Simple exploration of 3-Bromo-4-cyanopyridine

With the rapid development of chemical substances, we look forward to future research findings about 13958-98-0.

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 13958-98-0, name is 3-Bromo-4-cyanopyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 13958-98-0

Step A: Preparation of 2-phenylthieno[2,3-c]pyridin-3-amine: A mixture of benzyl mercaptan (0.2719 g, 2.19 mmol, 1.0 equiv.) and DMF (3 mL) was stirred at room temperature, and NaOMe (250 mg, 2.1 equiv) was added. The solution was stirred for 5 minutes, and then 3-bromoisonicotinonitrile (400 mg, 1.0 equiv.) was added directly to the solution. The reaction mixture was stirred overnight at room temperature, then the volatiles were removed via rotary evaporation. Water was added, and the reaction mixture was extracted twice with ether. The combined organic layers were dried (Na2SO4) and purified by silica gel chromatography (eluting first with 100% Et2O to remove non-polar impurities, then switching to a CHCl3/MeOH gradient) to afford 221 mg (45%) of the desired product.

With the rapid development of chemical substances, we look forward to future research findings about 13958-98-0.

Reference:
Patent; Miknis, Greg; Lyssikatos, Joseph P.; Laird, Ellen; Tarlton, Eugene; Buckmelter, Alexandre J.; Ren, Li; Rast, Bryson; Schlacter, Stephen T.; Wenglowsky, Steven Mark; US2007/49603; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 3-Bromo-4-cyanopyridine

According to the analysis of related databases, 13958-98-0, the application of this compound in the production field has become more and more popular.

Reference of 13958-98-0, Adding some certain compound to certain chemical reactions, such as: 13958-98-0, name is 3-Bromo-4-cyanopyridine,molecular formula is C6H3BrN2, 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 13958-98-0.

4-cyano-3-bromopyridine in a 300 mL three-necked flask(3.9 g, 21.3 mmol), 3-fluoro-4-tributylstannylpyridine (9.05 g, 23.4 mmol),Add CuI (406 mg, 2.1 mmol) and add dioxaneIt was dissolved in (106 ml).To this was added Pd (PPh3) 4 (739 g, 0.64 mmol), and the mixture was heated and stirred overnight while being refluxed. After cooling to room temperature, concentrate andThe obtained residue was purified by column chromatography to obtain 3.9 g (19.6 mmol) of bipyridine compound 5 (yield 92%).

According to the analysis of related databases, 13958-98-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nippon Catalyst Co., Ltd.; Kuwata, Kenji; Hasegawa, Munehiro; (29 pag.)JP2019/73486; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on Related Products of 13958-98-0

According to the analysis of related databases, 13958-98-0, the application of this compound in the production field has become more and more popular.

Related Products of 13958-98-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 13958-98-0, name is 3-Bromo-4-cyanopyridine, molecular formula is C6H3BrN2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

1008741 Step C: Preparation of 3-cyclobutylisonicotinonitrile: Charged a dry round bottomed flask plus stir bar with 3-bromoisonicotinonitrile (6.1 g, 33 mmol), anhydrous THF (150 mL), dicyclohexyl(2?,6?-dimethoxy-[ 1,1 ?-biphenyl] -2-yl)phosphine ?S-Phos? (1.0 g, 2.5 mmol), and Pd(OAc)2 (0.37 g, 1.7 mmol). Purged the reaction mixture with N2. Added cyclobutylzinc(II) bromide (100 mL, 50 mmol; 0.5 M in THF) over 15 minutes via cannula. Stirred the reaction mixture for 2 hours at ambient temperature. Partioned mixture between EtOAc (200 mE) and water (200 mE), and filtered through Celite to remove insoluble solids, rinsing with EtOAc. Separated phases, and re-extracted aqueous phase with EtOAc (100 mL). The combined organic phases were washed with brine (150 mL), dried (MgSO4), filtered, and concentrated. The crude material was purified by Biotage Flash 65 silica gel column, eluting with a gradient of 10% EtOAc/hexanes to 1:1 EtOAc/hexanes. Yield: 2.3 g (43%).

According to the analysis of related databases, 13958-98-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARRAY BIOPHARMA INC.; BLAKE, James F.; BRANDHUBER, Barbara J.; HAAS, Julia; NEWHOUSE, Brad; THOMAS, Allen A.; WINSKI, Shannon L.; WO2014/78331; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem