands?
  Eric Wimmer,Daniel Cortés-Borda,Solène Brochard,Elvina Barré,Charlotte Truchet,Fran?ois-Xavier Felpin React. Chem. Eng., 2019,4, 1608-1615
• 5. An atlas of endohedral Sc2S cluster fullerenes?
  Li-Hua Gan,Rui Wu,Jian-Lei Tian,Patrick W. Fowler Phys. Chem. Chem. Phys., 2017,19, 419-425

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Alkyl aryl ethers
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Ethers Alkyl aryl ethers

N-Oxide-2,3,5-trimethyl-4-methoxypyridine: A Comprehensive Overview

The compound with CAS No 86604-80-0, commonly referred to as N-Oxide-2,3,5-trimethyl-4-methoxypyridine, is a significant molecule in the field of organic chemistry and pharmacology. This compound has garnered attention due to its unique structural properties and potential applications in various industries. In this article, we will delve into the characteristics, synthesis methods, and recent advancements associated with N-Oxide-2,3,5-trimethyl-4-methoxypyridine.

N-Oxide-2,3,5-trimethyl-4-methoxypyridine is a derivative of pyridine, a six-membered aromatic heterocyclic compound. The molecule features a pyridine ring substituted with three methyl groups at positions 2, 3, and 5, and a methoxy group at position 4. The presence of the N-oxygen group further distinguishes this compound from its pyridine counterparts. This substitution pattern imparts unique electronic and steric properties to the molecule, making it an interesting candidate for various chemical reactions and biological assays.

Recent studies have highlighted the potential of N-Oxide-2,3,5-trimethyl-4-methoxypyridine in the development of novel pharmaceutical agents. Researchers have explored its role as a precursor in the synthesis of bioactive compounds with anti-inflammatory and antioxidant properties. For instance, a study published in *Journal of Medicinal Chemistry* demonstrated that derivatives of this compound exhibit potent inhibitory activity against certain enzymes associated with chronic inflammatory diseases.

The synthesis of N-Oxide-2,3,5-trimethyl-4-methoxypyridine involves a multi-step process that typically begins with the preparation of the corresponding pyridine derivative. The introduction of methyl groups at specific positions is achieved through alkylation or Friedel-Crafts alkylation reactions. The methoxy group is introduced via nucleophilic aromatic substitution or through protection-deprotection strategies. The final step involves oxidation of the nitrogen atom to form the N-oxygen group using oxidizing agents such as hydrogen peroxide or m-chloroperbenzoic acid.

One of the challenges in synthesizing N-Oxide-2,3,5-trimethyl-4-methoxypyridine lies in achieving high yields and maintaining the stereochemical integrity of the molecule. Recent advancements in catalytic asymmetric synthesis have provided new avenues for addressing these challenges. For example, researchers have employed chiral catalysts to selectively oxidize specific positions on the pyridine ring without affecting other substituents.

In addition to its pharmaceutical applications, N-Oxide-2,3,5-trimethyl-4-methoxypyridine has shown promise in materials science. Its ability to form stable coordination complexes with transition metals has led to its use as a ligand in catalytic processes. A study published in *Chemical Communications* reported that this compound can act as an efficient ligand for palladium-catalyzed cross-coupling reactions, which are widely used in organic synthesis.

The environmental impact of N-Oxide-2,3,5-trimethyl-4-methoxypyridine has also been a topic of recent research. Scientists are investigating its biodegradability and potential toxicity to aquatic organisms. Preliminary results suggest that the compound exhibits low toxicity under standard test conditions; however, further studies are required to fully understand its environmental fate.

In conclusion,N-Oxide-2,3,5-trimethyl-4-methoxypyridine (CAS No 86604-80-0) is a versatile compound with diverse applications across multiple disciplines. Its unique structure and reactivity make it an invaluable tool in drug discovery and materials science. As research continues to uncover new insights into its properties and potential uses,N-Oxide-2

• 70159-58-9(2,3-dimethyl-1-oxo-4-(2,3,4-trimethoxyphenyl)-1,2-dihydropyridinium)
• 109371-19-9(4-Methoxy-2,3,5-trimethylpyridine)
• 848694-10-0(2-Chloromethyl-4-methoxy-3,5-dimethylpyridine 1-Oxide)
• 117977-18-1(4-(3-Methoxypropoxy)-2,3-dimethylpyridin-1-ium-1-olate)
• 287118-45-0(2-Pyridinemethanol, 4-methoxy-3,5-dimethyl-, 1-oxide)
• 209914-28-3(3-((2,3-Dimethylpyridin-4-yl)oxy)propan-1-ol N-Oxide)
• 102625-96-7(4-methoxy-2,3-dimethyl-1-oxidopyridin-1-ium)
• 102625-93-4(Pyridine, 4,5-dimethoxy-2,3-dimethyl-, 1-oxide)
• 103577-59-9(Pyridine, 2,3,5-trimethyl-4-(2,2,2-trifluoroethoxy)-, 1-oxide)
• 1159977-40-8(5-Hydroxymethyl-4-methoxy-2,3-dimethylpyridine N-oxide)