Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 105752-11-2, 3-Amino-4-iodopyridine, 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, Application In Synthesis of 3-Amino-4-iodopyridine, blongs to pyridine-derivatives compound. Application In Synthesis of 3-Amino-4-iodopyridine

To a stirred solution of 4-iodopyridin-3-amine (500 mg, 2.2 mmol) in acetonitrile (5 mL) wasadded tert-butyl (2-amino-2-thioethoxyethyl)carbamate (561 mg, 2.9 mmol) and CaO (255 mg,4.5 mmol) at room temperature. The reaction mixture was purged with argon for 15 minutes,then dppf (151 mg, 0.27 mmol) and Pd2(dba)3 (64 mg, 0.06 mmol) was added to the reactionmixture. The reaction mixture was purged with argon for further 5 minutes and stirred in sealedtube at 60 C for 16 h. The reaction mixture was filtered through celite pad and washed the pad

At the same time, in my other blogs, there are other synthetic methods of this type of compound,105752-11-2, 3-Amino-4-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; ANTABIO SAS; LEIRIS, Simon; DAVIES, David Thomas; EVERETT, Martin; SPRYNSKI, Nicolas; SUTTON, Jonathan Mark; BODNARCHUK, Michael Steven; PALLIN, Thomas David; CRIDLAND, Andrew Peter; BLENCH, Toby Jonathan; CLARK, David Edward; ELLIOTT, Richard Leonard; (197 pag.)WO2018/172423; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 26218-75-7, 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 26218-75-7, name is Methyl 6-bromopicolinate. This compound has unique chemical properties. The synthetic route is as follows.

In a nitrogen atmosphere, 30 mL of 3 M methylmagnesium iodide/diethyl ether was added to 300 mL of diethyl ether solution of 8.72 g of methyl 6-bromopyridine-2-carboxylate. Water and 2 N hydrochloric acid were added to the reaction liquid, and extracted with ethyl acetate. This was washed with aqueous saturated sodium hydrogencarbonate solution and saturated saline water, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure to obtain crude 2-(6-bromo-2-pyridinyl)-2-propanol as a yellow oily substance. 1H-NMR (400 MHz, CDCl3) delta: 7.56 (1H, t, J=7.8 Hz), 7.38 (1H, dd, J=7.8, 1.0 Hz), 7.36 (1H, dd, J=7.8, 1.0 Hz), 1.55 (6H, s). ESI-MS Found: m/z[M+H]+ 216, 218.

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 26218-75-7, Methyl 6-bromopicolinate.

Reference:
Patent; Merck Sharp & Dohme Corp.; Shumway, Stuart Denham; (37 pag.)US2016/8361; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 884495-14-1, 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 884495-14-1, name is 5-Bromo-2-methoxy-4-methyl-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 5-bromo-2-methoxy-4-methyl-3-nitro-pyridine (2.0 g, 8.1 mmol), bis(pinacolato)diboron (10.28 g, 40.48 mmol), [1,1?-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (1.19 g, 1.62 mmol) and potassium acetate (2.38 g, 24.29 mmol) in 1,4-dioxane (40 mL) was stirred at 100 C. for 2 hours. The mixture was concentrated under vacuum. The residue was purified by flash chromatography on silica gel eluting with petroleum ether/ethyl acetate (1/1) to afford 2-methoxy-4-methyl-3-nitro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (2.1 g, 7.14 mmol) as a yellow solid. LCMS (ESI) [M+H]+=295.

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 884495-14-1, 5-Bromo-2-methoxy-4-methyl-3-nitropyridine.

Reference:
Patent; Genentech, Inc.; Chan, Bryan; Drobnick, Joy; Gazzard, Lewis; Heffron, Timothy; Liang, Jun; Malhotra, Sushant; Mendonca, Rohan; Rajapaksa, Naomi; Stivala, Craig; Tellis, John; Wang, Weiru; Wei, BinQing; Zhou, Aihe; Cartwright, Matthew W.; Lainchbury, Michael; Gancia, Emanuela; Seward, Eileen; Madin, Andrew; Favor, David; Fong, Kin Chiu; Hu, Yonghan; Good, Andrew; US2018/282282; (2018); A1;,
Pyridine – Wikipedia,
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. 175422-04-5, name is 2,6-Dibromo-4-nitropyridine. A new synthetic method of this compound is introduced below., COA of Formula: C5H2Br2N2O2

Methanesulfinic acid sodium salt (1.66 g, 16.3 mmol) is added to a solution of 2,6- dibromo-4-nitropyridine (0.917 g, 3.253 mmol) and DMF (15 ml_). After 1 h the DMF is removed in vacuo and the residue is taken up in CH2CI2 (150 ml.) and brine (150 ml_). The layers are mixed and then separated. The aqueous layer is extracted further with CH2CI2 (2 x 150 ml_). The combined organic layers are then dried (Na2SO4), filtered and concentrated. The residue is then separated via flash chromatography (SiO2, 5-30% EtOAc/heptane gradient) to give the title compound 2,6-dibromo-4-methanesulfonylpyridine as a white powder. MS (ESI) m/z 316.2 (M+1 ). 1H NMR (400 MHz, CDCI3) delta ppm 7.94 (s, 2 H), 3.12 (s, 3 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, 175422-04-5, 2,6-Dibromo-4-nitropyridine.

Reference:
Patent; NOVARTIS AG; WO2009/150230; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 78686-83-6, Adding some certain compound to certain chemical reactions, such as: 78686-83-6, name is Methyl 2-chloro-5-iodonicotinate,molecular formula is C7H5ClINO2, 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 78686-83-6.

Methyl 6-chloro-2′-fluoro-5′-methyl-3,3′-bipyridine-5-carboxylate (11-2)To a solution of methyl 2-chloro-5-iodonicotonate (11-1, 0.25 g, 0.84 mmol, 1.0 equiv) in dimethylformamide (5.6 mL) at 25 C. was added 2-fluoro-5-methyl-3-(tributylstannyl)pyridine (0.34 g, 0.84 mmol, 1.0 equiv), cesium fluoride (0.38 g, 2.52 mmol, 3.0 equiv), copper (I) iodide (0.032 g, 0.17 mmol, 0.2 equiv), and tetrakis(triphenylphosphine)-palladium(0) (0.097 g, 0.084 mmol, 0.1 equiv) and the system was heated to 125 C. for 5 minutes in a microwave reactor. The reaction mixture was cooled and diluted with ethyl acetate (30 mL) and the reaction mixture was filtered through a pad of celite. The reaction mixture was washed with water (3¡Á20 mL) and brine (1¡Á10 mL), dried over magnesium sulfate and concentrated. The residue was purified via normal phase chromatography (0 to 65% EtOAc in hexanes, silica) to afford the desired product (11-2) as a solid after concentration. ESI+MS [M+H]+C13H10ClFN2O2 calc’d 281.0. found 281.0.

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. 78686-83-6, Methyl 2-chloro-5-iodonicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Coleman, Paul J.; Mereer, Swati P.; Reger, Thomas S.; Rocker, Anthony J.; US2010/35931; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1136-52-3, (2,2,8-Trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol, 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, HPLC of Formula: C11H15NO3, blongs to pyridine-derivatives compound. HPLC of Formula: C11H15NO3

Anhydrous THF (200 mL) was added to NaH (60%, 24 g, 600 mmol) at 0 C under a nitrogen atmosphere. To this suspended mixture a solution of 2,2,8-trimethyl-4H-[1 ,3]dioxino[4,5-c]pyridin-5- yl)methanol (32.0 g, 150 mmol) in 400 mL of THF (J. Med. Chem. , 1977, 20, 745) was added. The resulting mixture was refluxed for 30 min; a significant amount of precipitate accumulated during the reflux. After cooling to room temperature, p-methoxybenzyl chloride (23.5 g, 150 mmol) was introduced drop-wise and the resulting mixture was refluxed for another 8 h. The reaction was quenched carefully by adding ice-cold water to the viscous mixture at 0 C and diluted with a saturated ammonium chloride solution followed by extraction with methylene chloride. The combined organic extracts were washed with brine, dried (IXfeSCU), and concentrated yielding a brown oil. The crude product was purified by chromatography (10% ethyl acetate/petroleum ether) yielding 25.0 g of Compound 9 (50% yield); LC-MS (M+H)+ m/z 331.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1136-52-3, (2,2,8-Trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; MONTREAL HEART INSTITUTE; POIRIER, Steve; STRANIX, Brent Richard; MAYER, Gaetan; (82 pag.)WO2019/84681; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 67625-37-0, 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 67625-37-0, name is Ethyl 6-bromoimidazo[1,2-a]pyridine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 30 (8 g, 29.73 mmol), 2-chlorobenzaldehyde (6.7 ml, 59.58 mmol),2,2-dimethyl-1,3-dioxane-4,6-dione (8.6 g, 59.67 mmol), L-proline (170 mg, 1.48 mmol)and MgSO4 (11 g, 91.39 mmol) in acetonitrile (80 mL) was heated at 90 C for 33 h, followed by 100 C 15h. The reaction cooled to r.t., and the solid filtered off, and washed with methanol (2 x 50 mL). The filtrate was concentrated in vacuo and triturated with diethyl ether (50 mL) and sonicated for 1 0mm and resulting gum was filtered off andrinsed with diethyl ether (2 x 50 mL) yielding the title compound as beige solid (10.2g,76%). 1H NMR (500 MHz, Methanol-d4) oe 8.79 (s, 1H), 7.74 (d, J 7.7 Hz, 1H), 7.67 -7.55 (m, 2H), 7.43 – 7.34 (m, 2H), 7.34 – 7.20 (m, 1H), 5.56 (dd, J 9.5, 6.0 Hz, 1H), 4.35(qt, J 7.4, 3.7 Hz, 2H), 3.70 (dd, J 16.7, 9.5 Hz, 1H), 3.40 (dd, J 16.7, 6.0 Hz, 1H), 1.34(t, J 7.1 Hz, 3H). LCMS (ESj RT 1.24 mm, 45 1.0/453.0 (M+H)t

According to the analysis of related databases, 67625-37-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UCB BIOPHARMA SPRL; SANOFI; DE HARO GARCIA, Teresa; DELIGNY, Michael; HEER, Jag Paul; QUINCEY, Joanna Rachel; XUAN, Mengyang; ZHU, Zhaoning; BROOKINGS, Daniel Christopher; CALMIANO, Mark Daniel; EVRARD, Yves; HUTCHINGS, Martin Clive; JOHNSON, James Andrew; JADOT, Sophie; KEYAERTS, Jean; MAC COSS, Malcolm; SELBY, Matthew Duncan; SHAW, Michael Alan; SWINNEN, Dominique Louis Leon; SCHIO, Laurent; FORICHER, Yann; FILOCHE-ROMME, Bruno; (365 pag.)WO2016/50975; (2016); 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 94446-97-6, name is 2-Bromo-3-(bromomethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Bromo-3-(bromomethyl)pyridine

PREPARATION 484-[(2-Bromo-3-pyridyl)methyl]morpholin-3-one; To a solution of 2-bromo-3-bromomethyl-pyridine (0.68 g, 2.36 mmol) in dimethylformamide (10 mL) are added sodium hydride (0.11 g, 60% suspension, 2.82 mmol), morpholin-3-one (0.20 g, 1.97 mmol) and tetrabutylammonium iodide (catalytic) at 0 C. The mixture is stirred at room temperature for 16 hours. After completion, the reaction mixture is partitioned between ethyl acetate (25 mL) and water (25 mL). The aqueous layer is extracted with ethyl acetate (2¡Á25 mL) and the combined organic extracts are dried over sodium sulfate and concentrated in vacuo. The crude material is purified by column chromatography over silica gel eluting with hexane/ethyl acetate (55:45) to yield 0.35 g (66%) of the title compound. MS (m/z): 271/273 (M+1, M+3).

With the rapid development of chemical substances, we look forward to future research findings about 94446-97-6.

Reference:
Patent; ELI LILLY AND COMPANY; US2011/118251; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 159451-66-8, N-Boc-2-Amino-5-bromopyridine, 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, Recommanded Product: N-Boc-2-Amino-5-bromopyridine, blongs to pyridine-derivatives compound. Recommanded Product: N-Boc-2-Amino-5-bromopyridine

To a mixture of anhydrous CuCN (2.7 g, 30.4 mmol) in 100 mL of THF was added a solution of tert-butylmagnesium chloride (30.4 mL, 60.2 mmol, 2M solution in THF) under N2 at -78 C. After 20 minutes, tert-butyl 5-bromopyridin-2-ylcarbamate (2.1 g, 7.6 mmol, Aldrich) was added. The reaction mixture was stirred for 2 hours at -78 C. and then at room temperature for 12 hours. The mixture was quenched with saturated aqueous NH4OH and basified to pH 7 with 20% aqueous NaOH. The solid was filtered through a pad of Celite. The filtrate was extracted with ether and washed with water. The organic extract was dried over MgSO4 and concentrated. Purification by column chromatography (SiO2: 0-15% hexanes/ethyl acetate gradient) afforded 0.4 g of the title compound. MS (ESI+) m/z 251 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,159451-66-8, N-Boc-2-Amino-5-bromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; ABBOTT LABORATORIES; US2010/69348; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 896722-50-2, 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. 896722-50-2, name is 6-Chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below.

A solution of methylzinc chloride in THF (2 M) (9 mL, 12 mmol) was added to 6-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (0.600 g, 2.05 mmol) and Pd(PPh3)4 (0.095 g, 0.08 mmol) in THF (30 mL). The mixture was refluxed for 40 h, cooled to 0 C., quenched with water and extracted with Et2O. The organic layer was concentrated and the residue was purified over a silica gel column eluting with EtOAc/hexane (1:5) to give N-protected 6-methyl-7-azaindole (0.495 g, 88%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,896722-50-2, 6-Chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Hsieh, Hsing-Pang; Chao, Yu-Sheng; Liou, Jing-Ping; Chang, Jang-Yang; Tung, Yen-Shih; US2006/148801; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem