1186637-43-3 | Pyridine-derivatives

The origin of a common compound about 1186637-43-3

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. 1186637-43-3, 3-Bromo-6-methoxypicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference of 1186637-43-3, Adding some certain compound to certain chemical reactions, such as: 1186637-43-3, name is 3-Bromo-6-methoxypicolinonitrile,molecular formula is C7H5BrN2O, 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 1186637-43-3.

To a solution of 3-bromo-6-methoxypicolinonitrile (1eq) in EtOH was added NaOH (3eq). The reaction was warmed to 100 C for 12 h, and then cooled and acidified with 2M HCl until the pH ~4-5. The reaction was concentrated to remove the EtOH, and then diluted with EtOAc and water. The layers were separated. The organic layer was washed with brine, dried (MgSO4) and concentrated in vacuo to give the title compound which was used without further purification. ESI-MS (m/z): 231.99 [M+1]+.

Reference:
Patent; ASTRAZENECA AB; EOLAS THERAPEUTICS, INC.; KAMENECKA, Theodore, M.; HOLENZ, Joerg; WESOLOWSKI, Steven; HE, Yuanjun; BUeRLI, Roland; (201 pag.)WO2017/139603; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 1186637-43-3

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1186637-43-3, 3-Bromo-6-methoxypicolinonitrile, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1186637-43-3, 3-Bromo-6-methoxypicolinonitrile, 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, Quality Control of 3-Bromo-6-methoxypicolinonitrile, blongs to pyridine-derivatives compound. Quality Control of 3-Bromo-6-methoxypicolinonitrile

A solution of 2-(te/i-butoxycarbonylamino)phenylboronic acid (1.0 eq.) and 3-bromo-6-methoxypicolinonitrile (from step 1) (1.0 eq.) in toluene (0.44 M) was mixed with tetrakis(triphenyl-phosphine)palladium (5 mol%) and 2N aqueous potassium carbonate solution (2.0 eq.). The reaction was heated to 1000C and stirred overnight. After cooling to ambient temperature, the reaction content was diluted with 2% methanol in dichloromethane and water. The two phases were separated, and the aqueous layer was extracted twice with 2% methanol in dichloromethane. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and concentrated en vacuo. The crude product was purified by flash chromatography on a COMBIFLASH system (ISCO) using 0-50% ethyl acetate in hexane to give 3- methoxybenzo[f][l,7]naphthyridin-5-amme as a yellow solid. 1H NMR (acetone J-6): delta 8.91 (d, IH), 8.34 (d, IH), 7.63 (d, IH), 7.51-7.53 (dd, IH), 7.27-7.33 (m, 2H), 6.65 (br, 2H), 4.11 (s, 3H). LRMS [M+H] = 226.1

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1186637-43-3, 3-Bromo-6-methoxypicolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; IRM LLC; NOVARTIS AG.; WO2009/111337; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Introduction of a new synthetic route about 3-Bromo-6-methoxypicolinonitrile

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1186637-43-3, its application will become more common.

Application of 1186637-43-3 ,Some common heterocyclic compound, 1186637-43-3, molecular formula is C7H5BrN2O, 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 solution of 2-(tert-butoxycarbonylamino)phenylboronic acid (1.0 eq.) and 3-bromo-6-methoxypicolinonitrile (from step 1) (1.0 eq.) in toluene (0.44 M) was mixed with tetrakis(triphenyl-phosphine)palladium (5 mol %) and 2N aqueous potassium carbonate solution (2.0 eq.). The reaction was heated to 100 C. and stirred overnight. After cooling to ambient temperature, the reaction content was diluted with 2% methanol in dichloromethane and water. The two phases were separated, and the aqueous layer was extracted twice with 2% methanol in dichloromethane. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and concentrated en vacuo. The crude product was purified by flash chromatography on a COMBIFLASH system (ISCO) using 0-50% ethyl acetate in hexane to give 3-methoxybenzo[f][1,7]naphthyridin-5-amine as a yellow solid. 1H NMR (acetone d-6): delta 8.91 (d, 1H), 8.34 (d, 1H), 7.63 (d, 1H), 7.51-7.53 (dd, 1H), 7.27-7.33 (m, 2H), 6.65 (br, 2H), 4.11 (s, 3H). LRMS [M+H]=226.1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1186637-43-3, its application will become more common.

Reference:
Patent; GlaxoSmithKline Biologicals SA; Skibinski, David; Jain, Siddhartha; Singh, Manmohan; O’Hagan, Derek; (124 pag.)US9408907; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Introduction of a new synthetic route about 3-Bromo-6-methoxypicolinonitrile

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1186637-43-3, its application will become more common.

Sources of common compounds: 3-Bromo-6-methoxypicolinonitrile

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 1186637-43-3, 3-Bromo-6-methoxypicolinonitrile.

Application of 1186637-43-3, 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 1186637-43-3, name is 3-Bromo-6-methoxypicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Steps 3 and 4: preparation of ethyl 2-(2-cyano-6-methox pyridin-3-yl)-3-ethox acrylate (6D): A mixture of 3D (1.0 g, 4.7 mmol), bis(pinacolato)diboron (1.7 g, 7.0 mmol), Pd(dppf)Cl2 (360 mg, 0.5 mmol), and KOAc (1.0 g, 10.0 mmol) in dioxane (50 mL) was degassed and stirred at 80C for 2 h under N2. After the mixture was cooled to r.t. and compound 5D (1.30 g, 4.8 mmol), Pd(PPh3)4 (550 mg, 0.5 mmol), K2C03 (1.4 g, 10.0 mmol), and H20 (10 mL) was added, and the mixture was stirred at 90C for 3 h under N2. The mixture was extracted with EtOAc (200 mL X 2), washed with sat NaCl (100 mL), dried over Na2S04, concentrated and purified by column (PE : EtOAc = 3:1) to give the product as white solid (600 mg, 48%).

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC; CHEN, Huifen; CRAWFORD, Terry; MAGNUSON, Steven, R.; NDUBAKU, Chudi; WANG, Lan; WO2013/113669; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem