Tag: M.W:200-300

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.1186647-69-7, name is 4-Chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine, molecular formula is C6H3ClIN3, molecular weight is 279.47, as common compound, the synthetic route is as follows.HPLC of Formula: C6H3ClIN3

A mixture of 4-Chloro-3-iodo-lH-pyrazolo[4,3-c]pyridine (570.0 mg, 2.05 mmol, 1.0 eq), 3-chloro-6- (chloromethyl)quinoline (522.0 mg, 2.46 mmol, 1.2 eq) and KOH (230.0 mg, 4.1 mmol, 2.0 eq) in DMF (10.0 mL) was stirred at rt overnight. 30.0 mL of H20 was added and the mixture wasextracted with EA (15.0 mL X 3). The combined organic layers were washed with brine (15.0 mL X 3), dried over anhydrous Na2S04, then concentrated in vacuo. The resulting residue was purified by column chromatography to provide 3-chloro-6-((4- chloro-3-iodo-lH-pyrazolo[4,3-c]pyridin-l-yl)methyl)-7,8-dihydroquinoline (380 mg, 41%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1186647-69-7, 4-Chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; QIAN, Shawn; (346 pag.)WO2018/11628; (2018); 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 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

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 156094-64-3, 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.156094-64-3, name is 3-Bromo-2-(bromomethyl)-6-methoxypyridine, molecular formula is C7H7Br2NO, molecular weight is 280.9446, as common compound, the synthetic route is as follows.

A mixture of 3-bromo-2-(bromomethyl)-6-methoxypyridine (1.4 g, 5.0 mmol), methyl 3-iodo-4-hydroxybenzoate (1.52 g, 5.5 mmol), potassium phosphate (1.6 mg, 7.5 mmol) in DMF (10 mL) was stirred at 60 C for 3 h. Then the reaction mixture was cooled to rt, diluted with water (40 mL), extracted with EA (80 mLx2). The combined organic layers were washed with saturated brine (20 mL), dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by column chromatography eluted with PE/EA (v/v = 20/1) to give the title compound as a white solid (2.2 g, 92 %).MS (ESI, pos. ion) m/z: 477.9 [M+H]t

The chemical industry reduces the impact on the environment during synthesis 156094-64-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; WANG, Xiaojun; YANG, Xinye; WU, Junwen; XIONG, Shaohui; PAN, Shengqiang; CAO, Shengtian; ZHANG, Yingjun; (121 pag.)WO2018/24224; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 72587-15-6, Adding some certain compound to certain chemical reactions, such as: 72587-15-6, name is 2-Chloro-3-nitro-5-(trifluoromethyl)pyridine,molecular formula is C6H2ClF3N2O2, 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 72587-15-6.

A microwave reaction vial was charged with 2-chloro-3-nitro-5-(trifluoromethyl)pyridine (2 g, 8.83 mmol), NMP (4.41 ml) and CuCN (0.830 g, 9.27 mmol). The vial was sealed and the mixture was irradiated in the MW at 175 C. for 15 min. Upon cooling to RT, the reaction mixture was poured onto ice and EtOAc was added. The mixture was filtered through Celite, washing with EtOAc and a small amount of MeOH. The layers of the filtrate were separated, and the aqueous portion was extracted again with EtOAc. The combined organic portions were dried with sodium sulfate, filtered and concentrated. The crude material was purified by silica gel chromatography, using a gradient of 0-30% EtOAc in heptane to provide 3-nitro-5-(trifluoromethyl)picolinonitrile (645 mg, 2.97 mmol, 33.7% yield) as a yellow oil that solidified upon standing. LC/MS (ESI) m/z=218.1 (M+H)

According to the analysis of related databases, 72587-15-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WHITE, Ryan; ALLEN, Jennifer R.; EPSTEIN, Oleg; HONG, Fang-Tsao; HUA, Zihao; HUMAN, Jason Brooks; LOPEZ, Patricia; OLIVIERI, Philip R.; ROMERO, Karina; SCHENKEL, Laurie; STELLWAGEN, John; TAMAYO, Nuria A.; ZHENG, Xiao Mei; US2014/213581; (2014); A1;,
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. 71701-92-3, name is 3-Bromo-2-chloro-5-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3-Bromo-2-chloro-5-(trifluoromethyl)pyridine

n-BuLi (1.57M solution in hexane; 64 mL, 0.10 mol) is added dropwise to a solution of 3- bromo-2-chloro-5-trifluoromethylpyridine (20.00 g, 0.077 mol), DMF (7.72 mL, 0.10 mol) in toluene (400 mL) at -65C. After stirring at the same temperature for 30 min, the mixture is quenched by addition of 1 N HCI and extracted with ethyl acetate. The organic layer is washed with water, brine, dried over magnesium sulfate, filtered and concentrated to give crude 2-chloro-5-trifluorornethylpyridine-3-carbardehyde.

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, 71701-92-3, 3-Bromo-2-chloro-5-(trifluoromethyl)pyridine.

Reference:
Patent; NOVARTIS AG; WO2008/58961; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 13534-89-9, 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.13534-89-9, name is 2,3-Dibromopyridine, molecular formula is C5H3Br2N, molecular weight is 236.892, as common compound, the synthetic route is as follows.

To a solution of 2,3-dibromopyridine (5 g, 21.11 mmol) in toluene (50 mL), t-BuLi (1.3 M, 19.50 mL) was dropwise added at -78C under N2. The resulting mixture was stirred at -78C for 2 hours. DMF (1.9 g, 25.33 mmol) was added dropwise at -78C. The mixture was stirred at -78C for another 2 hours. The solution was quenched with NH4CI (aq. 1 mL) at -78C, and the mixture was concentrated under vacuum. The residue was purified by column chromatography on silica gel (Petroleum ether /ethyl acetate=10/l to 1/1) to afford 3-bromopicolinaldehyde.

Statistics shows that 13534-89-9 is playing an increasingly important role. we look forward to future research findings about 2,3-Dibromopyridine.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (275 pag.)WO2019/115566; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 116986-08-4, 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. 116986-08-4, name is Methyl 2-(bromomethyl)nicotinate. A new synthetic method of this compound is introduced below.

To a solution of methyl 2-(bromomethyl)nicotinate (6.0 g, 26.0 mmol) in CH3CN (200 mL) was added TBAF (10.2 g, 39.0 mmol) and TMSCN (5.2 g, 52.0 mmol) at 0C. The mixture was then stuffed at 30C for 16h under N2. The solution of the reaction was washed with water (30 mL) and extracted with EtOAc (15 mLx3). The organic layer was concentrated, and the residue was purified by column chromatography (PE:EA=5: 1–2: 1) to give the desired product (2.3 g, 50.3%). LCMS (mlz): 177.0 [M+H]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,116986-08-4, Methyl 2-(bromomethyl)nicotinate, and friends who are interested can also refer to it.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; SHAPIRO, Gideon; (393 pag.)WO2015/200677; (2015); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 137178-88-2, 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 137178-88-2, name is 5-Bromopyridine-2-carbonyl chloride. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: (0567) After addition of THF (200 mL) and Et3N (42 mL) to the above residue, the mixture was cooled in an ice-water bath. Benzyl alcohol (31.1 mL, 300 mmol) was added slowly. The mixture was warmed up to room temperature and stirred overnight. (0568) The reaction mixture was diluted with ether, washed with sat. NaHCO3(aq.), H2O, brine and then dried (MgSO4). After concentration and crystallization, the desired product benzyl 5-bromopicolinate (20.6 g) was obtained.

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 137178-88-2, 5-Bromopyridine-2-carbonyl chloride.

Reference:
Patent; MERCK SHARP & DOHME CORP.; Scott, Jack D.; Stamford, Andrew W.; Gilbert, Eric J.; Cumming, Jared N.; Iserloh, Ulrich; Misiaszek, Jeffrey A.; Li, Guoqing; US2015/307465; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem