Pyridine-derivatives

Application of 10167-97-2, 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 10167-97-2, name is 2-Amino-5-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-methoxypyridin-2-amine (15.0 g) in methanol (40 mL) and water (20 mL) was added 2-chloroacetaldehyde (25.0 g) and sodium bicarbonate (10.2 g). The mixture was stirred under reflux for 2 hours, and then concentrated. The residue was partionedbetween EA and aq. NaH CO3 solution. The organic layer was concentrated and purified by column chromatography to afford 6-methoxyimidazo[1 ,2-a]pyridine (15.0 g).

According to the analysis of related databases, 10167-97-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CHEN, Weichun; IGBOKO, Ebere F; LIN, Xichen; LU, Hongfu; REN, Feng; WREN, Paul Bryan; XU, Zhongmiao; YANG, Ting; ZHU, Lingdong; WO2015/181186; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13602-82-9, 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 13602-82-9, name is N-(2-Chloropyridin-4-yl)acetamide. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4.6 g (27 mmol) N-(2-chloropyridin-4-yl)acetamide (commercially available) and 5.2 g (41 mmol) l-(2-propyl-)-pirhoerazine in 2 ml DMF was heated to 150 0C for 4 h. Purification of the crude mixture with flash column chromatography on silica eluting with a gradient formed from DCM (1% NEt3) and methanol yielded after evaporation of the product fractions 3.38 g (47%) of the title compound as white solid. MS: (m/e): 263.4 (MH+).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 13602-82-9, N-(2-Chloropyridin-4-yl)acetamide.

Reference:
Patent; F.HOFFMANN-LA ROCHE AG; WO2006/63718; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 36953-37-4 ,Some common heterocyclic compound, 36953-37-4, molecular formula is C5H4BrNO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Sodium chloro(difluoro)acetate (5.26 g, 34.5 mmol) and potassium carbonate (0568) (3.57 g, 25.8 mmol) were added to a solution of 4-bromopyridin-2(1 /-/)-one (3.00 g, 17.2 mmol) in /V,/V-dimethylformamide (30 mL), and the reaction mixture was stirred at 95 C for 2 hours. Water (100 mL) was added, and the resulting mixture was extracted with ethyl acetate (3 x 50 mL). The combined organic layers were washed sequentially with water (200 mL) and with saturated aqueous sodium chloride solution (150 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Silica gel chromatography (Eluent: 15: 1 petroleum ether / ethyl acetate) afforded the product as a pale yellow oil. Yield: 1 .5 g, 6.7 mmol, 39%. 1H NMR (400 MHz, CDCI3) delta 8.04 (d, J=5.5 Hz, 1 H), 7.44 (t, JHF=72.6 HZ, 1 H), 7.27 (dd, J=5.4, 1 .6 Hz, 1 H), 7.12 (br d, J=1 .5 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,36953-37-4, its application will become more common.

Reference:
Patent; PFIZER INC.; ZHANG, Lei; BUTLER, Christopher Ryan; BECK, Elizabeth Mary; BRODNEY, Michael Aaron; BROWN, Matthew Frank; MCALLISTER, Laura Ann; LACHAPELLE, Erik Alphie; GILBERT, Adam Matthew; (170 pag.)WO2018/2760; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 4966-90-9, 4-Hydroxy-6-methyl-3-nitropyridin-2(1H)-one, 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, Product Details of 4966-90-9, blongs to pyridine-derivatives compound. Product Details of 4966-90-9

Step A: A stirred solution of 4-hydroxy-6-methyl-3-nitro-2-pyridone (2.24 g, 13.2 mmol) in POCl3 (13 mL) was refluxed overnight. The excess POCl3 was removed under vacuum and ice was added to the black residue. The resulting slurry was carefully neutralized (pH 7) by addition of conc. NH4OH. The resulting slurry was poured through filter paper, washing the solid with cold water. The solid was dried under vacuum at 50 C. overnight to give crude 2,4-dichloro-6-methyl-3-nitropyridine, 2.12 g (78%) as black crystals.

The synthetic route of 4966-90-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Vanderbilt University; Fesik, Steve; Waterson, Alex; Burns, Michael; Sun, Qi; Phan, Jason; Salovich, James M.; Abbott, Jason R.; Little, Andrew; (159 pag.)US10501421; (2019); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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

Electric Literature of 393-55-5, 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. 393-55-5, name is 2-Fluoronicotinic acid, molecular formula is C6H4FNO2, 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.

Weigh 10g (70.87mmol)2-fluoro nicotinic acid solubleIn 330mL anhydrous tetrahydrofuran,Stir in an ice bath and slowly add 4.3 g (113.07 mmol) of LiA1H4 in small portions.Generate a lot of air bubbles, with the increase in the amount of LiA1H4 added,The reaction solution was cloudy with white turbidity and yellow.After the addition, the reaction is continued for 20 minutes. The TLC monitors and the reaction is complete. Slowly add 10.6 mL of water to quench the reaction.A large amount of bubbles and solids were generated, and the mixture was suction-filtered. The solvent was evaporated under reduced pressure to give 7.78 g of a yellow liquid, which was used.

According to the analysis of related databases, 393-55-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; The Chinese People’s Liberation Army Military Academy Of Medical Sciences Poison Pharmaceutical Institute; Li Song; Zheng Zhibing; Lin Feng; Gong Zehui; Lu Xinqiang; Zhou Xinbo; Zhong Wu; Xiao Junhai; Xie Yunde; Li Xingzhou; Wang Xiaokui; (16 pag.)CN107964018; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 116308-35-1, 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. 116308-35-1, name is 2-(Trifluoromethyl)nicotinaldehyde. A new synthetic method of this compound is introduced below.

General procedure: The appropriate substituted pyridine aldehyde (10 mmol) was dissolved in ethanol (20 mL) and sodium metabisulfite (15 mmol) in 5 mL water was added in portion over 5 minutes.The reaction mixture was stirred at room temperature for 1 h, and subsequently stirred at 4oC overnight and the formed precipitate was filtered and dried to get sodium bisulfite adducts.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,116308-35-1, 2-(Trifluoromethyl)nicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Ali, Mohamed Ashraf; Osman, Hasnah; Kumar, Raju Suresh; Almansour, Abdulrahman I.; Arumugam, Natarajan; Masand, Vijay H.; Panneerselvam, Theivendren; Letters in drug design and discovery; vol. 13; 7; (2016); p. 691 – 696;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 77618-99-6, name is 2-Amino-5-(methylthio)pyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Amino-5-(methylthio)pyridine

Step 4 To 112 muL (1.05 mmol) of 4-fluorobenzaldehyde and 147 mg (1.05 mmol) of 2-amino-5-methylthio-pyridine, dissolved in 6 mL dichloromethane was added 334 mg (1.57 mmol) sodium triacetoxyborohydride. The reaction mixture was stirred at room temperature for 4 h. The mixture was then partitioned between ethyl acetate and brine, dried over MgSO4 and concentrated. Purification by column chromatography, eluding with ethyl acetate/hexane, provided 185 mg product, 2-[(4-fluorobenzyl)amino]-pyridin-5-yl methyl sulfide, pure by 1H NMR.

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, 77618-99-6, 2-Amino-5-(methylthio)pyridine.

Reference:
Patent; Krauss, Nancy Elisabeth; Mirzadegan, Taraneh; Smith, David Bernard; Walker, Keith Adrian; US2002/52349; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 670253-37-9, 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 670253-37-9 as follows.

Zinc cyanide (0.254 g, 2.17 mmol) and tetrakistriphenylphosphine palladium (0) (0.460 g, 0.394 mmol) were added to a solution of compound 30 (1.00 g, 3.94 mmol) in N-methylpyrrolidinone (10 mL). The reaction mixture was heated under N2(g) to 135 C for 2 h, cooled to room temperature and partitioned between EtOAc (30 mL) and aqueous ammonia solution (0.35%, 50 mL). The organic fraction was separated, washed successively with water (2 × 100 mL) and brine (30 mL), dried (MgSO4) and reduced in vacuo onto SiO2. Column chromatography (SiO2), eluting with 2:1 Petrol-EtOAc to 1:1 Petrol-EtOAc, afforded the title compound16 (0.360 g, 2.35 mmol, 60%) as an off-white solid, m.p. 216-219 C (from EtOH-water); Rf 0.23 (1:1 Petrol-EtOAc); deltaH (300 MHz, DMSO-d6); 8.39 (1H, s, 2-H), 7.38 (2H, br s, 6-NH2), 6.62 (1H, s, 5-H); deltaC (75 MHz, DMSO-d6); 162.7 (6-C), 155.3 (2-C), 143.8 (4-C), 116.6 (3-C), 107.5 (5-C), 95.9 (3-CN); numax/cm-1 (solid); 3424, 3331, 3118, 2224, 1656 and 1591; m/z (EI) 153.0 (100%, M+); (Found M+, 153.0095. C6H4ClN3 requires M 153.0094); LC-MS; RT= 1.32min, m/z (ES+) found MH+, 154.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,670253-37-9, its application will become more common.

Reference:
Article; Yule, Ian A.; Czaplewski, Lloyd G.; Pommier, Stephanie; Davies, David T.; Narramore, Sarah K.; Fishwick, Colin W.G.; European Journal of Medicinal Chemistry; vol. 86; (2014); p. 31 – 38;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 223463-13-6, Adding some certain compound to certain chemical reactions, such as: 223463-13-6, name is 5-Bromo-2-iodopyridine,molecular formula is C5H3BrIN, 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 223463-13-6.

Example 1 : Preparation of 5-bromo-pyridine-2-sulfonic acid picolyl amideAt O0C, a solution of isopropylmagnesiumchoride (2 M in tetrahydrofuran, 1.1 equivalents (eq.)) was slowly added to 80 mmol of 3-bromo-6-iodo-pyridine in 80 ml of tetrahydrofuran, maintaining the temperature between 0 and 1 O0C. After stirring for 1 h at about 2O0C, the solution was cooled to (-4O)0C. Then, 2.5 eq. of SO2 was added under intense cooling to maintain a temperature of (-4O)0C. After 30 minutes at this temperature, 1.1 eq. of SO2CI2 was added carefully. Then, the reaction mixture was warmed to O0C. After 30 minutes stirring, 10 % aqueous hydrochloric acid was added carefully. Then, the crude reaction mixture was extracted with 100 ml of diethyl ether three times. The combined organic phases were washed with saturated aqueous sodium chloride and then dried over sodium sulfate. The solvent was removed and the crude sulfochloride was dissolved in 40 ml of acetonitrile.Meanwhile, 1.1 equivalent of picolylamine and 1.1 equivalent of triethylamine were dissolved in 50 ml of methylcyanide and cooled to O0C. The crude sulfochloride in methylcyanide was added via a dropping funnel maintaining the temperature below 100C. The solution was warmed to about 2O0C and stirred over night. Then, the precipitated solid was filtered off and washed with 30 ml of water. The product obtained was an off-white solid. Yield: 20.0 g (82 %); m.p.: 1560C.

According to the analysis of related databases, 223463-13-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF AKTIENGESELLSCHAFT; WO2007/93599; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem