Day: August 23, 2021

Adding a certain compound to certain chemical reactions, such as: 97483-77-7, 5-Bromopicolinonitrile, 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, 97483-77-7, blongs to pyridine-derivatives compound. Recommanded Product: 5-Bromopicolinonitrile

To a stirred solution of 5-bromopicolinonitrile (10 g) in dry THE (150 mL) was added methylmagnesium bromide (20 mL, 3 M in THE) at -20C. After addition, the mixturewas allowed to warm to RT with stirring for 30 minutes. The reaction mixture was then treated with MeOH (200 mL) and NaBH4 (4 g). The reaction was stirred at RT for 15 hours and then poured into a solution of NaOH in water (200 mL, 1 M). The organic solvent was removed under reduced pressure and the aqueous phase was extracted with EA (100 mL x 3). The combined organic phase was washed with brine (50 mL) and dried over Na2SO4. After filtration, the solvent was removed under reduced pressure and the residue was purified by column chromatography on silica gel eluting with DCM/MeOH = 99:1 to provide the subtitle compound. MS ESI: mlz = 201 [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,97483-77-7, its application will become more common.

Reference:
Patent; SANOFI; SCHWINK, Lothar; BUNING, Christian; GLOMBIK, Heiner; GOSSEL, Matthias; KADEREIT, Dieter; HALLAND, Nis; LOHMANN, Matthias; POeVERLEIN, Christoph; RITTER, Kurt; WO2015/150564; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 10177-29-4, name is 4-Chloronicotinic acid, molecular formula is C6H4ClNO2, 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. Formula: C6H4ClNO2

Example 1; 4-(4-(1H-Pyrrolo[2,3-b]pyridin-4-yloxy)-3-fluorophenylamino)-N-(2,4-difluorophenyl)nicotinamide, hydrochloride salt; A) 4-Chloro-N-(2,4-difluorophenyl)nicotinamide; To a mixture of 4-chloronicotinic acid (Lancaster Synthesis, 0.31 g, 2.0 mmol) and 2,4-difluoroaniline (Aldrich, 0.20 mL, 2.0 mmol) in anhydrous dichloromethane (5 mL) was added bromo-tris-pyrrolidino-phosphonium hexafluorophosphate (PyBroP, Novabiochem, 1.4 g, 3.0 mmol) followed by diisopropylethylamine (1.1 mL, 6.4 mmol). Anhydrous DMF (2 mL) was added to the mixture and the reaction stirred at ambient temperature. After 255 hours, the reaction mixture was partitioned between chloroform and 10% LiCl (aq). The organic layer was washed three times with 10% LiCl (aq), dried over anhydrous MgSO4, then concentrated in vacuo. Purification of the residue by flash column chromatography (SiO2, eluting with 1:1 hexane/EtOAc) afforded the desired compound (0.23 g, 42%). 1H NMR (DMSO-d6) delta 10.58 (s, 1H), 8.78 (s, 1H), 8.66 (d, 1H, J=5.4 Hz), 7.82-7.88 (m, 1H), 7.71 (d, 1H, J=5.4 Hz), 7.37-7.43 (m, 1H), 7.14-7.19 (m, 1H); MS(ESI+) m/z 269 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 10177-29-4.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/78140; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 94166-64-0, 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. 94166-64-0, name is 2-Chloro-6-nitropyridine, molecular formula is C5H3ClN2O2, 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: TAPEHA-Pd (0.015 g) was added to a solution of nitroarenes (1.0 mmol) in EtOH/water (1/1) (20 mL). After NaBH4 (4.0 mmol) was slowly added to the mixture, the color of the reaction mixture turned gradually black in a few minutes, resulting in the formation of palladium nanoparticles (TAPEHA-PdNPs). 42 After being stirredfor 1.5 h at room temperature and atmospheric pressure, the catalyst was removed by ltering and the fitrate was extracted with 3 30 mL of EtOAc. The combined organic layers were dried over MgSO4 and concentrated in a vacuum.

According to the analysis of related databases, 94166-64-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Genc, Hayriye; Zengin, Mustafa; Kuecuekislamo?lu, Mustafa; Imamoglu, Mustafa; Toplan, Hueseyin Oezkan; Arslan, Mustafa; Turkish Journal of Chemistry; vol. 41; 5; (2017); p. 784 – 792;,
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. 54221-96-4, name is 6-Methoxypicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 6-Methoxypicolinaldehyde

A solution of 2,6-bis(2,5-dimethyl-1H-pyrrol-1-yl)pyridine (49a, 0.730 g, 2.75mmol) in THF (12.5 mL) was treated with nBuLi (1.15 mL, 2.88 mmol) at 0 °C andstirred for 15-20 mm. To this solution was added 6-methoxypicolinaldehyde (0.343 g, 2.50 mmol). After 1 h, the reaction mixture was extracted from water with EtOAc, concentrated and used as is as the title compound (51b, 1.006 g, 2.500 mmol, contaminated with pyridin-3y1 regioisomer); To a solution of (2,6-bis(2,5-dimethyl- 1H-pyrrol- 1 -yl)pyridin-4-yl)(6-methoxypyridin-2-yl)methanol (51b, 1.006 g, 2.5 mmol) in DCM (12.5 mL) was added acetic anhydride (0.283 mL, 3.00 mmol), DMAP (0.03 1 g, 0.25 mmol) and Et3N (0.418 mL, 3.00 mmol), and the reaction mixture was allowed to stir overnight. The reaction mixture was partitioned between sat aq NaHCO3 and EtOAc. The organics were concentrated, and the residue was purified by silica gel chromatography to furnish thetitle compound (51c, 0.638 g, 1.43 mmol, contaminated with pyridin-3y1 regioisomer); To a solution of (2,6-bis(2,5-dimethyl- 1H-pyrrol- 1 -yl)pyridin-4-yl)(6- methoxypyridin-2-yl)methylacetated (51c, 0.638 g, 1.43 mmol) in THF (14.4 mL) under argon was added 1PrOH (0.166 mL, 2.15 mmol) and Sm12 (57.4 mL, 5.74 mmol), and thereaction mixture was stirred overnight. The reaction mixture was partitioned between brine and EtOAc. The organic layer was concentrated, and the residue was purified by silica gel chromatography to furnish the title compound (51d, 0.448 g, 1.159 mmol, contaminated with pyridin-3y1 regioisomer). MS(ESI) m/z 387.1 (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, 54221-96-4, 6-Methoxypicolinaldehyde.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SHAW, Scott, A.; SMALLHEER, Joanne, M.; (108 pag.)WO2017/40451; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 19346-47-5, 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. 19346-47-5, name is 2-Fluoro-4-methyl-5-nitropyridine. A new synthetic method of this compound is introduced below.

Intermediate 85 tert-Butyl 4-(4-methyl-5-nitropyridin-2-yl)piperazine-1-carboxylate [0306] 2-Fluoro-4-methyl-5-nitropyridine (0.8 g, 5.12 mmol), tert-butyl piperazine-1-carboxylate (1.05 g, 5.64 mmol) and potassium carbonate (0.85 g, 6.15 mmol) were taken up in acetonitrile (15 mL) and heated at 60 C. for 1.5 h. After this time, the reaction was quenched with water (20 mL) and extracted with EtOAc (2×30 mL). The organic layers were combined and dried over sodium sulphate, then concentrated in vacuo. The crude material was purified by column chromatography (silica gel: 100-200 mesh, 1:1 EtOAc/heptane) to give the title compound (1.57 g, 97%). LCMS (ES+) 323.1 (M+H)+, RT 1.71 minutes (method 4).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,19346-47-5, 2-Fluoro-4-methyl-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Brookings, Daniel Christopher; Ford, Daniel James; Franklin, Richard Jeremy; Ghawalkar, Anant Ramrao; Kulisa, Claire Louise; Neuss, Judi Charlotte; Reuberson, James Thomas; US2014/315885; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 115170-40-6, name is 5-Bromo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H7BrN2, 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. Application In Synthesis of 5-Bromo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine

A mixture of la (0.35 g, 1.76 mmol), 3-methoxybenzenesulfonyl chloride (0.37 mL, 2.64 mmol), and pyridine (3 mL) was refluxed overnight. The reaction was quenched with water and the mixture was extracted with ethyl acetate (30 ml x 3). The organic layer was collected, dried over anhydrous MgS04, and concentrated in vacuo to yield a brown residue, which was purified by a flash column over silica gel (ethyl acetate : n-hexane = 1 : 1 , Rf = 0.73) to afford 2c (0.56g, 86.17%) as a yellow solid. ‘H-NMR (500MHZ, CDCI3): delta 3.04 (t, /= 8.5 Hz, 2H), 3.84 (s, 3H), 4.07 (t, /= 8.5 Hz, 2H), 7.11 (dd, /= 2.5, 9.0 Hz, 1H), 7.38 (t, /= 8.0 Hz, 1H), 7.46 (s, 1H), 7.62 (dd, /= 1.5, 8.0 Hz, 1H), 7.65 (s, 1H), 8.19 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 115170-40-6.

Reference:
Patent; YEN, Yun; TAIPEI MEDICAL UNIVERSITY; NATIONAL HEALTH RESEARCH INSTITUTES; LIOU, Jing-Ping; CHANG, Jang-Yang; WANG, Jia-Yi; WO2015/157504; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 462-08-8, 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. 462-08-8, name is Pyridin-3-amine. A new synthetic method of this compound is introduced below.

To an ice-cooled solution of 3-aminopyridine (6 g, 63.8 mmol) and triethylamine (9.72 ml_, 70.2 mmol) in 124 ml. of dichloromethane under argon, was carefully added pivaloyl chloride (7.92 mL, 64.4 mmol) in 16 mL of dichloromethane. After the addition was completed, the reaction mixture was stirred at 0 0C for 15 minutes and then at room temperature for 18 hours. The mixture was washed with water, 4% aqueous sodium bicarbonate, brine, dried over sodium sulphate and the solvent removed under reduced pressure. The residue was purified by column chromatography on silica gel, using hexane/ethyl acetate (85:15) as eluent, to yield the title compound (8.5 g, 75%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,462-08-8, Pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; LABORATORIOS ALMIRALL, S.A.; WO2008/131922; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1008-91-9, 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 1008-91-9, name is 1-(Pyridin-4-yl)piperazine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of compound 4-6 (1 mmol) in 5 ml of dry DCM and piperazine derivative (1 mmol) was cooled in an ice bath. Then, 1.1 mmol of DCC in 5 ml of dry dichloromethane was added tothe mixture under nitrogen (N2) atmosphere. Reaction mixture was stirred for 0.5 hour in an ice bath, then 10-16 hours at room temperature. Reaction solvent was evaporated to the dryness. Residue was dissolved in hot acetonitrile then cooled in refrigerator to get the DCU precipitated. White crystalline DCU was removed by filtration. Liquid part was evaporated and crystallized from appropriate solvents to give compound 7-34

According to the analysis of related databases, 1008-91-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Akgun, Hulya; Yilmaz, Demet Us; Atalay, Rengul Cetin; Gozen, Damla; Letters in drug design and discovery; vol. 13; 1; (2016); p. 64 – 76;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 30683-23-9, 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. 30683-23-9, name is 3-Bromopyridine-2-carboxylic acid, molecular formula is C6H4BrNO2, 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.

A mixture of 5.45 g of 3-bromo-2-pyridine carboxylic acid (27.0 mmol, 1 eq.), obtained in example 3b), in 100 ml of methanol is reflux heated in the presence of 8 ml of sulfuric acid. The reaction mixture is allowed to return to ambient temperature and poured into water. It is extracted 3 times with ethyl acetate, the organic phase is dried on Na2SO4 and vacuum evaporated. 2.48 g (42%) of esterified product is obtained. NMR (1H, CDCl3): 4.02 (s; 3H), 7.34 (dd, J=8.2, 2.8 Hz; 1H), 8.04 (d, J=8.2 Hz; 1H), 8.64 (d, J=2.8 Hz; 1H).

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 30683-23-9, 3-Bromopyridine-2-carboxylic acid.

Reference:
Patent; Imbert, Thierry; Monse, Barbara; Koek, Wouter; US2005/80085; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1136-52-3, 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 1136-52-3, name is (2,2,8-Trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of alpha4,3-O-isopropylidene pyridoxine (1, 0.10 g, 0.48 mmol, 1.00 eq.), 2,3,4,6-tetra-O-acetyl-[13C6]-alpha-d-glucopyranosyl bromide (24, 0.23 g, 0.57 mmol, 1.20 eq.) and molecular sieves (4 A) in dry dichloromethane (5 mL) was stirred under argon atmosphere at rt for 1 h. The reaction was cooled to 0 C, AgOTf (0.36 g, 1.43 mmol, 3.00 eq.) and NIS (0.32 g, 1.43 mmol, 3.00 eq.) were added and the reaction mixture was allowed to reach rt overnight. The mixture was diluted with dichloromethane (25 mL) and filtered through a pad of celite. Afterwards, the filtrate was washed with Na2S2O3 (10 % v/v in water, 30 mL) and the aqueous phase extracted with dichloromethane (3 x 40 mL). The combined organic layers were washed with distilled water (1 x 50 mL), brine (1 x 50 mL) and dried over Na2SO4. The solvent was evaporated under reduced pressure and the crude product subjected to column chromatography using SiO2 (pentane/ethyl acetate 1/1 to 1/4, gradient elution) followed by Sephadex (methanol, isocratic) to afford the glycoside (25, 85.8 mg, 0.15 mmol, 33 %).

According to the analysis of related databases, 1136-52-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bachmann, Thomas; Schnurr, Christian; Zainer, Laura; Rychlik, Michael; Carbohydrate Research; vol. 489; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem