Month: September 2021

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. 7584-05-6, name is 3-Methylisonicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C7H6N2

Preparation of (E)-3-(2-(dimethylamino)vinyl)isonicotinonitrile; [00150] To a solution of 3-methylisonicotinonitrile (10 g, 85 mmol) in DMF (100 mL) was added l,l-dimethoxy-N,N-dimethylmethanamine (18.05 mL, 135 mmol). The mixture was heated to reflux overnight. The mixture was cooled to rt and an additional 3.0 mL of l,l-dimethoxy-N,N-dimethylmethanamine was added to the mixture, and it was again heated to reflux. After heating the mixture overnight, it was cooled to rt and an additional 3.0 mL of l,l-dimethoxy-N,N-dimethylmethanamine was added to the mixture. The mixture was heated overnight at reflux. The mixture was cooled to rt and an additional 3.0 mL of 1 , 1 -dimethoxy-N,N- dimethylmethanamine were added. The mixture was again heated to reflux. After heating the mixture overnight, it was cooled to rt. To the mixture was added 3.0 mL of l,l-dimethoxy-N,N-dimethylmethanamine. The mixture was heated to reflux overnight. The mixture was cooled to rt and was concentrated under reduced pressure. The residue was dissolved in dichloromethane and was loaded onto a BIOTAGE 65 + M cartridge and was purified using a 10-70% EtOAc in hexanes gradient. The expected product, (E)-3-(2-(dimethylamino)vinyl)isonicotinonitrile (7.97 g, 46.0 mmol, 54.4 % yield), was isolated as a bright-yellow solid. LC/MS: m/z 174.11 (M+H)+ , 1.690 min (method 1). 1H NMR (500 MHz, chloroform-^) I ppm 1H NMR (500 MHz, chloroform-^ I ppm 8.69 (s, 1 H) 8.14 (d, J= 5.19 Hz, 1 H) 7.23 (d, J= 4.88 Hz, 1 H) 7.15 (d, J= 13.43 Hz, 1 H) 5.21 (d, J= 13.73 Hz, 1 H) 2.95 (s, 6 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, 7584-05-6, 3-Methylisonicotinonitrile.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/158396; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 128071-84-1, 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. 128071-84-1, name is 4-Bromo-2-chloropyridine-3-carboxaldehyde. A new synthetic method of this compound is introduced below.

Example 104b 2-Chloro-4-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)nicotinaldehyde 104b A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer and a reflux condenser was charged with 104a (1.1 g, 5.0 mmol), 3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one 101e (477 mg, 2.5 mmol), tris(dibenzylideneacetone)dipalladium(0) (230 mg, 0.25 mmol), XantPhos (430 mg, 0.75 mmol), Cs2CO3 (1.6 g, 5.0 mmol), and 1,4-dioxane (50 mL). After three cycles of vacuum/argon flush, the mixture was heated at 65C for 2 h. It was then cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure and the resulting residue was purified by silica-gel column chromatography eluting with dichloromethane/methanol (40:1) to afford 104b as a yellow solid (1.1 g, 80%). MS: [M+H]+ 330.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,128071-84-1, its application will become more common.

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 13143-47-0, 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.13143-47-0, name is 1-(4-Aminophenyl)-1H-pyridin-2-one, molecular formula is C11H10N2O, molecular weight is 186.21, as common compound, the synthetic route is as follows.

General procedure: To a stirred solution of 1-(4-aminophenyl)pyridin-2(1H)-one (3a) (0.90 g, 4.8 mmol), K2CO3 (0.80 g, 5.8 mmol) and DMAP (0.05 g, 0.4 mmol) inTHF (20 mL), solution of 2-nitrobenzoyl chloride (2a) (1.15 g, 6.24 mmol) in THF (5 mL) was addedat room temperature and the mixture was refluxed for 2 h. The reaction mixture was cooled downto room temperature and concentrated under reduced pressure. Then water (100 mL) was addedto the mixture and stirred for 10 min at room temperature. The resulting precipitate was collectedby filtration. The reaction was monitored by TLC with EA.

The chemical industry reduces the impact on the environment during synthesis 13143-47-0, I believe this compound will play a more active role in future production and life.

Reference:
Article; Wang, Wenzhi; Yuan, Jing; Fu, Xiaoli; Meng, Fancui; Zhang, Shijun; Xu, Weiren; Xu, Yongnan; Huang, Changjiang; Molecules; vol. 21; 4; (2016);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 82671-06-5, 2,6-Dichloro-5-fluoropyridine-3-carboxylic acid, 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, 82671-06-5, blongs to pyridine-derivatives compound. Quality Control of 2,6-Dichloro-5-fluoropyridine-3-carboxylic acid

S1, 43 g of 2,6-dichloro-5-fluoronicotinic acid was added to 150 ml of toluene, then 86 ml of thionyl chloride was added, and the mixture was heated under reflux for 3 hours, and then toluene and thionyl chloride were evaporated under reduced pressure. Yellow liquid 2,6-dichloro-3-fluoronicotinoyl chloride;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,82671-06-5, its application will become more common.

Reference:
Patent; Shanghai Kaluo Chemical Co., Ltd.; Tan Juncheng; Zhang Yinlan; (11 pag.)CN109678793; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 136888-21-6, 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. 136888-21-6, name is 2-Chloro-5-fluoro-3-nitropyridine, molecular formula is C5H2ClFN2O2, 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.

b) Synthesis of (5-fluoro-3-nitro-pyridin-2-yloxy)-acetic acid methyl ester Hydroxy-acetic acid methyl ester (0.96 g, 10.7 mmol) was dissolved in 2 ml of anhydrous tetrahydrofuran under nitrogen atmosphere, and sodium hydride (0.42 g, 10.7 mmol) was added thereto at room temperature. After stirring for 30 minutes, 2-chloro-5-fluoro-3-nitro-pyridine (1.57 g, 8.89 mmol) dissolved in 15 ml of anhydrous tetrahydrofuran was added dropwise at room temperature, and the reaction mixture was stirred at room temperature for 18 hours. After completion of the reaction by adding water, the mixture was extracted with dichloromethane, and the combined organic layer was washed with water and saturated saline solution, dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The residue was purified by column chromatography on silica eluding with a solvent of n-hexane:ethyl acetate=9:1. The fractions containing the product were collected and evaporated to obtain (5-fluoro-3-nitro-pyridin-2-yloxy)-acetic acid methyl ester as yellow liquid (1.35 g, 66%). 1H-NMR (CDCl3, 300 MHz); delta=8.25 (d, J=2.7 Hz, 1H), 8.40 (dd, J=6.9 Hz, 2.7H, 1 Hz), 5.06 (s, 2H), 3.78 (s, 3H). MS (ESI); 231.1 (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 136888-21-6, 2-Chloro-5-fluoro-3-nitropyridine.

Reference:
Patent; Ahn, Sung Oh; Park, Chan Hee; Im, Jun Hwan; Lee, Soon Ok; Lee, Kyoung June; Cho, Seong Wook; Ko, Kwang Seok; Han, Sun Young; Lee, Won Il; US2011/28467; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 168823-76-5, 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.168823-76-5, name is 5-Bromo-2-(chloromethyl)pyridine, molecular formula is C6H5BrClN, molecular weight is 206.4676, as common compound, the synthetic route is as follows.

tert-Butyl (5S)-2-[(5-bromopyridin-2-yl)methyl]-3-oxo-2,3,5,6,7,8-hexahydro[1,2,4]triazolo[4,3-a]pyridine-5-carboxylate tert-Butyl (5S)-3-oxo-2,3,5,6,7,8-hexahydro[1,2,4]triazolo[4,3-a]pyridine-5-carboxylate (309 mg, 1.29 mmol) was initially charged in dichloromethane (7.3 ml). Caesium carbonate (1.05 g, 3.23 mmol) and 5-bromo-2-(chloromethyl)pyridine (347 mg, 1.68 mmol) were subsequently added. After stirring for 5 hours, the reaction mixture was admixed at room temperature with water and ethyl acetate. The organic phase was removed and the aqueous phase was extracted three times with ethyl acetate. The combined organic phases were washed with saturated aqueous sodium chloride solution, dried over sodium sulphate and filtered, and the filtrate was concentrated. The residue was purified via preparative HPLC (Chromatorex C18, 10 mum, 125 mm*30 mm; eluent: acetonitrile/water gradient). The product-containing fractions were concentrated under reduced pressure, and 580 mg (>100% of theory) of the title compound were obtained. LC-MS (Method 3): Rt=1.68 min; MS (ESIpos): m/z=409 [M+H]+

The chemical industry reduces the impact on the environment during synthesis 168823-76-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; BIBER, Nicole; BROCKSCHNIEDER, Damian; GERICKE, Kersten Matthias; KOeLLING, Florian; LUSTIG, Klemens; MEDING, Joerg; MEIER, Heinrich; NEUBAUER, Thomas; SCHAeFER, Martina; TIMMERMANN, Andreas; ZUBOV, Dmitry; TERJUNG, Carsten; LINDNER, Niels; BADOCK, Volker; MOOSMAYER, Dieter; MIYATAKE ONDOZABAL, Hideki; MOORE, Steven; SCHULZ, Alexander; (458 pag.)US2019/160048; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 152684-30-5, 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.152684-30-5, name is 5-Bromo-2-methoxy-3-nitropyridine, molecular formula is C6H5BrN2O3, molecular weight is 233.02, as common compound, the synthetic route is as follows.

a) 5-(1 -Benzyl-1 H-pyrazol-4-yl)-2-methoxy-3-nitropyridineAn oven-dried resealable Schlenk tube was charged with 5-bromo-2-methoxy-3- nitropyridine (3.58 g, 15.36 mmol), 1 -benzyl-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan- 2-yl)-1 H-pyrazole (5.23 g, 18.43 mmol), potassium carbonate (4.24 g, 30.72 mmol), 1 ,4-dioxane (50 mL) and water (5 mL). The Schlenk tube was subjected to three cycles of evacuation-backfilling with argon, and tetrakis(triphenylphosphine)palladium(0) (1 .77 g, 1 .53 mmol) was added. After three further cycles of evacuation-backfilling with argon, the Schlenk tube was sealed and the mixture was stirred and heated in an oil bath to 100 C. After 3 days, the mixture was cooled, filtered through diatomaceous earth (Celite) and the filter cake was washed with methylene chloride (300 mL). The combined filtrate and washings were concentrated in vacuo and the residue was purified by flash chromatography (20-50% ethyl acetate in hexanes) to give the title compound (3.70 g, 84%) as a yellow solid.1H-NMR delta (CDCIs): 4.1 1 (s, 3H), 5.36 (s, 2H), 7.33 (m, 5H), 7.64 (d, 1 H), 7.81(d, 1 H), 8.30 (d, 1 H), 8.49 (d, 1 H).

Statistics shows that 152684-30-5 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-methoxy-3-nitropyridine.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; BACH TANA, Jordi; PAGES SANTACANA, Lluis Miquel; WO2013/17461; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1256823-05-8, Adding some certain compound to certain chemical reactions, such as: 1256823-05-8, name is 6-Chloro-4-methoxynicotinaldehyde,molecular formula is C7H6ClNO2, 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 1256823-05-8.

Product F (7.0 g, 0.040 mol) was dissolved in 420 mL of 40% HCl,After the mixture was stirred at 120 C for 12 h,The pH of the mixture is adjusted to 3. The reaction mixture was extracted with ethyl acetate (500 mL × 3). The organic layer was dried,After concentration, a silica gel column (mobile phase petroleum ether: ethyl acetate = 4: 1)After purification 5.0 g of the final product G was obtained,Yield 80%.

According to the analysis of related databases, 1256823-05-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Suzhou Jianxiong Polytechnic College; Wang Yang; Gu Zhun; Jin Chen; Li Yunfeng; (9 pag.)CN106854177; (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. 186593-43-1, name is 5-Amino-3-bromo-2-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H7BrN2

[0196] A stirred mixture of 5-bromo-6-methylpyridin-3-amine (0.100 g, 0.535 mmol), 4,4,5,5,4?,4?,5?,5?-octamethyl-[2,2?jbi[[1 ,3,2] dioxaborolanyll (0.136 g, 0.535 mmol), [1,1 bis(diphenylphosphino)ferrocenej dichloropalladium(II) complexed with dichloromethane (1:1) (42 mg, 0.051 mmol) and potassium acetate (0.150 g, 1.53 mmol) in 1,4-dioxane (5.0 mL) was heated at 110C. After 2 hours, the reaction was quenched with saturated aqueous NH4C1, and extracted with DCM (3 x30 mL). The organic layers were combined, dried over Na2SO4, and concentrated. The crude product was used directly in the next step without further purification.

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, 186593-43-1, 5-Amino-3-bromo-2-methylpyridine.

Reference:
Patent; INCYTE CORPORATION; LU, Liang; WU, Liangxing; SHEN, Bo; YAO, Wenqing; (114 pag.)WO2016/134294; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 55676-22-7, 3-Acetyl-6-chloropyridine, 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, 55676-22-7, blongs to pyridine-derivatives compound. HPLC of Formula: C7H6ClNO

To a stirring solution of 1-(6-chloro-pyridin-3-yl)-ethanone (l.Ommol, CAS No. 55676-22-7) and 4-methoxycarbonylphenyl boronic acid (1.2mmol) in dioxane (0.15M), add tetrakis- (triphenylphosphine) (0.044mmol) and 2M aqueous sodium carbonate (5.0mmol). Heat the reaction to 90C for three hours. After this time, remove the heat and concentrate in vacuo. Purify the title compound via radial chromatography eluting with methanol and dichloromethane. MS (m/e): 256.1 (M+l)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55676-22-7, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/97740; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem