Category: pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 18699-87-1, 2-Methyl-3-nitropyridine, 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, 18699-87-1, blongs to pyridine-derivatives compound. Recommanded Product: 18699-87-1

Under nitrogen atmosphere, 47.6 g of 2-chloro-3-nitropyridine was dissolved in 500 mL of tetrahydrofuran, and 150 mL of 2M methylzinc chloride in tetrahydrofuran and 6.9 g of tetrakis(triphenylphosphine)palladium(0) were added, and the reaction solution was stirred at 70C for 2 hours. The reaction solution was poured into cold water, extracted with ethyl acetate, washed with water, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was subjected to column chromatography (n-hexane:ethyl acetate =3:1) to obtain 35.4 g of 2-methyl-3-nitropyridine as a colorless oil. Then 35.4 g of 2-methyl-3-nitropyridine was dissolved in a mixed solution of 300 mL methanol/5 mL triethylamine, added with 5 g of 10% palladium on carbon, and stirred for 6 hours under hydrogen atmosphere and at normal temperature and pressure. The reaction solution was filtered thorough Celite, the solvent was evaporated, and 33.0 g of crudely produced 2-methyl-3-aminopyridine was obtained as a pale brown oil. Next, to 100 mL of a solution of 65 g of crude 3-amino-2-methyl pyridine in dichloromethane were added 60 mL of pyridine and 71 mL of acetic anhydride at room temperature and stirred for 3 hours. The reaction solution was added with about 150 mL of silica gel powder, the solvent was evaporated, and the residue was purified by silica gel column chromatography (ethyl acetate :methanol =100:3), to afford 74 g of the title compound as colorless crystals.1H-NMR (400 MHz, CDCl3) delta2.25 (3H, s), 2.53 (3H, s), 7.00 (1H, bs), 7.18 (1H, dd, J = 4.6, 8.0 Hz), 8.23 (1H, d, J = 8.0 Hz), 8.30 (1H, d, J = 4.6 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18699-87-1, its application will become more common.

Reference:
Patent; Eisai Co., Ltd.; EP1510516; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 97004-04-1, (6-Chloropyridin-3-yl)methanamine, 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, Recommanded Product: (6-Chloropyridin-3-yl)methanamine, blongs to pyridine-derivatives compound. Recommanded Product: (6-Chloropyridin-3-yl)methanamine

A mixture of 3-ethoxy-2-(4-trifluoromethylphenyl hydrazono) propionic acid (0.3 g, 1 mmol), 5-aminomethyl-2-chloropyridine (0.21 g, 1.5 mmol), 1-[3-(dimethylamino) propyl]-3-ethylcarbodiimide hydrochloric acid salt (0.29 g, 1.5 mmol) and chloroform (10 ml) was left at room temperature overnight. The mixture was extracted with chloroform, washed 1 N hydrochloric acid, a saturated sodium bicarbonate water and a saturated brine, dried on anhydrous sodium sulfate and then filtered. The residue obtained by concentrating the resulting filtrate was purified with a silica gel chromatography to obtain N-(6-chloro-3-pyridylmethyl)-3-ethoxy-2-(4-trifluoromethylphenyl hydrazono) propionic acid amide (Compound No. 170) (0.3 g, 0.72 mmol, 72%). Compound No. 170: mp 98-99C; 1H NMR (400 MHz, CDCl3) delta 1.20 (3H, t), 3.57 (2H, q), 4.36 (2H, s), 4.51 (2H, d), 6.22 (2H, d), 7.33 (1 H, d), 7.37 (1 H, d), 7.52 (2H, d), 7.52 (2H, d), 7.64 (1H, dd), 7.85 (1 H, brt).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,97004-04-1, (6-Chloropyridin-3-yl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; Nihon Nohyaku Co., Ltd.; EP1470752; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 69045-78-9, 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 69045-78-9, name is 2-Chloro-5-(trichloromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 2 In a 119.5 cc autoclave equipped with a magnetic stirrer, 2-chloro-5-trichloromethylpyridine (11.5 g), ethanol (20 g), Raney nickel (1.15 g) and a 40% aqueous solution of methylamine (27.2 g) were charged. Hydrogen gas was introduced into the autoclave to a pressure of 10 Kg/cm2, and an internal temperature was raised to 45 C. At the same temperature, the hydrogen gas was supplied under a hydrogen pressure of 7 to 13 Kg/cm2. The absorption of hydrogen ceased after 95 minutes from the start of hydrogen supply. After completion of reaction, the autoclave was cooled down to room temperature, and the catalyst was filtrated off from the reaction mixture. The filtrate was adjusted to pH 12.9 with a 48% aqueous solution of sodium hydroxide and the filtrate was concentrated. Water was added to concentrate, and the product was extracted with toluene twice. After phase separation, the toluene layer was concentrated to obtain a concentrate (4.9 g) containing 2-chloro-5-methylaminomethylpyridine, which was analyzed by gas chromatography to find that a yield of 2-chloro-5-methylaminomethylpyridine was 45%.

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 69045-78-9, 2-Chloro-5-(trichloromethyl)pyridine.

Reference:
Patent; Koei Chemical Co., Ltd.; US5424437; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 846036-96-2, 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.846036-96-2, name is (4-Amino-6-chloropyridin-3-yl)methanol, molecular formula is C6H7ClN2O, molecular weight is 158.59, as common compound, the synthetic route is as follows.

Manganese dioxide (230 g, 2648 mmol) was added to a solution of (4-amino-6- chloropyridin-3-yl)methanol (50 g, 265 mmol) in dichloromethane (3000 mL) at 0 C under nitrogen. The resulting reaction mixture was allowed to warm to room temperature and stirred for sixteen hours. On completion, the reaction mixture was filtered through a Celite pad and the residue was washed with dichloromethane and the filtrate was evaporated under reduced pressure. The solid was washed with pentane to afford 4-amino-6-chloronicotinaldehyde (41 g, 237 mmol, 89 % yield) as an off white solid. 1H NMR (400 MHz, CD3SOCD3) delta 6.73 (s, 1 H), 7.69-7.91 (m, 2 H), 8.43 (s, 1 H), 9.88 (s, 1 H); LC-MS (LC-ES) M+H = 157.

Statistics shows that 846036-96-2 is playing an increasingly important role. we look forward to future research findings about (4-Amino-6-chloropyridin-3-yl)methanol.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, Dave Norman; SHEARER, Barry George; YOUNGMAN, Mark Andrew; (214 pag.)WO2018/229629; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 83766-88-5, 2-(tert-Butoxy)pyridine, 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, Quality Control of 2-(tert-Butoxy)pyridine, blongs to pyridine-derivatives compound. Quality Control of 2-(tert-Butoxy)pyridine

Carboxylic acid (0.2 g, 1.64 mmol), tert-butoxypyridine (0.33 g, 2.21 mmol) and boron trifluoride diethyl etherate (0.31 g, 2.21 mmol) in dry PhCH3 (2 mL) were added to a 20-ml vial. The reaction mixture was then allowed to stir at room temperature for 30 min before quenching with anhydrous NaHCO3. The reaction mixture was diluted with ethyl acetate (30 mL), then washed with water (20 mL), followed by brine (20 mL). The organic layer was dried over anhydrous sodium sulfate and carefully concentrated under reduced pressure. The resulting residue was then purified by flash column chromatography on silica gel with 0:4 to 1:4 dichloromethane/hexane as eluent to yield the desired product 5a as a colorless oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,83766-88-5, 2-(tert-Butoxy)pyridine, and friends who are interested can also refer to it.

Reference:
Article; La, Minh Thanh; Kim, Hee-Kwon; Tetrahedron; vol. 74; 27; (2018); p. 3748 – 3754;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 92992-85-3, 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 92992-85-3, name is 2-Bromo-3,5-dimethylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

To 2-bromo-3,5-dimethylpyridine (1 g) were added 4-amino-1-(tert-butoxycarbonyl)piperidine (1.29 g),tris(dibenzylideneacetone)dipalladium(0)(250 mg),2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (330 mg),sodium tert-butoxide (770 mg) and toluene (8 mL) and the mixture was stirred at 120c overnight. The reaction mixture was filtered through celite and the filtrate was concentrated under reduced pressure. The obtained residue was purified by NH column chromatography (hexane:ethyl acetate)to give 4-(3,5-dimethylpyridin-2-ylamino)piperidine-1-carboxylic acid tert-butyl ester (1.499 g).

According to the analysis of related databases, 92992-85-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; ISHIBUCHI, Seigo; SARUTA, Kunio; HAMADA, Maiko; MATOBA, Nobuatsu; MATSUDAIRA, Tetsuji; SEKI, Maki; TARAO, Akiko; HONJO, Takashi; OGATA, Shingo; KAWATA, Atsushi; MOROKUMA, Kenji; FUJIE, Naoto; AOYAMA, Yukio; (251 pag.)EP3321256; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1014720-73-0, 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.1014720-73-0, name is 6-Chloro-2-(pyridin-2-yl)pyrimidin-4-amine, molecular formula is C9H7ClN4, molecular weight is 206.63, as common compound, the synthetic route is as follows.

N-Isopropyl-2-pyridin-2-yl-pyrimidine-4,6-diamine Isopropylamine (181 mul, 2.42 mmol) was added to a solution of 6-chloro-2-pyridin-2-yl-pyrimidin-4-ylamine (100 mg, 0.48 mmol) in n-BuOH (1 ml) in a microwave tube and the mixture was heated at 180 C. for 1 h in the microwave. Isopropylamine (181 mul, 2.42 mmol) was added and the mixture was heated at 180 C. for a further 7 h in the microwave. The reaction mixture was diluted with water (1 ml) and concentrated in vacuo. The residue was dissolved in EtOAc (2 ml) and washed with saturated aqueous NaHCO3 solution (2 ml) and water (2 ml). The organic phase was dried (Na2SO4) and concentrated in vacuo. The crude residue was purified by trituration from Et2O to give the title compound (32 mg, 29%).

The chemical industry reduces the impact on the environment during synthesis 1014720-73-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; VIFOR (INTERNATIONAL) AG; US2012/202806; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 887707-23-5, 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. 887707-23-5, name is 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine, molecular formula is C6H3F3INO, 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.

(0873) 3-(Trifluoromethyl)pyridin-2-ol (2.3 g) was added to concentrated sulfuric acid (15 ml) at 0 C. The mixture was stirred at 0 C. for 5 minutes. To this solution was added fuming nitric acid (6 ml) dropwise over 5 minutes. The reaction mixture was stirred at room temperature for 2 hours, and then heated at 50 C. for 3 hours. After cooling, the reaction mixture was poured onto ice (200 g), and the mixture was extracted with ethyl acetate three times. The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated under reduced pressure to provide the title compound.

According to the analysis of related databases, 887707-23-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AbbVie Inc.; Catron, Nathaniel; Lindley, David; Miller, Jonathan M.; Schmitt, Eric A.; Tong, Ping; US10213433; (2019); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 89488-30-2, 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.89488-30-2, name is 5-Bromo-3-methylpyridin-2(1H)-one, molecular formula is C6H6BrNO, molecular weight is 188.0219, as common compound, the synthetic route is as follows.

5-Bromo- 1 ,3-dimethyl- 1H-pyridin-2-one B-i To a suspension of 5-bromo-2-hydroxy-3-methyl pyridine Al (1.000 g; 5.053mmo 1) and potassium carbonate (1.397 g; 10.105 mmo 1) in DMF (5.000 ml) iscarefully added iodomethane (0.346 ml; 5.558 mmol). The reaction mixture is stirred overnight (1 6h) at room temperature. The reaction mixture is then quenched with 10% ammonia solution (10 ml) and 30 ml water is added. It is extracted with 3×50 ml EtOAc. The combined organic layer is dried with Na2SO4, filtered andconcentrated under reduced pressure to afford the product.Yield: 98% (1.0 g; 4.95 mmol)HPLC-MS: (M+H) = 202/204; tRet = 0.65 mm; method LCMS BAS1

Statistics shows that 89488-30-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-3-methylpyridin-2(1H)-one.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; MARTIN, Laetitia; SMETHURST, Christian; WO2015/22332; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1003711-43-0, Adding some certain compound to certain chemical reactions, such as: 1003711-43-0, name is 2-Bromo-5-hydroxy-3-methylpyridine,molecular formula is C6H6BrNO, 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 1003711-43-0.

To a solution of (R)-methanesulfonic acid-3-[l-(3-isopropyl-[l,2,4]oxadiazol-5- yl)piperidin-4-yl]butyl ester (Preparation 3, 250mg, 0.72mmol) and 6-bromo-5-methylpyridin-3-ol (143mg, 0.76mmol) in DMF (5.OmL), under argon, was added potassium carbonate (200mg, 1.45mmol) and the mixture was heated in a sealed tube at 700C for 16h. The reaction was diluted with EtOAc and the resulting solution was washed with brine (2 x 5OmL), sat. NaHCO3 solution and water, then dried (Na2SO4). Removal of the solvent in vacuo afforded the title compound: RT = 4.60 min; m/z (ES+) = 439.1 [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. 1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PROSIDION LIMITED; BARBA, Oscar; DUPREE, Tom, Banksia; FRY, Peter, Timothy; FYFE, Matthew, Colin, Thor; JEEVARATNAM, Revathy, Perpetua; KRULLE, Thomas, Martin; SCHOFIELD, Karen, Lesley; SMYTH, Donald; STAROSKE, Thomas; STEWART, Alan, John, William; STONEHOUSE, David, French; SWAIN, Simon, Andrew; WITHALL, David, Matthew; WO2010/103334; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem