Day: September 23, 2021

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. 80194-68-9, name is 3-Chloro-5-(trifluoromethyl)picolinic acid, the common compound, a new synthetic route is introduced below. Quality Control of 3-Chloro-5-(trifluoromethyl)picolinic acid

(1) Add 2 mmol) to a 25 ml three-necked flask3,5-Difluoro-5-(trifluoromethyl)picolinic acid8.0 mmol) pyridine and 5 ml acetonitrile, and the ice bath was cooled down to -5C. Then, 0.51 g (4.43 mmol) of methanesulfonyl chloride was slowly added dropwise to the system using a constant pressure dropping funnel. The mixture was stirred for 10 min after the addition was completed, and the mixture was once injected into the system. 3 mmol) 2-amino-3,5-difluorobenzoic acid was added, and after stirring for 10 min, 9 mmol) of pyridine was slowly added dropwise using a constant pressure dropping funnel. The dropping process should keep the temperature below 0C. Continue stirring after the addition was complete. 15min, then continue to slowly add 4.5mmol of methanesulfonyl chloride with a constant pressure dropping funnel, stir for 1h after dropping is completed, remove the ice salt bath, the reaction temperature slowly rises to room temperature, after 12h reaction, add water and dichloromethane extraction The organic layer was passed through a column (petroleum ether: ethyl acetate = 10: 1) to give the intermediate 6,8-difluoro-2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl) -4H-benzo[d][1,3]oxazin-4-one.

The synthetic route of 80194-68-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guizhou University; Wu Jian; Xu Fangzhou; Wang Yanyan; Yu Gang; Xue Wei; Shi Jun; (24 pag.)CN107759518; (2018); 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.109345-94-0, name is 5-Methoxypyridin-3-ol, molecular formula is C6H7NO2, molecular weight is 125.13, as common compound, the synthetic route is as follows.COA of Formula: C6H7NO2

Step 1 3-(2-((3R,4aR,6aS,7R,10bR)-3-cyclopentyl-6a,10b-dimethyl-8-dihydromethylene decahydro-1H-naphtho[2,1-d][1,3]dioxin-7-yl)ethoxy)-5-methoxypyridine (3R,4aR,6aS,7R,10bR)-7-(2-bromoethyl)-3-cyclopentyl-6a,10b-dimeth yl-8-dihydromethylene decahydro-1H-naphtho[2,1-d][1,3]dioxin (1.00 g, 2.43 mmol) was dissolved in N,N-dimethylformamide (10.00 mL), followed by successive addition of potassium carbonate (671.70 mg, 4.86 mmol) and 5-methoxypyridin-3-ol (334.47 mg, 2.67 mmol), then stirred at 80 C. for 12 hours. The reaction was quenched by adding 10 mL water and then extracted with ethyl acetate (20.00 mL*3). The organic phase was washed with saturated brine (20 mL), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The residue was separated by column chromatography (silica, petroleum ether/ethyl acetate=10/1 to 2/1) to give 3-(2-((3R,4aR,6aS,7R,10 bR)-3-cyclopentyl-6a,10b-dimethyl-8-dihydromethylene decahydro-1H-naphtho[2,1-d][1,3]dioxin-7-yl)ethoxy)-5-methoxypyridine 442 (700 mg, yield: 63.37%). MS m/z (ESI): 456.6[M+1] 1H NMR (400 MHz, CDCl3) 7.91 (d, J=8 Hz, 2H), 6.69 (t, J=4.4 Hz, 1H), 4.89 (s, 1H), 4.59 (t, J=6 Hz, 2H), 4.08-4.02 (m, 2H), 3.84 (s, 4H), 3.51-3.43 (m, 2H), 2.44-2.40 (m, 2H), 2.05-2.01 (m, 3H), 1.88-1.83 (m, 4H), 1.60 (s, 3H), 1.55-1.35 (m, 6H), 1.45-1.27 (m, 3H) 1.26-1.21 (m, 3H), 0.79 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109345-94-0, 5-Methoxypyridin-3-ol, and friends who are interested can also refer to it.

Reference:
Patent; Heilongjiang Zhenbaodao Pharmaceutical Co., Ltd.; MEDSHINE DISCOVERY INC.; HE, Haiying; JIANG, Zhigan; XIA, Jianhua; WANG, Jing; HAN, Lixia; LAN, Lihong; ZHOU, Hui; LAI, Kunmin; CHEN, Shuhui; US2018/346438; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 186593-43-1, 5-Amino-3-bromo-2-methylpyridine, 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, 186593-43-1, blongs to pyridine-derivatives compound. Computed Properties of C6H7BrN2

4 – [(4-methyl-piperazin-1-yl) methyl] -3- (trifluoromethyl) benzoicacid (297 mg, 0.754 mmol), 2- (7- aza-benzotriazole ) -Nu, Nu, Nu ‘, Nu’-tetramethyluronium hexafluorophosphate (317 mg, 0.834 mmol) and N, N-diisopropylethylamine (0.17 mL, 1.043 mmol) was dissolved in N, N -dimethylformamide (5 mL) in. This mixture was added thereto and stirred atroom temperature for half an hour 5- bromo-6-methyl-3-aminopyridine (130 mg,0.695 mmol), stirred at room temperature continued overnight.After completionof the reaction by TLC, cooled to room temperature, water was added thereto,extracted with ethyl acetate, the organic phase was dried over anhydrous sodiumsulfate, filtered, and the solvent was evaporated to dryness, the residue waspurified by silica gel column chromatography to give N- (5- bromo – 6-methyl -pyridin-3-yl) -4- (4-methyl – piperazin-1-ylmethyl) -3-trifluoromethyl – benzamide(yellow solid, 80 mg)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,186593-43-1, its application will become more common.

Reference:
Patent; Shanghai Pharmaceuticals Holding Co.,Ltd .; WAN, HUIXIN; LI, CHUNLI; SHI, Chen; Liu, Haiyan; Li, Ping; XIA, Guangxin; HAN, Yanan; (52 pag.)CN103420977; (2016); B;,
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. 100-48-1, name is Isonicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H4N2

a) To a solution of 0.23 g sodium in 40 ml methanol was added 10.62 g 4-cyanopyridine at room temperature. Stirring was continued for 6 h followed by the addition of 5.9 g ammoniumchloride and stirring was continued for another 10 h. Then 120 ml diethylether was added and the precipitate was filtered off after 30 min and washed once with 20 ml of diethylether. The product was dried under high vacuum. 14.95 g 4-amidino-pyridine hydrochloride was obtained as a white powder.

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, 100-48-1, Isonicotinonitrile.

Reference:
Patent; Bolli, Martin; Boss, Christoph; Clozel, Martine; Fischli, Walter; US2003/87920; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 109-04-6, 2-Bromopyridine, 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 109-04-6, blongs to pyridine-derivatives compound. Product Details of 109-04-6

Example 1: Preparation of 2-(4-chloro-phenyl)pyridine; [53] Under a nitrogen stream, 5.0 g (0.032 mol) of 4-chloro-phenyl boronic acid, 10.0 g(0.064 mol) of 2-bromopyridine, 150 D of tetrahydrofuran and 2M potassium carbonate solution (20 D) were placed into a 2-neck round flask 250 D and then 0.37 g (3 mol%) of palladium tetrakistriphenylphosphine [(pd(PPh ) ] was added as a catalyst. After the resulting solution was heated to reflux at 8O0C for 24 hours, the reaction was terminated. The resulting mixture was poured into a beaker containing 200 D of distilled water. After extraction with ether (150 D) three times, 10 g of magnesium sulfate was added. The resulting solution was stirred by a rotary stirrer for 30 minutes and then the extraction mixture was filtered. After removing the solvent using a rotary evaporator, the residue was subjected to column chromatography using dichloromethane as a developing solvent and then distilled under reduced pressure to give the 2-(4-chloro-phenyl)pyridine. The yield was 56%.[54] The H-NHR spectrum is shown in Fig. 1 to confirm the structure of the thus prepared 2-(4-chloro-phenyl)pyridine.

The synthetic route of 109-04-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GWANGJU INSTITUTE OF SCIENCE AND TECHNOLOGY; WO2007/129810; (2007); 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. 102625-64-9, name is 5-(Difluoromethoxy)-2-(((3,4-dimethoxypyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole, molecular formula is C16H15F2N3O3S, 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. Recommanded Product: 102625-64-9

At room temperature, 20.2 g of 5-difluoromethoxy-2-[(3,4-dimethoxy-2-pyridinyl)methylthio]-1H-benzimidazole are suspended in 100 ml of methyl isobutyl ketone together with 18.0 g of (+)-L-tartaric acid bis-(N,N-dimethylamide) and 13.4 g of zirconium(IV) isopropoxide/isopropanol. The mixture is heated at 40C for one hour, resulting in the formation of a solution which is almost clear. After cooling to room temperature, 4.1 ml of N-ethyldiisopropylamine are added. 11 ml of cumene hydroperoxide are then slowly metered in. Stirring is continued at room temperature until the oxidation has ended (5-10 hours, monitored by TLC). The clear solution is diluted with 100 ml of methyl isobutyl ketone and quenched with 1.8 g of sodium thiosulphate in 140 ml of water and stirred for a further 14 hours. After phase separation, 55 ml of saturated sodium bicarbonate solution and 55 ml of methyl isobutyl ketone are added to the aqueous phase, and the phases are separated. Another 55 ml of saturated sodium bicarbonate solution and 55 ml of methyl isobutyl ketone are added to the aqueous phase, and the phases are separated. The combined methyl isobutyl ketone phases are then washed twice with 55 ml of saturated sodium bicarbonate solution. 150 mi of water are added to the methyl isobutyl ketone phase, and the pH is adjusted to pH = 13 using a 40% by weight strength aqueous solution of sodium hydroxide. After phase separation, the methyl isobutyl ketone phase is extracted with another 50 ml of water at pH = 13. The aqueous phases are combined and, at 40C, subjected to incipient distillation under reduced pressure. At 40-45C, (-)-pantoprazole is precipitated by addition of 10% strength acetic acid to pH = 9.0. Stirring is continued for another 12 hours during which the pH is monitored. The beige crystals are filtered off and washed with 50 ml of water. The title compound is obtained in a yield of about 15 g (73% of theory) and an optical purity of >95%. To increase the purity, (-)-pantoprazole is dissolved in water/aqueous sodium hydroxide solution at pH = 13 and re-precipitated with acetic acid (10%) at pH = 9.0.

With the rapid development of chemical substances, we look forward to future research findings about 102625-64-9.

Reference:
Patent; ALTANA PHARMA AG; WO2004/52882; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 944401-77-8, 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. 944401-77-8, name is 2-Amino-4-fluoropyridine, molecular formula is C5H5FN2, 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.

25 g 2-amino-4-fluoropyridine was added to200ml of ethylene glycol dimethyl ether, was added 54g ethyl 3-bromopyruvate, stirred overnight at room temperature, concentrated and then added ethyl acetate and water, liquid separation, dried, concentrated and the residue on the column to give 28g7-Fluoro-imidazo [1,2-a] pyridine-2-carboxylic acid ethyl ester.

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 944401-77-8, 2-Amino-4-fluoropyridine.

Reference:
Patent; Hunan Huateng Pharmaceutical Co., Ltd.; Bu Gonggaofamingren; (5 pag.)CN107286154; (2017); A;,
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. 779345-37-8, name is 5-Fluoro-2-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 779345-37-8

To a solution of 2-bromo-4,6-dichlorophenol (2, 2.0 g, 14.0 mmol) in MeCN (20 ml), Cs2CO3 (5.50 g, 17.0 mmol) was added. After stirring at room temperature for 15 min, 5-fluoro-2-nitropyridine (12, 2.45 g, 14.0 mmol) was added dropwise and the reaction mixture was sealed for 16 h at 80 C. The reaction was concentrated in vacuo. The residue was purified by flash column chromatography [normal phase, silica gel (100-200 mesh), gradient 10% to 15% ethyl acetate in hexane] and then triturated with pentane (100 ml) to give 5-(2-bromo-4,6-dichlorophenoxy)-2-nitropyridine (13, 1.5 g, 50%) as an off-white solid. MS (ESI -ve): 363 1H-NMR (400 MHz; CDCl3): d 7.28 (d, J = 2.3 Hz, 1H), 7.52 (s, 1H), 7.64 (s, 1H), 8.22 – 8.30 (m, 2H).

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, 779345-37-8, 5-Fluoro-2-nitropyridine.

Reference:
Article; O’Brien, Alistair; Andrews, Stephen P.; Baig, Asma H.; Bortolato, Andrea; Brown, Alastair J.H.; Brown, Giles A.; Brown, Sue H.; Christopher, John A.; Congreve, Miles; Cooke, Robert M.; De Graaf, Chris; Errey, James C.; Fieldhouse, Charlotte; Jazayeri, Ali; Marshall, Fiona H.; Mason, Jonathan S.; Mobarec, Juan Carlos; Okrasa, Krzysztof; Steele, Kelly N.; Southall, Stacey M.; Teobald, Iryna; Watson, Steve P.; Weir, Malcolm; Bioorganic and Medicinal Chemistry Letters; vol. 29; 20; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 70201-42-2, name is 3,5-Dibromoisonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. name: 3,5-Dibromoisonicotinaldehyde

Example 126a 3-Bromo-5-(1-oxo-6,7,8,9-tetrahydropyrazino[1,2-a]indol-2(1H)-yl)isonicotinaldehyde 126a A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer and reflux condenser was charged with 1,4-dioxane (15 mL), 3,5-dibromoisonicotinaldehyde (604 mg, 2.28 mmol), 6,7,8,9-tetrahydropyrazino[1,2-a]indol-1(2H)-one (142 mg, 0.76 mmol) and cesium carbonate (485 mg, 1.5 mmol). CuI (143 mg, 0.76 mmol) and 4,7-dimethoxy-1,10-phenanthroline (127 mg, 0.52 mmol) were added, and the reaction mixture was heated at 100 C for 5 h. After this time, the reaction was cooled to room temperature. It was then filtered and the filtrate was concentrated under reduced pressure. The residue was purified on flash column eluting with EtOAC/PE (1:2) to afford 126a (100 mg, 35%) as a yellow solid. MS: [M+H]+ 372.

With the rapid development of chemical substances, we look forward to future research findings about 70201-42-2.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 85333-26-2, Adding some certain compound to certain chemical reactions, such as: 85333-26-2, name is 2-Amino-4-benzyloxypyridine,molecular formula is C12H12N2O, 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 85333-26-2.

A mixture of 2-amino-4-benzyloxypyridine (2.00 g, 9.49 mmol), copper (I) bromide (70 mg, 0.05 mmol), 1,10-phenanthroline monohydrate (95 mg, 0.05 mmol) and benzonitrile (25 mL) was heated in a 50-mL 3-necked flask to 130 C. During 23 h a gentle flow of (O2/N2 5:95) was bubbled through the reaction mixture (>99% conversion, HPLC method see below). The dark brown solution was then evaporated at 60 C./0.1 mbar to dryness and the dark brown residue dissolved in DCM (30 mL). The organic solution was washed with water (30 mL), dried over sodium sulphate, filtered and evaporated to yield an dark oil containing crude 7-benzyloxy-2-phenyl-[1,2,4]triazolo[1,5-a]pyridine and residual benzonitrile. [0099] Charcoal treatment of the crude product with Norit SA II (0.90 g) in EtOAc (120 mL) at reflux, filtration and subsequent crystallization (via partial evaporation of EtOAc and addition of heptane) afforded 7-benzyloxy-2-phenyl-[1,2,4]triazolo[1,5-a]pyridine (1.78 g, 62%) as an off-white solid with >99.9% purity (HPLC area-%, HPLC method: Onyx monolithic C18 column, 100×4.6 mm; mobile phase, A: water/NCMe (95:5), B: NCMe; flow: 2.0 ml/min; gradient from 95/5 (A/B) to 15/85 (A/B) within 3 min, isocratic 15/85 (A/B) for 2.5 min. Retention time: 3.40 min (2-amino-4-benzyloxypyridine), 3.60 min 7-benzyloxy-2-phenyl-[1,2,4]triazolo[1,5-a]pyridine)). [0100] EI-MS: m/z=302.13 (M+H)+.

According to the analysis of related databases, 85333-26-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HOFFMANN-LA ROCHE INC.; Bartels, Bjoern; Fantasia, Serena Maria; Flohr, Alexander; Puentener, Kurt; Wang, Shaoning; US2014/350259; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem