Month: April 2022

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

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.630395-95-8, name is 1H-Pyrrolo[3,2-c]pyridine-2-carbaldehyde, molecular formula is C8H6N2O, molecular weight is 146.15, as common compound, the synthetic route is as follows.Recommanded Product: 1H-Pyrrolo[3,2-c]pyridine-2-carbaldehyde

1H-Pyrrolo[3,2-c]pyridine-2-carbaldehyde (450 mg; Anichem) was dissolved in THF (15 mL). Sodium borohydride (116 mg) was added at 0 0C and the mixture was stirred for 30 min. It was quenched with water, the solvent was evaporated and the residue was applied to an SCX column. It was eluted with MeOH followed by 2M ammonia in MeOH. Fractions containing the desired product were evaporated to give the title compound (390 mg) as a yellow oil. 1H NMR (CD3OD) delta: 4.77 (2H, s), 6.55 (1 H, s), 7.40 (1 H, d), 8.10 (1 H, d), 8.71 (1 H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,630395-95-8, 1H-Pyrrolo[3,2-c]pyridine-2-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; BLUNT, Richard; EATHERTON, Andrew John; GARZYA, Vincenzo; HEALY, Mark Patrick; MYATT, James; PORTER, Roderick Alan; WO2011/12622; (2011); 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. 280566-45-2, name is 2-Chloro-6-(trifluoromethyl)nicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

In a vial, 2-chloro-6-(trifluoromethyl)nicotinic acid (0.98 g, 4.4 mmol) and 2- chloro-6-(trifluoromethyl)isonicotinic acid (1.85 g, 8.2 mmol) were dissolved in ethyl orthoformate (5.0 mL, 30.1 mmol) and heated at 120 C for 5 hours at which time TLC analysis showed that most of the starting material had been consumed and the products were formed. The reaction mixture was evaporated in vacuo and the residue was purified by silica gel chromatography using 10% EtOAc/hexanes to give the two ethyl ester products. ? NMR (400 MHz, CDC13): delta 8.14 (s, 1 H), 8.08 (s, 1 H), 4.47 (q, 2H), 1 .44 (t, 3H).

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, 280566-45-2, 2-Chloro-6-(trifluoromethyl)nicotinic acid.

Reference:
Patent; INCYTE CORPORATION; RODGERS, James D.; ARVANITIS, Argyrios G.; WO2013/26025; (2013); A1;,
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. 1190862-70-4, name is Ethyl 5-bromo-6-methylnicotinate, the common compound, a new synthetic route is introduced below. Recommanded Product: Ethyl 5-bromo-6-methylnicotinate

Ethyl 5-bromo-6-methyl-pyridine-3-carboxylate (1 g, 4.1 mmol) was dissolved in heavy water (10 mL).Deuterated sodium hydroxide (1.51 g, 14.75 mmol) was added thereto, and the reaction solution was heated to 140 C overnight.After the reaction was completed, it was cooled to room temperature, and the pH was adjusted to 3-4 with a 2N aqueous HCl solution, and the precipitated solid was filtered, washed with a small amount of water, and dried.A white solid 784 mg was obtained.

The synthetic route of 1190862-70-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Pharmaceutical Group Co., Ltd.; Wan Huixin; Li Chunli; Shi Chen; Liu Haiyan; Li Ping; Shen Jingkang; (50 pag.)CN104341425; (2018); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.1155847-42-9, name is 2-Bromo-4-chloro-3-fluoropyridine, molecular formula is C5H2BrClFN, molecular weight is 210.43, as common compound, the synthetic route is as follows.Recommanded Product: 2-Bromo-4-chloro-3-fluoropyridine

To a degassed solution of 2-bromo-4-chloro-3-fluoropyridine (7.3g, 34.7 mmol) in DMF (50 mL) was added palladium tetrakistriphenylphosphine (4.01g, 3.47 mmol) and zinc cyanide (4.07g, 34.7 mmol) and heated to 1000C for 20 minutes. After this time, more palldium tetrakis triphenylphosphine (4.01g, 3.47mmol) was added and heated to 100C for 90 minutes. The mixture was allowed to cool to room temperature and treated with water (200 mL) and ether (400 mL). The resulting mixture was filtered to remove insoluble solids, the filtrate was partitioned, and the aqueous layer was extracted with ether (400 mL). The combined ether extracts were washed with water (200 mL), dried (MgSO4), filtered, and the solvent removed in vacuo. This residue was purified by chromatography using silica gel column (330 g) eluting with a gradient of 10-100% CH2CI2 in hexanes to provide the title compound. lH NMR (CDCI3) delta=8.45 (d, IH, J=5Hz) and 7.65 (dd, IH, J=5Hz) ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1155847-42-9, 2-Bromo-4-chloro-3-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2009/67166; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem