Analyzing the synthesis route of 2-Bromo-5-(trifluoromethoxy)pyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,888327-36-4, its application will become more common.

Synthetic Route of 888327-36-4 ,Some common heterocyclic compound, 888327-36-4, molecular formula is C6H3BrF3NO, 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.

To a reaction vial were added 2-bromo-5-(trifluoromethoxy)pyridine ( 1.0 g, 4.1 mmol) and 3-bromo- l – -l,2,4-triazole (0.91 g, 6.2 mmol). Lambda ,/V-Dimethylformamide (16 ml_) and cesium carbonate (2.6 g, 8.2 mmol) were added, and the vial was degassed for 5 minutes with argon. Copper(I) iodide (0.077 g, 0.41 mmol) was added, and the via l was further degassed for 5 minutes with argon. The vial was capped and heated at 100 C for 1 hour in a Biotage Initiator microwave reactor, with external IR-sensor temperature monitoring from the side of the vessel. The reaction mixture was cooled to room temperature, poured onto crushed ice (3 volumes), and extracted with ethyl acetate (3 x 150 ml_). The combined organic layers were dried over sodium sulfate, filtered, and concentrated. Purification by flash column chromatography using 0-40% ethyl acetate/hexanes as eluent provided the title compound as a pale brown liquid (0.40 g, 31%) : *H N MR (400 MHz, CDCI3) delta 9.01 (s, 1H), 8.39 (d, J = 2.4 Hz, 1H), 7.94 (d, J = 8.8 Hz, 1H), 7.77 (dd, J = 1.6 Hz, 8.8Hz, 1H) ; ESIMS m/z 309 ([M + H]+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,888327-36-4, its application will become more common.

Reference:
Patent; DOW AGROSCIENCES LLC; GIAMPIETRO, Natalie C.; CROUSE, Gary D.; SPARKS, Thomas C.; DEMETER, David A.; (242 pag.)WO2017/40742; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some scientific research about 2-Bromo-5-(trifluoromethoxy)pyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,888327-36-4, 2-Bromo-5-(trifluoromethoxy)pyridine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 888327-36-4, 2-Bromo-5-(trifluoromethoxy)pyridine, 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, Computed Properties of C6H3BrF3NO, blongs to pyridine-derivatives compound. Computed Properties of C6H3BrF3NO

33.1 2-bromo-5-(trifluoromethoxy)pyridin-1-ium-1-olate Commercially available 2-bromo-5-(trifluoromethoxy)pyridine (Manchester) is dissolved in 20 mL of dichloromethane and cooled to 0 C. Trifluoroacetic acid anhydride (2.26 mL, 16.1 mmol) and hydrogen peroxide (35% solution in water, 0.941 mL, 10.7 mmol) are added and the mixture is stirred for 18 hours. The reaction mixture slowly poured into saturated aqueous sodium bicarbonate solution and extracted with dichloromethane. The combined organic phases are dried and concentrated under reduced pressure. Yield: 1.40 g (100% of theory) Mass spectrometry (ESI-): m/z=257, 259 [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,888327-36-4, 2-Bromo-5-(trifluoromethoxy)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Boehringer Ingelheim International GmbH; GODBOUT, Cedrickx; TRIESELMANN, Thomas; VINTONYAK, Viktor; (84 pag.)US2018/37594; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem