Category: 623585-74-0

Synthetic Route of 623585-74-0 ,Some common heterocyclic compound, 623585-74-0, molecular formula is C7H5Cl2NO2, 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.

A 3N methylmagnesium bromide solution in ether (5.6 ml) was added dropwise to a mixture of methyl 2,5- dichloroisonicotinate (2.90 g) , iron (III) acetylacetonate (0.25 g) , THF (85 ml) and N-methylpyrrolidone (8.5 ml) under ice-cooling, and this was stirred at the same temperature for 1 hour. After an aqueous saturated sodium chloride solution (100 ml) was added to the reaction mixture, this was extracted with ethyl acetate, and the ethyl acetate layer was washed with an aqueous saturated sodium chloride solution, dried over magnesium sulfate, and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate-hexane) to obtain the desired product (1.82 g) as an oil.1H-NMR (CDCl3) delta 2.52 (3H, s) , 3.99 (3H, s), 7.74 (IH, s) ,8.34 (IH, s) .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623585-74-0, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2006/64944; (2006); 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. 623585-74-0, name is Methyl 2,5-dichloroisonicotinate. A new synthetic method of this compound is introduced below., Quality Control of Methyl 2,5-dichloroisonicotinate

To a cold solution of methyl 2,5-dichloroisonicotinate (500 mg, 2.42 mmol) in THF (15 mL) was added N-Methyl-2-pyrrolidone (1.4 mL), iron(III)acetyl acetone (43 mg, 0.12 mmol) and methyl magnesium bromide (36 mg, 0.305 mmol) at 0C. The reaction mixture was stirred at 0C for 1 h and then at rt for 18 h. The reaction mixture was quenched with brine and was extracted with ethyl acetate. The organic layer was separated, dried, filtered and concentrated to afford 130 mg of the title product.1H NMR (300 MHz, DMSO d6): delta 8.46 (s, 1H), 7.74 (s,lH), 3.87 (s, 3H), 2.44 (s, 3H).

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, 623585-74-0, Methyl 2,5-dichloroisonicotinate.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; BANERJEE, Abhisek; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2013/72825; (2013); 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. 623585-74-0, name is Methyl 2,5-dichloroisonicotinate. A new synthetic method of this compound is introduced below., Quality Control of Methyl 2,5-dichloroisonicotinate

To a cold solution of methyl 2,5-dichloroisonicotinate (500 mg, 2.42 mmol) in THF (15 mL) was added N-Methyl-2-pyrrolidone (1.4 mL), iron(III)acetyl acetone (43 mg, 0.12 mmol) and methyl magnesium bromide (36 mg, 0.305 mmol) at 0C. The reaction mixture was stirred at 0C for 1 h and then at rt for 18 h. The reaction mixture was quenched with brine and was extracted with ethyl acetate. The organic layer was separated, dried, filtered and concentrated to afford 130 mg of the title product.1H NMR (300 MHz, DMSO d6): delta 8.46 (s, 1H), 7.74 (s,lH), 3.87 (s, 3H), 2.44 (s, 3H).

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, 623585-74-0, Methyl 2,5-dichloroisonicotinate.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; BANERJEE, Abhisek; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2013/72825; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 623585-74-0, 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.623585-74-0, name is Methyl 2,5-dichloroisonicotinate, molecular formula is C7H5Cl2NO2, molecular weight is 206.03, as common compound, the synthetic route is as follows.

To a THF solution of methyl 2, 5-dichloro- isonicotinate was added Fe(acac)3 (0.05 eq) and NMP (-10 vol) . After cooling to O0C, CH3MgBr (1.2 eq) was added and the mixture was stirred at 00C for 1 h. After aqueous workup, the organic extracts were purified by silica chromatography to yield nicotinate 6-3.

Statistics shows that 623585-74-0 is playing an increasingly important role. we look forward to future research findings about Methyl 2,5-dichloroisonicotinate.

Reference:
Patent; BIOTA SCIENTIFIC MANAGEMENT PTY LTD; WO2008/141385; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 623585-74-0, 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.623585-74-0, name is Methyl 2,5-dichloroisonicotinate, molecular formula is C7H5Cl2NO2, molecular weight is 206.03, as common compound, the synthetic route is as follows.

To a THF solution of methyl 2, 5-dichloro- isonicotinate was added Fe(acac)3 (0.05 eq) and NMP (-10 vol) . After cooling to O0C, CH3MgBr (1.2 eq) was added and the mixture was stirred at 00C for 1 h. After aqueous workup, the organic extracts were purified by silica chromatography to yield nicotinate 6-3.

Statistics shows that 623585-74-0 is playing an increasingly important role. we look forward to future research findings about Methyl 2,5-dichloroisonicotinate.

Reference:
Patent; BIOTA SCIENTIFIC MANAGEMENT PTY LTD; WO2008/141385; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 623585-74-0, Adding some certain compound to certain chemical reactions, such as: 623585-74-0, name is Methyl 2,5-dichloroisonicotinate,molecular formula is C7H5Cl2NO2, 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 623585-74-0.

A mixture of 5-(tetramethyl- 1,3 ,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyrimidine (3 g, 10.95 mmol, 1.00 equiv), methyl 2,5-dichloropyridine-4-carboxylate (6 g, 29.12 mmol, 1.00 equiv), Pd(dppf)C12 (1.55 g, 2.12 mmol, 0.20 equiv), and potassium carbonate (8.78 g, 63.53 mmol, 5.80 equiv) in dioxane (100 mL)/water(5 mL) was stirred for 12 h at 60C under nitrogen. The reaction mixture was concentrated under vacuum. The residue purified by a silica gel column eluting with ethyl acetate/petroleum ether (1:10) to afford the title compound (1.4 g, 40%) as a white solid.

According to the analysis of related databases, 623585-74-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Huifen; CHU, Yanyan; DO, Steven; ESTRADA, Anthony; HU, Baihua; KOLESNIKOV, Aleksandr; LIN, Xingyu; LYSSIKATOS, Joseph P.; SHORE, Daniel; VERMA, Vishal; WANG, Lan; WU, Guosheng; YUEN, Po-wai; WO2015/52264; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 623585-74-0, Adding some certain compound to certain chemical reactions, such as: 623585-74-0, name is Methyl 2,5-dichloroisonicotinate,molecular formula is C7H5Cl2NO2, 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 623585-74-0.

To a solution of methyl 2,5-dichloroisonicotinate (2.25 g) in THF (50 mL) was added sodium borohydride (0.828 g), ethanol (20 mL) was added dropwise, and the mixture was stirred at 50C for 4 hr. To the reaction mixture was added 1 M aqueous hydrochloric acid solution. The solvent was evaporated under reduced pressure, and the obtained residue was diluted with water, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (1.90 g). MS (ESI+) : [M+H]+177.8.

According to the analysis of related databases, 623585-74-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; OGINO, Masaki; KIMURA, Eiji; SUZUKI, Shinkichi; ASHIZAWA, Tomoko; IMAEDA, Toshihiro; FUJIMORI, Ikuo; ARAI, Ryosuke; (82 pag.)EP3156397; (2017); A1;,
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.623585-74-0, name is Methyl 2,5-dichloroisonicotinate, molecular formula is C7H5Cl2NO2, molecular weight is 206.03, as common compound, the synthetic route is as follows.category: pyridine-derivatives

Two solutions of methyl 2,5-dichloroisonicotinate (623585-74-0, 894 mg, 4.34 mmol) in THF (18 mL) and dimethylzinc (2M in toluene, 5.3 mL, 10.6 mmol) in toluene (12.7 mL) were pumped using a syringe pump through a column containing SyliCat DPP- Pd (800 mg, 0.26 mmol/g) at 80 C, 0.1 mL/min (each), Rt= 5 min. The outlet solution was collected onto water and the solvent evaporated in vacuo. The crude was diluted with water and extracted with DCM and washed with water (3x). The organic layer was separated, dried (MgS04), filtered and the solvents evaporated in vacuo to yield intermediate compound 1-107 (481 mg, 67%) as a colorless oil/solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,623585-74-0, Methyl 2,5-dichloroisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ALONSO-DE DIEGO, Sergio-Alvar; VAN GOOL, Michiel, Luc, Maria; MARTIN-MARTIN, Maria, Luz; CONDE-CEIDE, Susana; ANDRES-GIL, Jose, Ignacio; DELGADO-GONZALEZ, Oscar; TRESADERN, Gary, John; TRABANCO-SUAREZ, Andres, Avelino; (211 pag.)WO2016/16395; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem