Day: March 4, 2021

Application of 884494-49-9, 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. 884494-49-9, name is 2-Chloro-5-fluoro-4-iodopyridine. A new synthetic method of this compound is introduced below.

To a suspension of 2-chloro-5-fluoro-4-iodopyridine (3.18 g), 2-(4-fluoro-3-nitrophenyl)-4,4,5,5- tetramethyl-l,3,2-dioxaborolane (3.00 g) and [l, -bis(diphenylphosphino)ferrocene]dichlorpalladium(II) (complex with dichloromethane, 917 mg) in 1 ,2-dimethoxyethane (29 mL) at room temperature was added aqueous potassium carbonate solution (2M, 17 mL) and the mixture was stirred at 90 C for 3 h. The mixture was allowed to cool to room temperature, diluted with water and subsequently extracted with ethyl acetate. The combined organic layers were washed with saturated aqueous sodium chloride solution, dried and concentrated. The crude product was purified by flash column chromatography (silica gel, hexanes/ethyl acetate) to yield the title compound (2.70 g). LC-MS (method a): Rt = 1.21 min; MS (ESIpos): m/z = 271 [M+H]+ NMR (400 MHz, DMSO-i/6, 295 K) delta/ppm = 7.76 – 7.84 (m, 1H), 7.92 – 7.97 (m, 1H), 8.12 – 8.20 (m, 1H), 8.47 – 8.54 (m, 1H), 8.59 – 8.64 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884494-49-9, its application will become more common.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; LUeCKING, Ulrich; HOG, Daniel; CHRIST, Clara; SACK, Ulrike; SIEGEL, Franziska; LIENAU, Philip; WERBECK, Nicolas; (170 pag.)WO2018/177889; (2018); 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. 101012-32-2, name is (2-Chloropyridin-3-yl)acetonitrile. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H5ClN2

INTERMEDIATE 14 2-[(2-Fluoro-4-iodophenyl)amino1thieno[2,3-?]pyridme-3-carbonitrileTo a solution of (2-chloropyridin-3-yl)acetonitrile {Intermediate 2; 700 mg, 4.59 mmol) and Intermediate 4 (1.28 g, 4.60 mmol) in dry DMSO (15 mL) was added sodium hydride (202 mg, 60% in mineral oil, 5.06 mmol). The mixture was stirred at room temperature for 15 minutes before heating to 9O0C for four hours. The reaction mixture was poured into water (80 mL) and the solid precipitate filtered and washed with water/ ethanol (2:1 mixture, 50 mL) followed by diethyl ether/hexane (1:1 mixture, 20 mL). The solid was dried in a vacuum oven and recrystallised from ethanol/water to give the title compound as a pale brown solid (800 mg, 45%). ?H (DMSOd6) 10.40 (IH, s), 8.37 (IH, dd, J 1.3, 4.6 Hz), 7.83-7.81 (2H, m), 7.64 (IH, d, J 8.3 Hz), 7.44 (IH, dd, J 4.7, 8.0 Hz), 7.33 (IH, dd, J 8.3, 8.3 Hz). LCMS RT 3.08 minutes, (ES”) 394 (M-H)”, (ES+) 396 (M+H)+.

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, 101012-32-2, (2-Chloropyridin-3-yl)acetonitrile.

Reference:
Patent; UCB PHARMA S.A.; WO2009/13462; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1137-68-4, 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. 1137-68-4, name is 2-(2-Pyridyl)benzimidazole. A new synthetic method of this compound is introduced below.

Potassium hydroxide 51 mmol and 2-pyridylbenzimidazole were added to the reaction flask10.2 mmol, and 20 ml of 1-butyl-3-methylimidazolium hexafluorophosphate (ionic liquid) was added. After the mixture was stirred for 5 min in advance, 8 ml of 1,6-dibromohexane was added and the reaction was stirred for 5 h. After the reaction is complete, extract three times with ether, combine the oil phases, and use rotationThe evaporator removes the solvent. The resulting crude product was separated by column chromatography. The volume ratio of the eluent was petroleum ether:ethyl acetate=A 3:1 mixed solution finally gave 2.2 g of a colorless oily liquid with a yield of 60%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1137-68-4, 2-(2-Pyridyl)benzimidazole, and friends who are interested can also refer to it.

Reference:
Patent; Nanjing University of Posts and Telecommunications; Zhao Qiang; Yang Jiguang; Xu Wenjuan; Huang Wei; Liu Shujuan; Qin Yanyan; (26 pag.)CN106397488; (2017); A;,
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.1824-81-3, name is 2-Amino-6-picoline, molecular formula is C6H8N2, molecular weight is 108.14, as common compound, the synthetic route is as follows.HPLC of Formula: C6H8N2

Step 1 Synthesis of 2,2-dimethyl-N-(6-methyl-2-pyridinyl)propaneamide (21-1) 2-amino-6-picoline (26 g) was dissolved in dichloromethane (280 ml) and the reactor was cooled to 0 C., followed by adding triethylamine (30. g) thereto. To the obtained solution was slowly added dropwise a solution of trimethylacetylchloride (31.8 g) in dichloromethane (20 ml) and the mixture was stirred at room temperature for 3 hours. The resulting mixture was filtered, washed with water, dried over anhydrous magnesium sulfate, concentrated under reduced pressure and then crystallized (dichloromethane/petroleum ether) to yield a pale yellow solid (38 g, 82%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1824-81-3, 2-Amino-6-picoline, and friends who are interested can also refer to it.

Reference:
Patent; Suh, Young Ger; Oh, Uh Taek; Kim, Hee Doo; Lee, Jee Woo; Park, Hyeung Geun; Park, Ok Hui; Lee, Yong Sil; Park, Young Ho; Joo, Yung Hyup; Choi, Jin Kyu; Lim, Kyung Min; Kim, Sun Young; Kim, Jin Kwan; Koh, Hyun Ju; Moh, Joo Hyun; Jeong, Yeon Su; Yi, Jung Bum; Oh, Young Im; US2003/153596; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1945-84-2 ,Some common heterocyclic compound, 1945-84-2, molecular formula is C7H5N, 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.

General procedure: Catalyst (3 mol%) and phenylacetylene (0.5 mmol) were added to 2 mL DMSO solution. The mixture was stirred at 50 C under 1 atm pressure O2 for 6 h. The progress of the reaction was monitored by TLC. After completion of the reaction, 10 mL of ethyl acetate was added. The mixture was filtered through a pad of diatomite under reduced pressure, and the filtration residue was washed with ethyl acetate. Ethyl acetate was removed under reduced pressure. The residue was then purified by column chromatography on silica gel using petroleum ether as eluent to afford the corresponding 1,3-diynes.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1945-84-2, its application will become more common.

Reference:
Article; Ma, Zongyan; Wang, Xiaoyu; Wei, Shuoyun; Yang, Honglei; Zhang, Fengwei; Wang, Peng; Xie, Miao; Ma, Jiantai; Catalysis Communications; vol. 39; (2013); p. 24 – 29;,
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. 139585-70-9, name is 6-Bromonicotinonitrile, the common compound, a new synthetic route is introduced below. HPLC of Formula: C6H3BrN2

Step B6-(8-hydroxy-1 ,4-dioxaspiro[4.5]dec-8-yl)nicotinonitrile. A solution of 6- bromonicotinonitrile (2 g, 1 1 mmol) in 50 ml. of dry THF and 15 ml. of dry hexane under argon was cooled to -100 C in a liquid nitrogen-Et20 bath. n-Butyllithium (7.5 ml_, 1 1 mmol, 1.6 M solution in hexane) was added dropwise so that the internal temperature did not exceed -95 C. The orange solution was stirred for an additional 10 min at -100 C to -95 C and then treated dropwise over 10 min with a solution of 1 ,4-cyclohexanedione monoethylene ketal (1 .8 g, 1 1 mmol) in 55 ml. of dry THF, again carefully maintaining the temperature below -95 C. The reaction mixture was stirred for 10 min at -100 C to -95 C, allowed to warm to 20 C and poured into ice water (400 ml_). The organic layer was separated, and the aqueous layer was extracted twice with Et20 (200 ml_). The combined organic extracts were dried over MgS04 and evaporated to give 2.8 g of white crystalline solid. Trituration with Et20 afforded 1 .9 g (67% yield) of white crystals: MS: (M+H)+ 261 .

The synthetic route of 139585-70-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; BURGESS, Gary; WO2012/114223; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 83282-49-9, Adding some certain compound to certain chemical reactions, such as: 83282-49-9, name is 5,6-Dimethylpicolinic acid,molecular formula is C8H9NO2, 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 83282-49-9.

5,6-dimethyl-pyridine-2-carboxylic acid methyl ester77.4 ml 2 mol/L trimethylsilyldiazomethan in hexane was added to 5, 6-dimethyl-pyridine-2- carboxylic acid in 150 mL methanol and 600 mL dichlormethane at -5C. The reaction was stirred 0.5h at -5C and then warm up to RT. The solvent was removed and the residue was purified by chromatorgaphie on Silica (cyclohexane 7: ethyl acetate 3) to give 12.8 g desired product.Rt: 0.49 (method M)(M+H)+: 166

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. 83282-49-9, 5,6-Dimethylpicolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; WO2013/79460; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 16498-81-0, Adding some certain compound to certain chemical reactions, such as: 16498-81-0, name is 2-Methoxynicotinic acid,molecular formula is C7H7NO3, 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 16498-81-0.

PREPARATION B In a reaction flask equipped with a mechanical stirrer and dry ice condenser, there were placed 25.5 g. (0.166 mole) of 2-methoxynicotinic acid (the product of Preparation A) and 1500 ml. of water. Stirring was then commenced and chlorine gas was bubbled into the resultant slurry until saturation of same was complete with respect to said gas. This step required a period of 30 minutes. At the end of this time, the reaction mixture was allowed to stir at room temperature (~20 C.) for a period of approximately 16 hours (i.e., overnight) and then was filtered to remove crude product. The latter material was then washed with water and air dried, prior to being taken up in chloroform. The chloroform solution was then washed once with saturated brine and dried over anhydrous magnesium sulfate. After removal of the drying agent by means of filtration and the solvent by means of evaporation under reduced pressure, there were ultimately obtained 26.2 g. (84%) of pure 5-chloro-2-methoxynicotinic acid in the form of a white solid material melting at 149-151 C. (literature m.p. 149-150 C., according to D. E.

According to the analysis of related databases, 16498-81-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; US4980357; (1990); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 55934-00-4, 3,4-Dichloropyridine, 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, 55934-00-4, blongs to pyridine-derivatives compound. category: pyridine-derivatives

As described previously by Marzi, E. et al. (Eur. J. Org. Chem. 2001, 1371-1376), 2,2,6,6-tetramethylpiperidine (8.84 mL, 52 mmol, Aldrich) in 50 mL of ether at 0 C. was charged with n-BuLi (33 mL, 52 mmol, Aldrich, 1.6 M hexanes). After stirring at 0 C. for 30 min, the solution was cooled to -78 C. and charged with a solution of 3,4-dichloropyridine (7.0 g, 47 mmol, Matrix) in 5 mL of ether. After stirring at -78 C. for 2 h, carbon dioxide (dry ice) was bubbled into the reaction mixture via cannula at which time the solution became heterogeneous. After bubbling carbon dioxide into the reaction at -78 C. for 10 min, the cooling bath was removed and the reaction mixture was allowed to warm to rt with CO2 bubbling. The reaction was quenched with saturated aqueous ammonium chloride solution (50 mL) and stirred at rt under an atmosphere of air for 5 min. The reaction mixture was diluted with water (150 mL) and extracted with ethyl acetate (2¡Á75 mL) to remove any remaining starting material. The aqueous layer was acidified to pH 1-2 with 1N aqueous HCl solution and extracted with ethyl acetate (2¡Á100 mL). The organic phase was dried over anhydrous magnesium sulfate and concentrated in vacuo to give 3,4-dichloropicolinic acid (3.5 g, 39%) as a yellow solid. 1H NMR (DMSO-d6) delta 8.53 (d, 1H, J=5.2 Hz), 7.90 (d, 1H, J=5.2 Hz); MS (ESI+) m/z 192.08 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55934-00-4, its application will become more common.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/114033; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 24016-03-3, 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 24016-03-3, name is 2-Amino-3-benzyloxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 1A Ethyl 8-(benzyloxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylate 25 g (124.8 mmol) of 2-amino-3-benzyloxypyridine were dissolved in 781 ml of ethanol, 102.7 g (624.2 mmol) of ethyl 2-chloroacetoacetate and two tablespoons of 4 A molecular sieve were added, and the reaction mixture was then heated at reflux (bath temperature 100 C.) for 2 days. The mixture was concentrated, and excess ethyl 2-chloroacetoacetate was removed on a rotary evaporator with dry ice cooling. The residue was purified by silica gel chromatography (mobile phase cyclohexane:ethyl acetate gradient 9:1, 4:1). This gave 20.81 g of the target compound (54% of theory, purity 99%). LC-MS (Method 2): Rt=1.12 min MS (ESpos): m/z=311 (M+H)+ 1H NMR (400 MHz, DMSO-d6): delta=1.35 (t, 3H), 2.59 (s, 3H), 4.34 (q, 2H), 5.32 (s, 2H), 7.01-7.09 (m, 2H), 7.33-7.48 (m, 3H), 7.52 (d, 2H), 8.81-8.86 (m, 1H).

According to the analysis of related databases, 24016-03-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; VAKALOPOULOS, Alexandros; HARTUNG, Ingo; FOLLMANN, Markus; JAUTELAT, Rolf; STRAUB, Alexander; HAssFELD, Jorma; LINDNER, Niels; SCHNEIDER, Dirk; WUNDER, Frank; STASCH, Johannes-Peter; REDLICH, Gorden; LI, Volkhart Min-Jian; BECKER-PELSTER, Eva Maria; KNORR, Andreas; US2014/128386; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem