Day: April 20, 2022

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 380380-64-3, name is 5-Bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 380380-64-3

Under nitrogen protection, 5.44 g of 3-fluoro-4-bromophenylcarbamic acid benzyl ester, 67 mL of dioxane and 5.76 g of hexabutylditin are added,Dichlorobistriphenylphosphine palladium 0.93g. Stir at 10 C to 15 C for 2 hours to 3 hours, filter and wash with dioxane to obtain a tributyltin intermediate in dioxane solution.The dioxane solution of the tributyltin intermediate is stirred at 35 C to 45 C, and 2-methyl-5- (5-bromopyridin-2-yl) tetrazolium 4.23g, potassium phosphate 2.09g, tetrakis ( Triphenylphosphine) palladium 0.083g, heated to 75 C-85 C and stirred for 3 hours to 4 hours. After cooling, filter 6g of diatomaceous earth, add 40mL of ethyl acetate and 15% saline (the mass concentration refers to the mass of sodium chloride as a percentage of the total mass of saline), and separate the organic phase Dry, concentrate in vacuum (temperature 35 C- 65 C , pressure -0.08MPa -0.1MPa), add ethyl acetate 26mL, heat to 70 C-75 C , stir for 0.5 hours 1 hour, cool to 0 C- 10 C, stir 1 Hours to 2 hours, filtered, rinsed with ethyl acetate 12mL three times, the wet product was dried in a vacuum (pressure -0.01MPa ~ -0.1MPa) drying oven at 45 C to 55 C for 8 hours to 12 hours, to obtain an off-white solid as tedizolid phosphate intermediate II 2.91g, total yield 42.9%, HPLC purity 97.18%.

With the rapid development of chemical substances, we look forward to future research findings about 380380-64-3.

Reference:
Patent; Shanghai Bozhi Yan Xin Pharmaceutical Co., Ltd.; Chen Jian; Liu Zhenfeng; Ying Shuhuan; (16 pag.)CN110804038; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 124236-37-9, Adding some certain compound to certain chemical reactions, such as: 124236-37-9, name is Methyl 5-(trifluoromethyl)picolinate,molecular formula is C8H6F3NO2, 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 124236-37-9.

b) 1 -Oxy-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester A mixture of 5-(trifluoromethyl)-pyridine-2-carboxylic acid methyl ester (2.7 g, 13 mmol) and m-CPBA (CAN 937-14-4, 6.7 g, 39 mmol) in dry methylene chloride (30 mL) was stilTed under reflux conditions overnight. Removal of the solvent in vacuo and purification of the obtained residue by column chromatography (silica gel, 15 g, 20% ethyl acetate in petroleum ether) provided the title compound (2.2 g, 76%) as light-yellow solid; MS (El):mle = 222.1 [MHi.

According to the analysis of related databases, 124236-37-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FREI, Beat; GOBBI, Luca; GRETHER, Uwe; KIMBARA, Atsushi; NETTEKOVEN, Matthias; ROEVER, Stephan; ROGERS-EVANS, Mark; SCHULZ-GASCH, Tanja; WO2014/86705; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1206968-88-8 , The common heterocyclic compound, 1206968-88-8, name is (5-Bromo-3-chloropyridin-2-yl)methanol, molecular formula is C6H5BrClNO, 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.

[01340] A mixture of (5-bromo-3-chloropyridin-2-yl)methanol (2 g, 8.99 mmol, 1.00 equiv), Mn02 (7.77 g, 89.34 mmol, 9.94 equiv), and dichloromethane (150 mL) was stirred for overnight at 40C. The solids were filtrated out and the filtrate was concentrated. The residue was purified by a silica gel colunm eluting with ethyl acetate/petroleum ether (1/20) to afford the title compound (1.1 g, 56%) as a light yellow solid. LCMS [M+H] 222.

The synthetic route of 1206968-88-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; VOLGRAF, Matthew; CHEN, Huifen; KOLESNIKOV, Aleksandr; VILLEMURE, Elisia; VERMA, Vishal; WANG, Lan; SHORE, Daniel; DO, Steven; YUEN, Po-wai; HU, Baihua; WU, Guosheng; LIN, Xingyu; LU, Aijun; (537 pag.)WO2016/128529; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 685115-77-9, 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 685115-77-9 as follows.

To a solution of 1-(3,5-dichloropyridin-4-yl)piperidine-4-carboxamide 23 (30 mg, 0.1 1 mmol) in THF (2 ml_), at 0 0C, was added a 1 M solution of borane THF complex in THF (11.1 ml_, 1.1 mmol). The reaction was stirred for 1 hour before warming to r.t. and stirring for a further 18 hr. To the reaction was added 2M HCI (2ml), the mixture diluted with water (20 ml) and extracted with EtOAc (2 x 20 ml.) and the combined organic extracts were washed with brine (25 ml_). The combined aqueous extracts were basified with saturated sodium hydrogen carbonate and then extracted with EtOAc (2 x 20 ml_). The combined organic extracts were washed with brine (20 ml_), dried (MgSO4) and concentrated under reduced pressure to give a crude colourless oil (8 mg). The crude product was purified by flash column chromatography on silica gel (CH2CI2, MeOH, 97:3 to CH2CI2, 1 M methanolic NH3, 9:1 ) to furnish the title compound, LC-MS (ESI, 3.5 min) R, 1.45 min, m/z 260 (91 %, [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,685115-77-9, its application will become more common.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; McDONALD, Edward; BLAGG, Julian; PICHOWICZ, Mark; CRUMPLER, Simon Ross; WO2010/41054; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 186203-81-6, 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 186203-81-6, name is tert-Butyl hexahydro-1H-pyrrolo[3,4-b]pyridine-6(2H)-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of tert-butyl hexahydro-1H-pyrrolo[3,4-b]pyridine-6(2H)-carboxylate (1.60 g), 1-bromo-3-chloropropane (1.50 mL) and K2CO3 (3.00 g) in acetone was heated to reflux for 9 h. The reaction mixture was cooled to rt and filtered. The filtrate was concentrated in vacuo and the residue was chromatographed with a silica gel column (eluting agent: 1:1 (v/v) PE/EA) to give the title compound as yellow oil (0.53 g, 65.00%), HPLC: 89.00%. The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 303.2 (M+1).

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 186203-81-6, tert-Butyl hexahydro-1H-pyrrolo[3,4-b]pyridine-6(2H)-carboxylate.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; Zhang, Jiancun; Zhang, Yingjun; Zhang, Weihong; Liu, Bing; Zhang, Jiquan; Liu, Jinlei; Zhang, Lu; US2014/228361; (2014); 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. 6318-51-0, name is (4-Chlorophenyl)(pyridin-2-yl)methanone, the common compound, a new synthetic route is introduced below. Formula: C12H8ClNO

A 20 mL Schlenk tube was charged with 33 mg of catalyst 1a, 0.23 g of (2-pyridyl) methanone-N-oxide, 5 mL of formic acid / triethylamine mixture 1). The tube was sealed and replaced with nitrogen for 3 times. The reaction was carried out at 40 C for 24 hours. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate for 3 times. The mixture was concentrated to dryness and purified to give 0.22 g of a white solid with a yield of 95% The product (S) – (4-chlorophenyl) (2-pyridyl) methanol-N-oxide was determined by HPLCEnantiomeric excess ee was 92%.

The synthetic route of 6318-51-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yichang Renfu Pharmaceutical Co., Ltd.; China Three Gorges University; Fu Yigang; Lv Jinliang; Zhou Haifeng; Wang Baigui; Cao Lu; Zheng Huazhang; Tian Luanyuan; Li Shiqun; Li Lie; Du Wentao; (13 pag.)CN106938995; (2017); A;,
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 2897-43-0, name is 2,6-Dichloro-3-nitropyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

To a solution of intermediate 12 (37.00 g, 177.88 mmol) in HCl (60 mL) and (EtOH/H2O solution (400 mL, 1:1, v/v) was added Iron powder (30.00 g, 537.20 mmol). The reaction mixture was stirred at 100 C for 3 hours. The reaction mixture was concentrated and diluted with water. The suspended solution was basified by aqueous NaHCO3 solution until pH=9. The precipitate was filtered and diluted in a mixture of EtOAc/MeOH (8:1, v/v). The remaining solid was filtered and the filtrate was concentrated under vacuum to afford a first batch of intermediate 13.

With the rapid development of chemical substances, we look forward to future research findings about 2897-43-0.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; PILATTE, Isabelle, Noelle, Constance; QUEROLLE, Olivier, Alexis, Georges; ANGIBAUD, Patrick, Rene; BERTHELOT, Didier, Jean-Claude; COUPA, Sophie; DEMESTRE, Christophe, Gabriel, Marcel; MEERPOEL, Lieven; MERCEY, Guillaume, Jean, Maurice; MEVELLEC, Laurence, Anne; MEYER, Christophe; PASQUIER, Elisabeth, Therese, Jeanne; PONCELET, Virginie, Sophie; (104 pag.)WO2017/216293; (2017); 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. 19346-44-2, name is 2-Fluoro-3-nitro-5-methylpyridine, molecular formula is C6H5FN2O2, 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. Computed Properties of C6H5FN2O2

To a stirred solution of 2-fluoro-5-methyl-3-nitropyridine 4a (3.0 g, 19.22 mmol) in carbon tetrachloride (80 mL) were added azodiisobutyronitrile (316 mg, 1.90 mmol) and N-bromosuccinimide (3.76 g, 21.14 mmol). The reaction mixture was heated at reflux for 48 h under an argon atmosphere and then the contents were cooled to room temperature. The insoluble solid was removed by filtration, the filtrate was diluted with dichloromethane (50 mL) and washed with saturated aqueous sodium bicarbonate (30 mL×4) and brine (20 mL×2), dried over anhydrous magnesiumsulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether/dichloromethane/ ethyl acetate = 15:1:1) to give the title compound 5a (1.8 g, 35.5%). White solid; mp 73-75 C; 1H NMR (400 MHz, CDCl3) delta (ppm): 8.56 (d, J = 8.4 Hz, 1H), 8.50 (s, 1H), 4.52 (s, 2H)

With the rapid development of chemical substances, we look forward to future research findings about 19346-44-2.

Reference:
Article; Zhao, Hailong; Ji, Ming; Cui, Guonan; Zhou, Jie; Lai, Fangfang; Chen, Xiaoguang; Xu, Bailing; Bioorganic and Medicinal Chemistry; vol. 25; 15; (2017); p. 4045 – 4054;,
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. 944317-27-5, name is 6-Bromo-3-chloro-2-methylpyridine, the common compound, a new synthetic route is introduced below. Quality Control of 6-Bromo-3-chloro-2-methylpyridine

: 2-(tributylstannyl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole (2.69 g, 6.78 mmol), 6-bromo-3-chloro-2-methyl-pyridine (700.00 mg, 3.39 mmol), lithium chloride (287.43 mg, 6.78 mmol) and tetrakis(triphenylphosphine)palladium (391.77 mg, 339.00 mumol) were added to dioxane (30 mL). The reaction mixture was charged with nitrogen three times, then heated to 100-110 C and stirred for 12 h. The mixture was quenched by pouring into water (50 mL) and extracted with ethyl acetate (50 mL*3). The combined organic phases were washed with brine (100 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatograph (eluent: petroleum ether/ethyl acetate=10/1-5/1) to give 2-(5-chloro-6-methylpyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b] pyrazole (600.00 mg, yield: 67.19%). 1H NMR (400MHz, CHLOROFORM-d) 7.65(q, J = 8.4 Hz, 2H), 6.59(s, 1H), 4.22(t, J = 7.2 Hz, 2H), 2.95(t, J = 7.3 Hz, 2H), 2.71-2.59(m, 5H).

The synthetic route of 944317-27-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Genfleet Therapeutics (Shanghai) Inc.; Medshine Discovery Inc.; SUN, Fei; WU, Lifang; DING, Charles Z.; HU, Guoping; LI, Jian; CHEN, Shuhui; LU, Jianyu; (45 pag.)EP3470409; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1186637-43-3, Adding some certain compound to certain chemical reactions, such as: 1186637-43-3, name is 3-Bromo-6-methoxypicolinonitrile,molecular formula is C7H5BrN2O, 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 1186637-43-3.

To a solution of 3-bromo-6-methoxypicolinonitrile (1eq) in EtOH was added NaOH (3eq). The reaction was warmed to 100 C for 12 h, and then cooled and acidified with 2M HCl until the pH ~4-5. The reaction was concentrated to remove the EtOH, and then diluted with EtOAc and water. The layers were separated. The organic layer was washed with brine, dried (MgSO4) and concentrated in vacuo to give the title compound which was used without further purification. ESI-MS (m/z): 231.99 [M+1]+.

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. 1186637-43-3, 3-Bromo-6-methoxypicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; EOLAS THERAPEUTICS, INC.; KAMENECKA, Theodore, M.; HOLENZ, Joerg; WESOLOWSKI, Steven; HE, Yuanjun; BUeRLI, Roland; (201 pag.)WO2017/139603; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem