Tag: M.W:200-300

Electric Literature of 89570-82-1, 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. 89570-82-1, name is 3-Chloro-2-hydrazinyl-5-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below.

Formula () 3- chloro-2-hydrazino-5-trifluoromethyl-pyridine (211mg, 1mmol) shown in ethanol (10ml), acetic acid (0.1mmol), 2- fluorobenzaldehyde (1 mmol of) mixing, Join CEM pressure tank, and then in the microwave synthesizer (150W, 85 , 200psi, 15minutes) under the conditions of work, after the completion of the microwave instrument through which compressed air is cooled to room temperature, filtration, and recrystallized from ethanol to obtain the objective compound of formula (-1) shown chloro-2- (2- (2-fluorophenyl) hydrazine-yl) -5-trifluoromethyl-pyridine, yield 71%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89570-82-1, its application will become more common.

Reference:
Patent; Zhejiang University Of Technology; Zhao, Wen; Di, Zhiwen; Yang, Mingyan; Sun, Zhaohui; Liu, Xinghai; Min, Lijing; Shi, Yanxian; Weng, Jianquan; Tan, Chengxia; Li, Baoju; (12 pag.)CN105541706; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 50488-42-1, 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 50488-42-1, name is 2-Bromo-5-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

III. methyl 5-trifluoromethyl-pyridine-2-carboxylate A mixture of 2-bromo-5-trifluoromethyl-pyridine (10 g, 44.25 mmol), TEA (17.9 g, 177 mmol) and Pd(dppf)Cl2 (3.24 g, 4.42 mmol) was stirred at 80C under an average pressure of 1.5 MPa with CO gas. The reaction mixture was filtered and the filtrate was concentrated. The residue was extracted between EA (100 mL) and H20 (100 mL). The EA layer was washed with saturated aqueous NaHC03 (2 X 100 mL), brine (1 X 100 mL), dried, concentrated and purified by column chromatography on silica gel to give the title compound as a white solid (6 g, 66% yield): 1H NMR (400 MHz, CDC13) delta ppm 8.97-8.98 (m, 1H), 8.23-8.25 (m, 1H), 8.07-8.09 (m, 1H), 4.03 (s, 3H); ES-LCMS m/z 206 ( +H)+.

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 50488-42-1, 2-Bromo-5-(trifluoromethyl)pyridine.

Reference:
Patent; GLAXOSMITHKLINE LLC; QIN, Donghui; CHRISTENSEN, IV, Siegfried Benjamin; WU, Chengde; ZHANG, Zhiliu; YU, Haiyu; YUAN, Jiangxing; LIN, Xiaojuan; XU, Shanli; LV, Maoyun; YAO, Chen; LI, Lei; HUANG, Xing; GAO, Min; WO2013/166621; (2013); A1;,
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Pyridine | C5H5N – PubChem

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. 1737-93-5, name is 3,5-Dichloro-2,4,6-trifluoropyridine. A new synthetic method of this compound is introduced below., COA of Formula: C5Cl2F3N

General procedure: A mixture of commercially available 3,5-dichloro-2,4,6-(trifluoro)pyridine 1 (1 mmole), aryl boronic acids 2a-i (2.2 mmol), Pd(OAc)2 (2 mol %), x-phos (5 mol %), and K3PO4 (1.5 mmole) was added into a solution of H2O/DMF (1:1) (2 mL) in pressure tubes. The reaction mixture was stirred at 60-80C for 12 hrs. After completion of reaction (TLC controlled), the organic and aqueous layers were separated and the latter was extracted with CH2Cl2 (3×25 mL). The combined organic layers were dried (Na2SO4), filtered, and the filtrate was concentrated in vacuo. The product was purified by column chromatography (silica gel, EtOAc/heptane). All products were characterized by NMR, GC-MS, HRMS, and IR spectroscopic techniques.

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, 1737-93-5, 3,5-Dichloro-2,4,6-trifluoropyridine.

Reference:
Article; Sharif, Muhammad; Shoaib, Khurram; Ahmed, Shahzad; Iqbal, Jamshed; Abilov, Zharylkasyn A.; Spannenberg, Anke; Langer, Peter; Tetrahedron Letters; vol. 57; 29; (2016); p. 3060 – 3062;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 171178-21-5, 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 171178-21-5 as follows.

6-Chloro-3-nitropicolinamide, 4.80 g (23.8 mmol), and palladium carbon (10%), 0.67 g (6.3 mmol), were added into 60 ml_ of ethyl acetate. The resulting mixture was stirred under hydrogen atmosphere (2 atm) for 3 hours at room temperature. Then palladium on carbon was filtered out and washed with ethyl acetate. The solvent was removed in vacuo to give 3.79 g (89%) of the product as a yellow solid. MS (ESIpos): m/z = 172 (M+H)+; LC-MS (Method 4, Acetonitrile-Water-0.1 % FA-10%B): Rt = 0.59 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,171178-21-5, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAYER HEALTHCARE CHINA; WORTMANN, Lars; SAUTIER, Brice; EIS, Knut; BRIEM, Hans; BOeHNKE, Niels; VON NUSSBAUM, Franz; HILIG, Roman; BADER, Benjamin; SCHROeDER, Jens; PETERSEN, Kirstin; LIENAU, Philip; WENGNER, Antje, Margret; MOOSMAYER, Dieter; WANG, Qiuwen; (278 pag.)WO2019/201848; (2019); A1;,
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 171178-46-4, name is 5-((tert-Butoxycarbonyl)amino)-2-chloroisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 5-((tert-Butoxycarbonyl)amino)-2-chloroisonicotinic acid

To a solution of 5-((tert-butoxycarbonyl)amino)-2-chloroisonicotinic acid (545 mg) in THF (15 mL) were added triethylamine (0.335 mL) and isobutyl chloroformate (0.285 mL) at room temperature. The reaction mixture was stirred at room temperature for 30 min, and the precipitated solid was filtered off. The residue was washed with THF (5 mL). To the obtained filtrate was added sodium borohydride (151 mg) suspended in water (0.6 mL) at room temperature. The mixture was stirred at room temperature for 90 min, saturated aqueous ammonium chloride solution was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (268 mg). 1H NMR (400 MHz, DMSO-d6) delta 1.38-1.66 (9H, s), 2.87 (1H, brs), 4.68 (2H, s), 7.16 (1H, s), 7.49 (1H, brs), 8.85 (1H, s).

With the rapid development of chemical substances, we look forward to future research findings about 171178-46-4.

Reference:
Patent; Takeda Pharmaceutical Company Limited; OGINO, Masaki; IKEDA, Zenichi; FUJIMOTO, Jun; OHBA, Yusuke; ISHII, Naoki; FUJIMOTO, Takuya; ODA, Tsuneo; TAYA, Naohiro; YAMASHITA, Toshiro; MATSUNAGA, Nobuyuki; EP2889291; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89283-92-1, 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. 89283-92-1, name is 5-Bromo-4-chloropyridin-3-amine. A new synthetic method of this compound is introduced below.

To a solution of 43.1 (1 .3 g, 4.61 mmol), 5-bromo-4-chloropyridin-3-amine (1 .004 g, 4.84 mmol), Na2C03 (0.977 g, 9.22 mmol), Pd(PPh3)2CI2 (0.323 g, 0.461 mmol) in 2-Propanol (25 mL) was added water (8 mL). The mixture was stir at 100 °C for 2 hr under nitrogen protection. Then the mixture was diluted with DCM, washed with water, brine. The organic layer was dried over magnesium sulfate, filtered and concentrated in vacuum. The residue was purified by CombiFlash, eluted with methanol in DCM (0-5percent, 30 min). Collected the desired fraction and concentrated in vacuum to afford the title compound (1 .1 g, 84percent) as off-white solid. 1 H NMR (400 MHz, DMSO-d6) delta 11.89 (d, J = 2.6 Hz, 1 H), 8.07 (s, 1 H), 7.84 (s, 1 H), 7.81 (s, 1 H), 7.72 (d, J = 2.5 Hz, 1 H), 7.49 (s, 1 H), 5.73 (s, 2H), 2.56 (s, 3H). LC-MS: [M+H]+ = 283.1 , 285.1 .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89283-92-1, 5-Bromo-4-chloropyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; DU-CUNY, Lei; XIAO, Qitao; XUN, Guoliang; ZHENG, Qiangang; (204 pag.)WO2018/234978; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 189281-66-1, 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 189281-66-1 as follows.

Preparation 5; 5-Fluoro-6-methyl-3-pyridinecarbaldehyde (Used to prepare Example 52) (a) (2,6-Dichloro-5-fluoro-3-pyridinyl)methanolTo a solution of methyl 2,6-dichloro-5-fluoro-3-pyridinecarboxylate (3 g, 13.39 mmol) in DCM (12 ml) at 0 C. under N2 was added dropwise DIBAL-H (1.5 M solution in toluene, 19.20 ml, 28.8 mmol). The reaction mixture was stirred at 0 C. for 20 h. TLC (DCM) showed starting material remaining. Then, more DIBAL-H (1.5 M solution in toluene, 10 ml) was added. The reaction was stirred at 0 C. for 20 h. The reaction mixture was diluted with MeOH and concentrated under reduced pressure. The residue was treated with 1N HCl solution and extracted 3 times with EtOAc. The combined organic phases were washed with sat. NaCl, dried over Na2SO4 and concentrated to give 1.5 g (53%) of the title compound.1H-NMR (delta, ppm, CDCl3): 7.77 (d, 1H), 4.77 (bs, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,189281-66-1, its application will become more common.

Reference:
Patent; Alemparte-Gallardo, Carlos; Barfoot, Christopher; Barros-Aguirre, David; Cacho-Izquierdo, Monica; Fiandor Roman, Jose Maria; Hennessy, Alan Joseph; Pearson, Neil David; Remuinan-Blanco, Modesto Jesus; US2009/306089; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1659-31-0, Dipyridin-2-yl carbonate, 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, name: Dipyridin-2-yl carbonate, blongs to pyridine-derivatives compound. name: Dipyridin-2-yl carbonate

To a suspension of sodium hydride, 60% in mineral oil (0.817 g, 20.43 mmol) in THF (55 mL) was added 3-methyloxetan-3-ol (1.5 g, 17.03 mmol) at 0 C. After stirring 30 min, the solution was transferred to a solution of di(pyridin-2-yl) carbonate (3.68 g, 17.03 mmol) in THF (55 mL) through a cannula. The formed slurry was stirred at 0 C. for 30 min. The slurry was warmed to rt and stirred for 2 h. The reaction was diluted with EtOAc, washed with brine, dried over MgSO4, filtered, concentrated to give a residue that was purified by Biotage (5-40% EtOAc:Hex) to afford the desired product 3-methyloxetan-3-ylpyridin-2-yl carbonate (1.00 g, 28.1% yield) as an oil.1H NMR (400 MHz, CHLOROFORM-d) delta 8.52-8.35 (m, 1H), 7.84 (ddd, J=8.1, 7.3, 2.1 Hz, 1H), 7.31-7.27 (m, 1H), 7.15 (dt, J=8.1, 0.8 Hz, 1H), 4.97-4.85 (m, 2H), 4.54 (d, J=8.0 Hz, 2H), 1.86 (s, 3H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1659-31-0, Dipyridin-2-yl carbonate, and friends who are interested can also refer to it.

Reference:
Patent; Bristol-Myers Squibb Company; Hiebert, Sheldon; Rajamani, Ramkumar; Sun, Li-Qiang; Mull, Eric; Gillis, Eric P.; Bowsher, Michael S.; Zhao, Qian; Meanwell, Nicholas A.; Renduchintala, Kishore V.; Sarkunam, Kandhasamy; Nagalakshmi, Pulicharla; Babu, P.V.K. Suresh; Scola, Paul Michael; (403 pag.)US9527885; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 119285-07-3, Adding some certain compound to certain chemical reactions, such as: 119285-07-3, name is tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate,molecular formula is C14H22N4O2, 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 119285-07-3.

To a solution of 2- (PIPERAZINE-N-T-BUTOXYCARBONYL)-5-AMINO pyridine (70 g, 0.251798 moles) dissolved in acetone (700 ml), sodium bicarbonate (42.3 g, 0.503597 moles) dissolved in water (350 ml), was added and cooled to 0 oC. BENZYLCHLOROFORMATE (85.8 g, 0.503597 moles) was added to the reaction mixture at 0 oC dropwise. After complete addition, the reaction mixture was kept at room temperature for 12 hours. Acetone was removed from the reaction mixture and diluted further with ethylacetate (2L). Washed the ethylacetate layer with water and brine solution. Dried over anhydrous sodium sulphate and concentrated to dryness. The crude compound was crystallized using ethylacetate and hexane to yield the title compound (67.4 g, yield 65 %).

According to the analysis of related databases, 119285-07-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ORCHID CHEMICALS AND PHARMACEUTICALS LTD.; WO2005/3087; (2005); A2;,
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.58584-86-4, name is Ethyl 2,6-dichloronicotinate, molecular formula is C8H7Cl2NO2, molecular weight is 220.05, as common compound, the synthetic route is as follows.Formula: C8H7Cl2NO2

3-[(2,2-Difluoro-1-methyl-cyclopropyl)methoxy]-1H-pyrazole (490 mg, 2.604 mmol) was dissolved in DMF (5 mL). Ethyl 2,6-dichloropyridine-3-carboxylate (approximately 573.0 mg, 2.604 mmol) was added followed by 1,4-diazabicyclo[2.2.2]octane(approximately 58.42 mg, 0.5208 mmol) and finely ground potassium carbonate (approximately 539.8 mg, 3.906 mmol). The reaction mixture was allowed to stir overnight at room temperature. The reaction mixture was diluted with water (50 mL) and extracted with EtOAc (2× 50 mL). The combined organic layers were then washed with brine (1× 75 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude product was isolated by silica gel column chromatography eluting with a 0-20% EtOAc/hexane gradient on a 40 gram silica gel column. Ethyl 2- chloro-6-[3-[(2,2-difluoro-1-methyl-cyclopropyl)methoxy]pyrazol-1-yl]pyridine-3- carboxylate (797 mg, 82%) was obtained as a white solid.1H NMR (400 MHz, DMSO- d6) delta 8.46 (dd, J = 2.8, 0.9 Hz, 1H), 8.41 (dd, J = 8.4, 0.9 Hz, 1H), 7.75 (dd, J = 8.5, 0.9 Hz, 1H), 6.27 (dd, J = 2.9, 0.9 Hz, 1H), 4.44 – 4.37 (m, 1H), 4.37 – 4.31 (m, 2H), 4.17 (d, J = 10.8 Hz, 1H), 1.67 (q, J = 8.9 Hz, 1H), 1.42 (q, J = 8.4 Hz, 1H), 1.38 – 1.30 (m, 6H). ESI-MS m/z calc.371.08484, found 372.0 (M+1)+; Retention time: 2.09 minutes.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58584-86-4, Ethyl 2,6-dichloronicotinate, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; ABELA, Alexander, Russell; ALCACIO, Timothy; ANDERSON, Corey; ANGELL, Paul, Timothy; BAEK, Minson; CLEMENS, Jeremy, J.; CLEVELAND, Thomas; FERRIS, Lori, Ann; GROOTENHUIS, Peter Diederik, Jan; GROSS, Raymond, Stanley; GULEVICH, Anton; HADIDA RUAH, Sara, Sabina; HSIA, Clara, Kuang-Ju; HUGHES, Robert, M.; JOSHI, Pramod, Virupax; KANG, Ping; KESHAVARZ-SHOKRI, Ali; KHATUYA, Haripada; KRENITSKY, Paul, John; MCCARTNEY, Jason; MILLER, Mark, Thomas; PARASELLI, Prasuna; PIERRE, Fabrice Jean, Denis; SHI, Yi; SHRESTHA, Muna; SIESEL, David, Andrew; STAVROPOULOS, Kathy; TERMIN, Andreas, P.; UY, Johnny; VAN GOOR, Fredrick, F.; YOUNG, Tomothy, John; ZHOU, Jinglan; (398 pag.)WO2018/107100; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem