Category: pyridine-derivatives

Application of 1149-24-2, 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. 1149-24-2, name is Diethyl 2,6-dimethylpyridine-3,5-dicarboxylate. A new synthetic method of this compound is introduced below.

General procedure: To a mixture of ethyl acetoacetate or methyl acetoacetate (1 eqv), formaldehyde (1.1 eqv) and NH4OAc (1.5 eqv) in acetic acid (3 mL) was added FeWO4 (20 mol%) at room temperature and the mixture was heated at 80 C for 2 h (monitoring by TLC) to give poly-substituted pyridine (3), to this solution isatin (1 eqv) was added and heating continued at same temperature for 3 h (monitoring by TLC). After that the reaction mixture was cooled to room temperature neutralized with sodium bicarbonate and extracted with EtOAc (2 ¡Á 10 mL). The organic layers were washed with brine, dried using sodium sulphate .Evaporation of the solvent gave the crude product which was purified by silica gel column chromatography. Elution of the column with petroleum ether-EtOAc gave the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1149-24-2, its application will become more common.

Reference:
Article; Paplal, Banoth; Nagaraju, Sakkani; Sathish, Kota; Kashinath, Dhurke; Catalysis Communications; vol. 103; (2018); p. 110 – 115;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 14667-47-1, 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 14667-47-1, name is Methyl 2-aminonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

Preparation of IVb : [0098] 2-aminonicotinic acid methyl ester (6. 4g, 42 MMOLE) was dissolved in chloroform (SOMA) treated with triethylamine (6. 25MOL, 45mmole) followed by dropwise addition of 3- CHLOROBENZOYL chloride (7. 8G, 45mmole) dissolved in 10MOL chloroform. The reaction mixture was stirred for 2 days at room temperature, washed reaction mixture with 10% sodium bicarbonate, 5% HCl, water. Dried chloroform layer over sodium sulfate (ANH), removed solvent to give an oil. Trituration with 30% ethyl acetate in hexanes gave the product as A solid, which was isolated by filtration to give 12. 4G product

According to the analysis of related databases, 14667-47-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SCIOS INC.; WO2005/32481; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13535-01-8, Adding some certain compound to certain chemical reactions, such as: 13535-01-8, name is 5-Bromopyridin-3-amine,molecular formula is C5H5BrN2, 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 13535-01-8.

To a solution of 5-bromopyridin-3-amine (XIX) (535 mg, 3.09 mmol) in MeOH (62 mL) was added acetone (296 tL, 4.02 mL). The pH was adjusted to 4 using HOAc and stirred for 30 mi NaCNBH3 (272 mg, 4.33 mmol) was added and stirred at room temperature overnight. The MeOH was removed under vacuum and the residue was partitioned between EtOAc and saturated aqueous NaHCO3. The organic layer was dried over Mg504 and evaporated under vacuum. The cmde product was purified on a silica gel column (100% hexanes -* 90:10 hexanes:EtOAc) to produce 5-bromo-N-isopropylpyridin-3-amine (XXXVII) as an oil which slowly solidified into an off-white solid (309 mg, 1.44 mmol, 47% yield). ?H NMR (DMSO-d6, 500 MHz) ppm 1.12 (d, J6.3Hz, 6H), 3.55-3.59 (m, 1H), 6.03 (d, J7.9Hz, 1H), 7.05-7.06 (m, 1H), 7.75 (d, J2Hz, 1H), 7.90 (d, J2Hz, 1H); ESIMS found C8H,,BrN2 mlz 215.1 (M+H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 13535-01-8, 5-Bromopyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (240 pag.)WO2017/23975; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 13472-85-0, name is 5-Bromo-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 13472-85-0

To a stirred solution of 5-bromo-2-methoxypyridine (8.9 g, 47.9 mmol) in THF (175 mL) at -78 C was added an n-butyllithium solution (2.5 M in hexane; 28.7 mL, 71.8 mmol) dropwise and the resulting mixture was allowed to stir at -78 C for 45 min. Trimethyl borate (7.06 mL, 62.2 mmol) was added via syringe and the resulting mixture was stirred for an additional 2 h. The bright orange reaction mixture was warmed to 0 C and was treated with a mixture of a 3 N NaOH solution (25 mL, 71.77 mmol) and a hydrogen peroxide solution (30%; approx. 50 mL). The resulting yellow and slightly turbid reaction mixture was warmed to room temp. for 30 min and then heated to the reflux temp. for 1 h. The reaction mixture was then allowed to cool to room temp. The aqueous layer was neutralized with a 1N HCl solution then extracted with Et2O (2 x 100 mL). The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure to give a viscous yellow oil (3.5g, 60%).

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, 13472-85-0, 5-Bromo-2-methoxypyridine.

Reference:
Patent; Bayer Corporation; EP1449834; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 911434-05-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 911434-05-4 as follows.

N,N-Dimethylformamide (270 kg), 5-bromo-2-methyl-3-nitropyridine (90.0 kg, 415 mol), and N,N-dimethylformamide dimethyl acetal (108.0 kg, 906.3 mol) were added to a 2000 L vessel at RT. The reaction mixture was stirred at RT for 30 minutes, then heated to 90¡À5C over a 3 -hour period and maintained at this temperature for 4 hours. The mixture was subsequently cooled to 25¡À5C. Water (945 kg) was added while keeping the temperature of the mixture at 25¡À5C. After the addition of water, the reaction mixture was stirred for 2 hours. The solids were centrifuged to obtain wet product, which was slurried in isopropanol (207 kg) for 1 hour at 25¡À5C. The solids were centrifuged again to obtain the title compound as a wet solid (105 kg, 92.5 wt % assay). The product was used in the next step without additional drying

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,911434-05-4, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHANG, Edcon; NOTZ, Wolfgang Reinhard Ludwig; WALLACE, Michael B.; WO2014/11568; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 607373-82-0, 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. 607373-82-0, name is 4-Methoxy-5-nitropyridin-2(1H)-one, molecular formula is C6H6N2O4, 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.

Step 2.2, 4-Dibromo-5-nitropyridine Phosphorous oxybromide (5.73 g, 20 mmol) was added to a suspension of the product from Step 1 (1.70 g, 10 mmol) in acetonitrile (20 mL) at rt then heated to reflux for 3 h. The reaction mixture was cooled and carefully poured onto ice and sat. aq. K2C03 then extracted with EtOAc. The organic extracts were combined, washd with water and brine, dried (MgS04), filtered and concentrated to dive the title compound (2.1 g, 75 %) as a dark solid.

According to the analysis of related databases, 607373-82-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/37197; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 16867-03-1, name is 2-Amino-3-hydroxypyridine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C5H6N2O

Intermediate 30: Synthesis of 3-oxo-3,4-dihydro-2H-pyrido[3,2-b][l,4]oxazine-7-sulfonyI chloride.CICH,COCI Pd/C, H- NaHCO, 1. Synthesis of oxazolo[4,5-b]pyridin-2(‘3//)-one.Carbonyldiimidazole (600 mmol) was added in several batches to a solution of 2- aminopyridin-3-ol (400 mmol) in tetrahydrofuran (600 ml) and the reaction was heated at reflux for 1 h. The mixture was concentrated and the residue was diluted with dichloromethane (500 ml). The solution was extracted with 1.5 N sodium hydroxide (3 x 200 ml). The pH of the aqueous layer was adjusted to 5 with 2 N hydrochloric acid and the precipitaed solids were collected by filtration to provide oxazolo[4,5-b]pyridin-2(3H)-one in 79% yield as a grey solid.

The synthetic route of 16867-03-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEMORY PHARMACEUTICALS CORPORATION; SCHUMACHER, Richard, A.; TEHIM, Ashok; XIE, Wenge; WO2010/24980; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 2002-04-2, 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. 2002-04-2, name is 5-(Pyridin-4-yl)-1,3,4-thiadiazol-2-amine, molecular formula is C7H6N4S, 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.

General procedure: 2-Amino-5-(4-pyridinyl)-1,3,4-thiadiazole (0.057 g, 0.32 mmol) was mixed with 3,4-dichlorophenyl isocyanate (0.050 g, 0.027 mmol), dissolved in DMF (1 mL), and heated at 90C for 30 min. The mixture was allowed to cool before quenching with DI water (1 mL) to yield a precipitate.

According to the analysis of related databases, 2002-04-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Rosenthal, Andrew S.; Dexheimer, Thomas S.; Gileadi, Opher; Nguyen, Giang H.; Chu, Wai Kit; Hickson, Ian D.; Jadhav, Ajit; Simeonov, Anton; Maloney, David J.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 20; (2013); p. 5660 – 5666;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1594-58-7, 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. 1594-58-7, name is N-Hydroxynicotinimidamide. A new synthetic method of this compound is introduced below.

General procedure: To a solution of amidoxime 1 (2.5 mmol) in DMSO (2-3 mL) a cyclic anhydride 2 (2.5 mmol) was added. The reaction mixture was stirred at room temperature for 2 h. Next, to the reaction mixture powdered NaOH (5 mmol) was rapidly added and the reaction mixture was stirred at room temperature for 1 h. The reaction mixture was then diluted with cold water (30 mL) followed by the addition of hydrochloric acid to pH ~1. The resulting precipitate was filtered off, washed with cold water (25 mL) and dried in air at 50 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1594-58-7, N-Hydroxynicotinimidamide, and friends who are interested can also refer to it.

Reference:
Article; Tarasenko, Marina; Duderin, Nikolay; Sharonova, Tatyana; Baykov, Sergey; Shetnev, Anton; Smirnov, Alexey V.; Tetrahedron Letters; vol. 58; 37; (2017); p. 3672 – 3677;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3430-17-9, name is 2-Bromo-3-methylpyridine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Bromo-3-methylpyridine

a) Synthesis of 3-methyl-2-phenyl-pyridine To a stirred solution of 2-bromo-3-methylpyridine (30 g, 174 mmol) in dimethoxyethane (1.3 L) was added in one portion phenylboronic acid (42.5 g, 349 mmol) at room temperature, followed by an aqueous solution of sodium carbonate (3 M in water, 233 mL, 698 mmol). The mixture was degassed with argon for about 30 minutes, after which [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with dichloromethane (4.3 g, 5.0 mmol) was added, under argon. The reaction was stirred at 95 C. for 2 hours. The crude mixture was diluted with ethyl acetate and water and the organic layer was decanted. It was washed once with an aqueous solution of sodium hydroxide (0.5 M) and once with brine. The organic layer was collected, dried with sodium sulphate and concentrated in vacuo. The crude mixture was purified by flash chromatography on silica gel (eluent: ethyl acetate/cyclohexane 1:3). The title compound was obtained as a pale orange oil. 1H-NMR (CDCl3): delta=2.37 (s, 3H), 7.19 (dd, 1H), 7.37-7.41 (m, 2H), 7.42-7.49 (dd, 1H), 7.52-7.56 (m, 2H), 7.60 (d, 1H), 8.55 (d, 1H).

The synthetic route of 3430-17-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA CROP PROTECTION, LLC; US2012/129875; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem