Category: 75711-00-1

Application of 75711-00-1 , The common heterocyclic compound, 75711-00-1, name is 2-Chloro-3-methoxy-5-nitropyridine, molecular formula is C6H5ClN2O3, 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.

Synthesis of 3-methoxy-2-(4-methyl-lH-imidazol-l-yl)-5-nitropyridine [0328] To a stirred solution of 2-chloro-3-methoxy-5-nitropyridine (2 g, 10.60 mmol) in DMSO (40 mL) under argon atmosphere were added potassium carbonate (3.65 g, 26.51 mmol) and 4-methyl-lH-imidazole (1 g, 12.72 mmol) at RT. The reaction mixture was stirred at 45 C for 16 h. After consumption of the starting materials (monitored by TLC), the reaction was diluted with hot water (40 mL). The obtained solid was filtered and dried in vacuo to afford 3-methoxy-2-(4-methyl-lH-imidazol-l-yl)-5-nitropyridine (1.8 g, 72%) as a yellow solid. 1H-NMR (DMSO-<, 400 MHz): delta 8.92-8.90 (m, 1H), 8.45 (s, 1H), 8.36-8.32 (m, 1H), 7.68 (s, 1H), 4.10 (s, 3H), 2.20 (s, 3H); LC-MS: 235 (M+l); (column; X-Bridge C- 18 (50 3.0 mm, 3.5 mu); RT 2.09 min. 0.05% aq TFA: ACN; 0.80 mL/min); TLC: 5% MeOH:CH2Cl2 (R 0.4). The synthetic route of 75711-00-1 has been constantly updated, and we look forward to future research findings. Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66697; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 75711-00-1, 2-Chloro-3-methoxy-5-nitropyridine, 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, 75711-00-1, blongs to pyridine-derivatives compound. Formula: C6H5ClN2O3

Step 3 2-Chloro-3-methoxy-5-nitropyridine (400 mg, 2.12 mmol), pyrrolidine (0.21 mL, 2.55 mmol), potassium carbonate (880 mg, 6.38 mmol) and 1,4,7,10,13,16-hexaoxacyclooctadecane (80 mg) was dissolved in acetonitrile. The reaction mixture was refluxed overnight. The reaction mixture was cooled to room temperature and then was concentrated under reduced pressure. Then the mixture was extracted with ethyl acetate and washed with water. The organic layer was concentrated under reduced pressure. The crude was purified by column chromatography to give 3-methoxy-5-nitro-2-(pyrrolidin-1-yl)pyridine (458 mg, 97%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75711-00-1, its application will become more common.

Reference:
Patent; Gruenenthal GmbH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo; US2013/29962; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 75711-00-1, 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 75711-00-1, name is 2-Chloro-3-methoxy-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of 3-methoxy-2-(4-methyl-1H-imidazol-1-yl)-5-nitropyridine To a stirred solution of 2-chloro-3-methoxy-5-nitropyridine (2 g, 10.60 mmol) in DMSO (40 mL) under an argon atmosphere were added potassium carbonate (3.65 g, 26.51 mmol) and 4-methyl-1H-imidazole (1 g, 12.72 mmol) at room temperature. The reaction mixture was stirred at 45 C. for 16 h. After consumption of the starting material (monitored by TLC), the reaction mixture was diluted with water (40 mL) to obtain solid which was filtered and dried in vacuo to afford 3-methoxy-2-(4-methyl-1H-imidazol-1-yl)-5-nitropyridine (1.8 g, 72%) as a yellow solid. 1H-NMR (DMSO-d6, 400 MHz): delta 8.92-8.90 (m, 1H), 8.45 (s, 1H), 8.36-8.32 (m, 1H), 7.68 (s, 1H), 4.10 (s, 3H), 2.20 (s, 3H); LC-MS: 235 (M+1); (column; X-Bridge C-18 (50*3.0 mm, 3.5 mum); RT 2.09 min. 0.05% aq TFA: ACN; 0.80 mL/min); TLC: 5% MeOH/CH2Cl2 (Rf: 0.4).

According to the analysis of related databases, 75711-00-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FORUM Pharmaceuticals Inc.; Burnett, Duane A.; Bursavich, Matthew Gregory; McRiner, Andrew J.; (484 pag.)US2017/44182; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 75711-00-1, Adding some certain compound to certain chemical reactions, such as: 75711-00-1, name is 2-Chloro-3-methoxy-5-nitropyridine,molecular formula is C6H5ClN2O3, 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 75711-00-1.

A mixture of 4-chloro-lH-imidazole (2.72 g, 26.5 mmol), 2- chloro-3-methoxy-5-mtropyridme (5.0 g, 26.5 mmol), and KOH flakes 1.488 g, 26.5 mmol) in anhydrous DMSO (25 mL) was heated at 800C for 5 h. The reaction mixture was allowed to cool to rt and was poured into 1.0 L of water with vigorous stirring. The mixture was stirred at rt for 16 h. The precipitate was collected by vacuum filtration using a coarse sintered glass funnel. The solid was dried under high vacuum for 24 h to provide 2-(4-chloro- 1 H-imidazol- l-yl)-3-methoxy- 5- nitropyridine (5.22 g, 20.50 mmol, 77 % yield) as a light brown solid. LC-MS (M+H)+ = 255.0. 1H NMR (500 MHz, DMSO-^6) delta ppm 8.94 (d, J=2.44 Hz, 1 H) 8.51 (d, J=I.83 Hz, 1 H) 8.42 (d, J=2.44 Hz, 1 H) 8.02 (d, J=I.83 Hz, 1 H) 4.12 (s, 3 H).

According to the analysis of related databases, 75711-00-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MARCIN, Lawrence, R.; THOMPSON, Lorin, A., III; BOY, Kenneth, M.; GUERNON, Jason, M.; HIGGINS, Mendi, A.; SHI, Jianliang; WU, Yong-Jin; ZHANG, Yunhui; MACOR, John, E.; WO2010/83141; (2010); 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. 75711-00-1, name is 2-Chloro-3-methoxy-5-nitropyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 2-Chloro-3-methoxy-5-nitropyridine

Step 1: 2,3-Dimethoxy-5-nitropyridine A round bottom flask was charged with methanol under nitrogen. Freshly cut sodium (91 mg, 3977 mumol) was added, and the mixture was stirred at RT under nitrogen until the sodium had dissolved. 2-Chloro-3-methoxy-5-nitropyridine (500 mg, 2652 mumol) was added and the reaction mixture was stirred under nitrogen at RT. After ?15 min the mixture became heterogeneous and thick, and GC/MS analysis of a sample taken at 0.5 h indicated complete conversion to the desired product. The mixture was diluted with DCM and water and the layers were separated. The aqueous portion was extracted with additional DCM and the combined organics were dried, filtered and concentrated. The crude solid was passed through a silica plug using 5% MeOH/DCM. The filtrate was concentrated to provide 2,3-dimethoxy-5-nitropyridine as a light yellow solid. MS [M+H]=185.

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, 75711-00-1, 2-Chloro-3-methoxy-5-nitropyridine.

Reference:
Patent; CEE, Victor J.; DEAK, Holly L.; DU, Bingfan; GEUNS-MEYER, Stephanie D.; HUA, Zihao; MARTIN, Matthew W.; MARX, Isaac; NGUYEN, Hanh Nho; OLIVIERI, Philip R.; PANTER FABER, Kathleen; ROMERO, Karina; SCHENKEL, Laurie; WHITE, Ryan; US2014/336182; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem