Category: 164513-39-7

Adding a certain compound to certain chemical reactions, such as: 164513-39-7, 5-Bromo-2-methoxy-4-methylpyridine, 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, SDS of cas: 164513-39-7, blongs to pyridine-derivatives compound. SDS of cas: 164513-39-7

Intermediate 31 (50% purity, 165 mg, 0.25 mmol), 5-bromo-2-methoxy-4-methyl-pyridine (75 mg, 0.37 mmol) and 2M aqueous potassium carbonate solution (0.43 mL)were combined in 1 ,4-dioxane (5 mL). Bis[3-(diphenylphosphanyl)cyclopenta-2,4-dien- 1 -yl]iron-dichloropalladium-dichloromethane complex (10 mg, 0.01 mmol) was added, and the mixture was heated at 90C for 18 h. The mixture was partitioned between ethyl acetate (20 mL) and water (15 mL). The organic layer was dried over sodium sulfate andconcentrated under vacuum. The residue was purified by flash chromatography, eluting with 0-100% ethyl acetate in heptanes followed by 0-20% methanol in DCM. The crude product was then further purified by preparative HPLC (Method C) to afford the title compound (23 mg, 23%) as a white solid. OH NMR (500 MHz, CDC13) 7.89 (s, 1H), 7.62(d, J9.2 Hz, 1H), 7.59 (s, 1H), 7.24 (d, J7.3 Hz, 1H), 7.13 (d, J8.1 Hz, 1H), 7.10 (dd, J9.2, 1.3 Hz, 1H), 7.06 (t, J7.5 Hz, 1H), 6.83 (d, J7.4 Hz, 1H), 6.55 (m, 2H), 4.28 (s, 2H),3.93 (s, 3H), 2.52 (s, 3H), 2.11 (s, 3H). Method A HPLC-MS: MH+ m/z 410, RT 3.20 minutes (99%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,164513-39-7, 5-Bromo-2-methoxy-4-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; UCB PHARMA S.A.; BENTLEY, Jonathan Mark; BROOKINGS, Daniel Christopher; BROWN, Julien Alistair; CAIN, Thomas Paul; CHOVATIA, Praful Tulshi; FOLEY, Anne Marie; GALLIMORE, Ellen Olivia; GLEAVE, Laura Jane; HEIFETZ, Alexander; HORSLEY, Helen Tracey; HUTCHINGS, Martin Clive; JACKSON, Victoria Elizabeth; JOHNSON, James Andrew; JOHNSTONE, Craig; KROEPLIEN, Boris; LECOMTE, Fabien Claude; LEIGH, Deborah; LOWE, Martin Alexander; MADDEN, James; PORTER, John Robert; QUINCEY, Joanna Rachel; REED, Laura Claire; REUBERSON, James Thomas; RICHARDSON, Anthony John; RICHARDSON, Sarah Emily; SELBY, Matthew Duncan; SHAW, Michael Alan; ZHU, Zhaoning; WO2014/9295; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 164513-39-7 ,Some common heterocyclic compound, 164513-39-7, molecular formula is C7H8BrNO, 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.

General procedure: General procedure for the synthesis of example compounds in a library setupMethod AStep 1 : To a solution of the required building block (1 eq.) in toluene (10 mL) in a sealed tube, K2C03 (3 eq.), the corresponding bromo compound (1.2 eq) and /V./V-dimethylethylene diamine (0.5eq) were added. The RM was degassed by purging Ar for 30 min. Then, Cul (0.5 eq.) was added and Argon was purged for further 30 min. The tube was sealed with a Teflon screw cap and the RM was stirred at 100C for 2 to 6 d. The RM was cooled to rt and diluted with toluene (20 mL) and filtered over a plug of celite. The combined filtrate was concentrated under reduced pressure. The residue was purified by CC (silica gel) to afford the respective products.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,164513-39-7, its application will become more common.

Reference:
Patent; GRUeNENTHAL GMBH; VOSS, Felix; RITTER, Stefanie; NORDHOFF, Sonja; WACHTEN, Sebastian; OBERBOeRSCH, Stefan; KLESS, Achim; WO2015/22073; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 164513-39-7, Adding some certain compound to certain chemical reactions, such as: 164513-39-7, name is 5-Bromo-2-methoxy-4-methylpyridine,molecular formula is C7H8BrNO, 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 164513-39-7.

2-Methoxy-4-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan2-yl)-pyridineA mixture of 5-bromo-2-methoxy-4-methyl-pyridine (0.26 g, 1.29 mmol), 4,4,5,5,4′,4′,5′,5′-octamethyl-[2,2′]bi[[1,3,2]dioxaborolanyl] (0.36 g, 1.42 mmol), potassium acetate (0.39 g, 4.0 mmol), and palladium acetate (9.0 mg, 2.8 mol %) in dimethylformamide (5 mL) was heated at 90 C. for 3 hours. The reaction was allowed to cool to room temperature, filtered, filtrate concentrated to dryness to give the crude title compound which was used directly in the Suzuki coupling reaction.

According to the analysis of related databases, 164513-39-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; US2008/318943; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem