Extracurricular laboratory: Synthetic route of 6-Oxo-1,6-dihydropyridine-3-carboxylic acid

With the rapid development of chemical substances, we look forward to future research findings about 5006-66-6.

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 5006-66-6, name is 6-Oxo-1,6-dihydropyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 5006-66-6

Example 148; Preparation of 5-(fro[2,3-b]pyridin-5-yl)-3-((4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-propylphenoxy) pyridin-2-yl)methyl)-5-methylimidazolidine-2,4-dione; 148-a-1) Preparation of ethyl 6-hydroxynicotinate; To a solution of 6-hydroxynicotinic acid (5.0 g, 35.9 mmol) in ethanol (180 mL), sulfuric acid (1.0 mL) was added. The resultant mixture was stirred at 60° C. for 20 minutes, then added with surfuric acid (33.0 mL), and stirred for 6.5 hours while heated to reflux. The reaction solution was then added with a saturated aqueous solution of sodium hydrogen carbonate under ice-cold conditions and ethanol was concentrated in vacuo. After extracted with ethyl acetate, the organic layer was washed with brine, dried over sodium sulfate, and concentrated in vacuo. Ethyl 6-hydroxynicotinate (5.33 g, yield 89percent) was obtained as a white crystal.1H-NMR (CDCl3) delta: 1.36 (3H, t, J=7.1 Hz), 4.33 (2H, q, J=7.1 Hz), 6.58 (1H, d, J=9.5 Hz), 8.01 (1H, dd, J=2.4, 9.5 Hz), 8.19 (1H, d, J=2.4 Hz), 12.43 (1H, brs).

With the rapid development of chemical substances, we look forward to future research findings about 5006-66-6.

Reference:
Patent; KOWA COMPANY, LTD.; US2010/48610; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 6-Oxo-1,6-dihydropyridine-3-carboxylic acid

The synthetic route of 5006-66-6 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 5006-66-6, 6-Oxo-1,6-dihydropyridine-3-carboxylic acid, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, COA of Formula: C6H5NO3, blongs to pyridine-derivatives compound. COA of Formula: C6H5NO3

step A) methyl 5-bromo-6-methoxynicotinate Bromine (0.60 mL) was added to a solution of 6-hydroxynicotinic acid (1.02 g) in acetic acid (5 mL) and the mixture was stirred at 60C for 16 hr. The solvent was evaporated under reduced pressure and the residue was dissolved in phosphorus oxychloride (5 mL). Phosphorus pentachloride (3.05 g) was added and the mixture was stirred at 100C for 2 hr. The solvent was evaporated under reduced pressure, and the residue was dissolved in methanol (5 mL), and the mixture was refluxed for 2 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was dissolved in methanol (10 mL). A methanol solution (28%, 2.2 mL) of sodium methoxide was added and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.18 g) as white crystals. 1H NMR (400 MHz, CDCl3) delta3.92 (3H, s), 4.08 (3H, s), 8.40 (1H, d, J = 1.8 Hz), 8.75 (1H, d, J = 1.6 Hz).

The synthetic route of 5006-66-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; EP2816032; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 6-Oxo-1,6-dihydropyridine-3-carboxylic acid

With the rapid development of chemical substances, we look forward to future research findings about 5006-66-6.

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 5006-66-6, name is 6-Oxo-1,6-dihydropyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 5006-66-6

Example 148; Preparation of 5-(fro[2,3-b]pyridin-5-yl)-3-((4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-propylphenoxy) pyridin-2-yl)methyl)-5-methylimidazolidine-2,4-dione; 148-a-1) Preparation of ethyl 6-hydroxynicotinate; To a solution of 6-hydroxynicotinic acid (5.0 g, 35.9 mmol) in ethanol (180 mL), sulfuric acid (1.0 mL) was added. The resultant mixture was stirred at 60° C. for 20 minutes, then added with surfuric acid (33.0 mL), and stirred for 6.5 hours while heated to reflux. The reaction solution was then added with a saturated aqueous solution of sodium hydrogen carbonate under ice-cold conditions and ethanol was concentrated in vacuo. After extracted with ethyl acetate, the organic layer was washed with brine, dried over sodium sulfate, and concentrated in vacuo. Ethyl 6-hydroxynicotinate (5.33 g, yield 89percent) was obtained as a white crystal.1H-NMR (CDCl3) delta: 1.36 (3H, t, J=7.1 Hz), 4.33 (2H, q, J=7.1 Hz), 6.58 (1H, d, J=9.5 Hz), 8.01 (1H, dd, J=2.4, 9.5 Hz), 8.19 (1H, d, J=2.4 Hz), 12.43 (1H, brs).

With the rapid development of chemical substances, we look forward to future research findings about 5006-66-6.

Reference:
Patent; KOWA COMPANY, LTD.; US2010/48610; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 6-Oxo-1,6-dihydropyridine-3-carboxylic acid

The synthetic route of 5006-66-6 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 5006-66-6, 6-Oxo-1,6-dihydropyridine-3-carboxylic acid, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, COA of Formula: C6H5NO3, blongs to pyridine-derivatives compound. COA of Formula: C6H5NO3

step A) methyl 5-bromo-6-methoxynicotinate Bromine (0.60 mL) was added to a solution of 6-hydroxynicotinic acid (1.02 g) in acetic acid (5 mL) and the mixture was stirred at 60C for 16 hr. The solvent was evaporated under reduced pressure and the residue was dissolved in phosphorus oxychloride (5 mL). Phosphorus pentachloride (3.05 g) was added and the mixture was stirred at 100C for 2 hr. The solvent was evaporated under reduced pressure, and the residue was dissolved in methanol (5 mL), and the mixture was refluxed for 2 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was dissolved in methanol (10 mL). A methanol solution (28%, 2.2 mL) of sodium methoxide was added and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.18 g) as white crystals. 1H NMR (400 MHz, CDCl3) delta3.92 (3H, s), 4.08 (3H, s), 8.40 (1H, d, J = 1.8 Hz), 8.75 (1H, d, J = 1.6 Hz).

The synthetic route of 5006-66-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; EP2816032; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 5006-66-6

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 5006-66-6, 6-Oxo-1,6-dihydropyridine-3-carboxylic acid.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 5006-66-6, name is 6-Oxo-1,6-dihydropyridine-3-carboxylic acid. A new synthetic method of this compound is introduced below., Formula: C6H5NO3

To a stirred solution of 6-hydroxynicotinic acid (10 g, 72 mmol) in absolute ethanol (500 mL) was added sulfuric acid (4 mL) at room temperature. The mixture was heated to reflux for 48 h. After cooling down to room temperature, water (50 mL) was added and the reaction mixture was neutralised to pH= 6-7 by portionwise addition of sodiumhydrogen carbonate (caution: gas evolution). The mixture was evaporated under reduced pressure (most of ethanol was removed), and the residue was extracted with ethyl acetate (3 × 50 mL). The combined organic extracts were washed with brine, dried over Na2SO4 and evaporated under reduced pressure leading to the pure ethyl 6-hydroxynicotinate[30] (10 g, 86percent). 1H NMR (400 MHz, CDCl3): delta 13.07 (s,1H), 8.14 (s, 1H), 7.94 (d, 1H, J = 9.9 Hz), 6.51 (d, 1H, J = 9.4 Hz),4.25 (q, 2H, J =7.1 Hz), 1.29 ppm.To a stirred solution of lithium aluminium hydride (1.4 g, 37 mmol,1.2 equiv.) in anhydrous THF (20 mL) at room temperature was added dropwise over 1 h a solution of ethyl 6-hydroxynicotinate (5.1 g,31 mmol) in anhydrous THF (150 mL) at the same temperature. The mixture was stirred at room temperature for 2 h and then heated toreflux for 30 min. The reaction mixture was cooled down to 0 °C andquenched with ethyl acetate (12 mL) and water (6 mL). The solventswere removed and the residue was taken up in refluxing ethanol(200 mL). The solution was filtered through Celite® and ethanol was evaporated under reduced pressure. The crude material was purified bycolumn chromatography on silica gel with ethyl acetate/methanol(75:25) as eluent to afford the pure title compound 12 (2.3 g, 60percent).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 5006-66-6, 6-Oxo-1,6-dihydropyridine-3-carboxylic acid.

Reference:
Article; Landelle, Gregory; Schmitt, Etienne; Panossian, Armen; Vors, Jean-Pierre; Pazenok, Sergiy; Jeschke, Peter; Gutbrod, Oliver; Leroux, Frederic R.; Journal of Fluorine Chemistry; vol. 203; (2017); p. 155 – 165;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Share a compound : 6-Oxo-1,6-dihydropyridine-3-carboxylic acid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5006-66-6, its application will become more common.

Synthetic Route of 5006-66-6, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 5006-66-6, name is 6-Oxo-1,6-dihydropyridine-3-carboxylic acid. A new synthetic method of this compound is introduced below.

31.1 6-hydroxy-nicotinic acid ethyl ester To a 100mL three-necked flask, 0.84g (0.006 mol) of 6-hydroxynicotinic acid, 30mL of anhydrous ethanol were added, 3mL of concentrated sulfuric acid was added dropwise slowly, refluxed overnight, evaporated under vacuum to remove excessive ethanol, the residue was poured into water, extracted with ethyl acetate, washed with saturated sodium hydrogen carbonate, dried with anhydrous sodium sulfate, and concentrated to obtain 0.8g of 6-hydroxy-nicotinic acid ethyl ester. Yield: 80percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5006-66-6, its application will become more common.

Reference:
Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; EP1900735; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Share a compound : 6-Oxo-1,6-dihydropyridine-3-carboxylic acid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5006-66-6, its application will become more common.

Synthetic Route of 5006-66-6, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 5006-66-6, name is 6-Oxo-1,6-dihydropyridine-3-carboxylic acid. A new synthetic method of this compound is introduced below.

31.1 6-hydroxy-nicotinic acid ethyl ester To a 100mL three-necked flask, 0.84g (0.006 mol) of 6-hydroxynicotinic acid, 30mL of anhydrous ethanol were added, 3mL of concentrated sulfuric acid was added dropwise slowly, refluxed overnight, evaporated under vacuum to remove excessive ethanol, the residue was poured into water, extracted with ethyl acetate, washed with saturated sodium hydrogen carbonate, dried with anhydrous sodium sulfate, and concentrated to obtain 0.8g of 6-hydroxy-nicotinic acid ethyl ester. Yield: 80percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5006-66-6, its application will become more common.

Reference:
Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; EP1900735; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 5006-66-6

The synthetic route of 5006-66-6 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 5006-66-6, 6-Oxo-1,6-dihydropyridine-3-carboxylic acid, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Safety of 6-Oxo-1,6-dihydropyridine-3-carboxylic acid, blongs to pyridine-derivatives compound. Safety of 6-Oxo-1,6-dihydropyridine-3-carboxylic acid

Stage 1.-Preparation of 6-Hydroxynicotinamide A solution of 6-hydroxynicotinic acid (1.00 g, 7.19 mmol) and concentrated sulfuric acid (0.47 ml) in methanol (80 ml) was refluxed for 10 hours then poured into water and sodium bicarbonate (1.45 g) was added. The solvents were evaporated in vacuo and the residue was purified by flash chromatography on silica gel (eluding with 10% -20% methanol in dichloromethane) to give 6-hydroxynicotinic acid, methyl ester as a colourless solid (996 mg, 90%). The product was dissolved in concentrated aqueous ammonia solution and heated at 60 C. for 10 hours.

The synthetic route of 5006-66-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHRAMM, VERN L.; FURNEAUX, RICHARD HUBERT; TYLER, PETER CHARLES; CLINCH, KEITH; US2001/19823; (2001); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 6-Oxo-1,6-dihydropyridine-3-carboxylic acid

With the rapid development of chemical substances, we look forward to future research findings about 5006-66-6.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5006-66-6, name is 6-Oxo-1,6-dihydropyridine-3-carboxylic acid, molecular formula is C6H5NO3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Safety of 6-Oxo-1,6-dihydropyridine-3-carboxylic acid

(d) 6-Hydroxynicotinic acid methyl ester (212) A suspension of 6-hydroxynicotinic acid (10.0 g, 71.9 mmol) in anhydrous CH2Cl2 (80 mL, plus 3 drops of DMF) was purged with nitrogen, cooled to 0 C., and treated with oxalyl chloride (7.53 mL, 86.3 mmol). After 18 h at room temperature, excess methanol was cautiously added. The reaction was evaporated and chromatographed (20% EtOAc in hexanes) to provide 2.74 g (25%) of the title compound.

With the rapid development of chemical substances, we look forward to future research findings about 5006-66-6.

Reference:
Patent; Bigge, Christopher Franklin; Bridges, Alexander James; Casimiro-Garcia, Agustin; Fakhoury, Stephen Alan; Lee, Helen Tsenwhei; Reed, Jessica; Schaum, Robert; Schlosser, Kevin Matthew; Sexton, Karen; Zhou, Hairong; US2003/171377; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem