Tag: M.W:200-300

Related Products of 20511-12-0, 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. 20511-12-0, name is 5-Iodopyridin-2-amine. A new synthetic method of this compound is introduced below.

B. 2-Amino-5-(methylthio)pyridine A suspension of Cu powder (9.0 g), NaOMe (34.5 g, 0.638 mol), methylthiol (0.642 mol), and 2-amino-5-iodopyridine (100 g, 0.455 mol) in 800 ml of MeOH is heated in an autoclave at 150 C. for 12 hours. After cooling, the reaction mixture is filtered, and the filtrate is evaporated in vacuo. The residue is partitioned between EtOAc and H2 O. The organic layer is separated, washed with H2 O, dried and evaporated in vacuo. Recrystallization from MeOH yields the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20511-12-0, its application will become more common.

Reference:
Patent; E. R. Squibb & Sons, Inc.; US4221796; (1980); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 550347-54-1 ,Some common heterocyclic compound, 550347-54-1, molecular formula is C6H5ClIN, 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.

To a stirred solution of 2-chloro-5-iodo-4-methyl-pyridine (23. Og, 90.909mmol, 1 eq) in 1 ,2-dichloroethane (230ml_) was added NBS (24.3g, 136mmol, 1 .5eq) followed by addition of AIBN (6.0g, 36.4mmol, 0.4eq) at room temperature in dark. Resulting reaction mixture was heated at 80C for 16 hours. After maximum consumption of starting material, reaction mixture was cooled to room temperature and quenched with water (50ml_), extracted with DCM (3x50ml_). Combined organic phase was washed with brine (50ml_), dried over anhydrous Na2S04 and concentrated under reduced pressure to get dark brown semi solid (20g, crude). Crude of title compound was used as such for next reaction. LC-MS (m/z): No ionisation.

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. 550347-54-1, 2-Chloro-5-iodo-4-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ZOETIS LLC; MENON, Sanjay; SHEEHAN, Susan M.K.; VAILLIANCOURT, Valerie A.; WO2014/39484; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1149-24-2, 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.1149-24-2, name is Diethyl 2,6-dimethylpyridine-3,5-dicarboxylate, molecular formula is C13H17NO4, molecular weight is 251.28, as common compound, the synthetic route is as follows.

General procedure: To a mixture of ethyl acetoacetate or methyl acetoacetate (1 eqv), formaldehyde (1.1 eqv) and NH4OAc (1.5 eqv) in acetic acid (3 mL) was added FeWO4 (20 mol%) at room temperature and the mixture was heated at 80 C for 2 h (monitoring by TLC) to give poly-substituted pyridine (3), to this solution isatin (1 eqv) was added and heating continued at same temperature for 3 h (monitoring by TLC). After that the reaction mixture was cooled to room temperature neutralized with sodium bicarbonate and extracted with EtOAc (2 × 10 mL). The organic layers were washed with brine, dried using sodium sulphate .Evaporation of the solvent gave the crude product which was purified by silica gel column chromatography. Elution of the column with petroleum ether-EtOAc gave the desired product.

The chemical industry reduces the impact on the environment during synthesis 1149-24-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Paplal, Banoth; Nagaraju, Sakkani; Sathish, Kota; Kashinath, Dhurke; Catalysis Communications; vol. 103; (2018); p. 110 – 115;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 171197-80-1 ,Some common heterocyclic compound, 171197-80-1, molecular formula is C5H3FIN, 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.

Preparation 46; 5-Cyclopropyl-2-fluoro-pyridine; In a flask, combine 2-fluoro-5-iodo-pyridine (1.12 g, 5 mmol), cyclopropylboronic acid (645 mg, 7.5 mmol), palladium acetate (56 mg, 0.25 mmol), potassium phosphate (3.2 g, 15 mmol), and toluene-water (20: 1, 21 mL). Heat the mixture at 100 0C for 4 hours. Dilute the mixture with chloroform-isopropanol (3: 1, 100 mL). Wash the organic phase with saturated aqueous sodium chloride and water. Dry the mixture over sodium sulfate. Concentrate the solution in vacuo to a brown oil. Purify by column chromatography (20 % ethyl acetate in hexane) to afford the title compound (430 mg, 63 %) as a pale yellow oil. 1H nuMR (400 MHz-CDCl3) delta 7.99 (d, J= 3 Hz, IH), 7.39 (td, J= 3, 5 Hz, IH), 6.79 (dd, J= 3, 8 Hz, IH), 0.96-1.02 (m, 2H), 0.63-0.69 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,171197-80-1, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; WO2008/76705; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 183741-86-8, 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. 183741-86-8, name is 5-(Boc-amino)-2-methoxyisonicotinic Acid. A new synthetic method of this compound is introduced below.

[0615] Procedure: To a stirred solution of 5-((tert-butoxycarbonyl)amino)-2-methoxyisonicotinic acid (6.7 g, 24.974 mmol) in methanol / dichloromethane (6.7 mL / 67 mL) was added TMS-diazomethane (31.2 mL, 2.5 eq) at 0 C and the mixture was stirred at same temperature for 4 h. Reaction progress was monitored by TLC. Reaction mixture was concentrated, and residue was diluted with water, extracted using ethyl acetate (40 mL x 3), organic layer was dried over sodium sulphate, filtered and concentrated to give crude product. The crude product was purified by gradient column chromatography using ethyl acetate in n-hexane to afford methyl 5-((tert-butoxycarbonyl)amino)-2-methoxyisonicotinate as off-white solid (4.5 g, 63.82 %).1HNMR (400 MHz, CDCl3): delta 9.24 (bs, 1H), 9.18 (s, 1H), 7.23 (s, 1H), 3.93 (s, 3H), 3.92 (s, 3H), 1.52 (s, 9H). LC-MS (ES) m/z = 283.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,183741-86-8, 5-(Boc-amino)-2-methoxyisonicotinic Acid, and friends who are interested can also refer to it.

Reference:
Patent; MAVUPHARMA, INC.; GALLATIN, William Michael; ODINGO, Joshua; DIETSCH, Gregory N.; FLORIO, Vincent; VENKATESHAPPA, Chandregowda; DURAISWAMY, Athisayamani Jeyaraj; (273 pag.)WO2019/46778; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 867279-13-8 , The common heterocyclic compound, 867279-13-8, name is 4-Bromo-2-chloro-5-methylpyridine, molecular formula is C6H5BrClN, 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.

To a stirred solution of 4-bromo-2-chloro-5-methylpyridine (2 g, 9.69 mmol, 1 equiv.) in t- BuOH (15 mL) was added t-BuONa (2.0 g, 20.34 mmol, 2.1 equiv.) at room temperature. The final reaction mixture was irradiated with microwave radiation for 5 h at 120 degrees C. The reaction was monitored by LCMS. The mixture was allowed to cool down to room temperature. The reaction solution was acidified to pH 6 with HCl (aq.1M). The resulting mixture was extracted with CH2Cl2(3 x 50 mL). The combined organic layers were washed with brine (1×100 mL), dried over anhydrous Na2SO4. After filtration, the filtrate was concentrated under reduced pressure. The residue was purified by reverse phase flash with the following conditions (Column: C18 Column 330 g; Mobile Phase A: Water (10 mmol/L AcOH), Mobile Phase B: ACN; Flow rate: 80 mL/min; Gradient: 10% B to 30% B in 40 min; 254/220 nm) to afford 4- bromo-5-methylpyridin-2-ol(1.2g,65.89%) as an off-white solid.

The synthetic route of 867279-13-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GOLDFINCH BIO, INC.; YU, Maolin; DANIELS, Matthew, H.; HARMANGE, Jean-christophe, P.; TIBBITTS, Thomas, T.; LEDEBOER, Mark, W.; WALSH, Liron; MUNDEL, Peter, H.; MALOJCIC, Goran; (860 pag.)WO2019/55966; (2019); A2;,
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. 179687-79-7, name is 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine, molecular formula is C12H9ClN2O3, 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. HPLC of Formula: C12H9ClN2O3

General procedure: 10%Pt/C (0.40 g, 0.2 mmol) was added to a suspension of the nitro derivative (2a-2d)(1.7 mmol) in methanol (50.0 mL). The reaction mixture was stirred underhydrogen atmosphere at room temperature overnight. The mixture was thenfiltered through celite and the filtrate was evaporated under reduced pressureto afford the desired amines (3a-3d).

With the rapid development of chemical substances, we look forward to future research findings about 179687-79-7.

Reference:
Article; Elkamhawy, Ahmed; Farag, Ahmed Karam; Viswanath, Ambily Nath Indu; Bedair, Tarek M.; Leem, Dong Gyu; Lee, Kyung-Tae; Pae, Ae Nim; Roh, Eun Joo; Bioorganic and Medicinal Chemistry Letters; vol. 25; 22; (2015); p. 5147 – 5154;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 38222-83-2 , The common heterocyclic compound, 38222-83-2, name is 2,6-Di-Tert-butyl-4-methylpyridine, molecular formula is C14H23N, 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.

To a mixture of 2, 6-di-/Patent; MASARYKOVA UNIVERZITA; PARUCH, Kamil; CARBAIN, Benoit; HAVEL, Stepan; DAMBORSKY, Jiri; BREZOVSKY, Jan; DANIEL, Lukas; SISAKOVA, Alexandra; NIKULENKOV, Fedor; KREJCI, Lumir; (190 pag.)WO2019/201865; (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 1256811-02-5, name is 1-(5-Bromo-2-methoxypyridin-3-yl)ethanone. This compound has unique chemical properties. The synthetic route is as follows. Formula: C8H8BrNO2

Step 4-Synthesis of 2-bromo-1-(5-bromo-2-hydroxypyridin-3-yl)ethanone To a solution of 1-(5-bromo-2-methoxypyridin-3-yl)ethanone (2.0 g, 8.69 mmol) in HBr (20 mL, HOAc solution), Br2 (1.4 g, 8.76 mmol) was added dropwise at room temperature. The reaction mixture was stirred at room temperature for 5 hours. Then the reaction mixture was filtered to collect the HBr salt. The solid was suspended with Na2CO3 solution, extracted with EtOAc. The combined organic phases were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to provide 2-bromo-1-(5-bromo-2-hydroxypyridin-3-yl)ethanone (2.0 g, yield: 74%). 1H-NMR (DMSO, 400 MHz) delta 12.83 (br s, 1H), 8.11?8.13 (m, 2H), 4.85 (s, 2H). MS (M+H)+: 295.

With the rapid development of chemical substances, we look forward to future research findings about 1256811-02-5.

Reference:
Patent; Liverton, Nigel J.; McComas, Casey Cameron; Habermann, Joerg; Koch, Uwe; Narjes, Frank; Li, Peng; Peng, Xuanjia; Soll, Richard; Wu, Hao; Palani, Anandan; He, Shuwen; Dai, Xing; Liu, Hong; Lai, Zhong; London, Clare; Xiao, Dong; Zorn, Nicolas; Nargund, Ravi; US2014/213571; (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. 149142-67-6, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine-2,3-dione. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H3BrN2O2

An appropriate amount of 1.82 g (10 mmol) of 5-chloro-7-N erythropoose was dissolved in 50 mL of ethanol, placed in a Erlenmeyer flask,Was slowly added dropwise to 50 mL of an ethanol solution containing 0.75 g (15 mmol) of hydrazine hydrate and heated to 80 C for 6 hours. Thin layerChromatography method to track the reaction to complete, the reaction system of the mixture before the hot filter, washed with ethanol, the filtrate was static crystallizationIntermediates. The resulting intermediate was placed in a reactor with 2.26 g (10 mmol) of 5-bromo-7-Nindalene, 50 mL of ethanol was added,Heated and stirred, and refluxed at 80 C for 4 hours. TCL tracking to the reaction is complete, stop heating, remove the condensing device. Will reactThe solid-liquid mixture of the system was concentrated under reduced pressure, cooled to room temperature and filtered. The filter cake was washed with warm water to give 5-chloro-5′-bromo-Double 7-N hetero-aldehyde Schiff base (2) crude. The crude product was added to the reactor, and 25 mL of ethanol was added for recrystallization,Dried to give a yellowish brown color crystalline powder (3.11 g) in a total yield of 76.9%.

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, 149142-67-6, 5-Bromo-1H-pyrrolo[2,3-b]pyridine-2,3-dione.

Reference:
Patent; Shaanxi University of Science and Technology; Liang Chengyuan; Jia Minyi; Tian Danni; Ju Weihui; Pei Shaomeng; (17 pag.)CN106632407; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem