Category: 202865-58-5

Reference of 202865-58-5, 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. 202865-58-5 name is 1-Bromo-4,5-difluoro-2-methoxybenzene, This 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.

Add trifluoromethanesulfonic acid 6-methoxy-1- [4- (2-piperidin-1-yl-ethoxy)- benzoyl] -naphthalen-2-yl ester (2.3 gm, 4.2 mmoles), bis (pinacolato) diboron (1.3 gm, 5.1 mmoles), palladium II acetate (97 mg, 0. 4 mmoles), triphenylphosphine (222 mg, 0.84 mmoles) and cesium fluoride (2.1 gm, 14.1 mmoles) in a 250 ml round bottom flask under nitrogen and add 100 ml of anhydrous acetonitrile. Stir and heat to reflux for 2 hours. Allow the mixture to cool and to this mixture add 2-bromo-4,5-difluoroanisole (2.8 gm, 12.5 mmoles), palladium II acetate (96 mg, 0.43 mmoles) triphenylphosphine (222 mg, 0.84 moles) and cesium fluoride (1.8 gm, 12.2 mmoles). Reflux the mixture for 18 hours and filter through Celite. Evaporate the solvent and pass through an SCX column eluting the product with 2N ammonia/methanol. The product is purified on a silica column eluting with a gradient of 25% THF/hexane to 5% 2N ammonia/methanol in 25 % THF/Hexane. LC/MS gives a peak with the proper mass.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-4,5-difluoro-2-methoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/73204; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 202865-58-5 as follows. category: ethers-buliding-blocks

Intermediate Example Int 10.22.011 -bromo-5-f luoro-2-methoxy-4-(methy Isu Ifany l)benzeneTo a stirred solution of sodium methanethiolate (0.47 g) in DMF (15 mL) at 0 C was added 1 -bromo-4,5-difluoro-2-methoxybenzene (1 .5 g). The mixture was stirred at r.t. for 2 h. Water was added and the mixture was extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silica gel chromatography gave 1 .46 g of the title compound.

According to the analysis of related databases, 202865-58-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; SCHULZE, Volker; KOSEMUND, Dirk; WENGNER, Antje, Margret; SIEMEISTER, Gerhard; STOeCKIGT, Detlef; LIENAU, Philip; SCHIROK, Hartmut; BRIEM, Hans; WO2012/143329; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – 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. 202865-58-5, name is 1-Bromo-4,5-difluoro-2-methoxybenzene, A new synthetic method of this compound is introduced below., COA of Formula: C7H5BrF2O

To a flask containing 1-bromo-4,5-difluoro-2-methoxy-benzene (1.1 g, 4.93 mmol) and 1,4-dioxa-8-azaspiro[4.5]decane (0.78 g, 5.43 mmol) in 1,4-dioxane (10 mL) was added tBuONa (1.18 g, 12.33 mmol), Pd2(dba)3(92mg, 0.10 mmol) and Ru-Phos (92mg, 0.20 mmol)under N2. After being heated with stirring at 100 C overnight, the reaction mixture was cooled to rt, diluted with water (20 mL) and extracted with EA (30 mL) for three times. The combined organic layer was washed with brine, dried over anhydrous Na2SO4 and concentrated in vacuo to give 8- (4,5-difluoro-2-methoxy-phenyl)- 1 ,4-dioxa- 8-azaspiro [4.5] decane (1.31 g), which was used in the next step without further purification.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Min; YANG, Song; (208 pag.)WO2016/107832; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 202865-58-5,Some common heterocyclic compound, 202865-58-5, name is 1-Bromo-4,5-difluoro-2-methoxybenzene, molecular formula is C7H5BrF2O, 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.

1-bromo-4,5-difluoro-2-Methoxy – benzene (1.0g, 4.5mml), 4- (4,4,5,5- tetramethyl-1,3,2-dioxaborolan-2-yl) phenol (1.09g, 4.93mmol), PdCl2 (dppf) (328mg, 0.448mmol) and sodium carbonate (1.51g, 11.2mmol) of 1,4-dioxane and a mixed solution of water (40mL, v / v = 4/1) in addition, at 100 the mixture was stirred for 1 hour. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, and dried with anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel chromatography (hexane / ethyl acetate), to give the title compound. Yield: 1.13g (3.56mmol) Yield: 79%

The synthetic route of 202865-58-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AJINOMOTO COMPANY INCORPORATED; MIYANAGA, WATARU; NAKAGAWA, TADAKIYO; DOHI, MIZUKI; MATSUMOTO, KAYO; TOKUMASU, MUNETAKA; TAKESHITA, SEN; (58 pag.)JP2016/13983; (2016); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem