Category: bromides-buliding-blocks

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 1,4-Dibromo-2,5-difluorobenzene

Example 3 Preparation of (4-bromo-2,5-difluorophenyl)trimethylsilane To a solution of 1,4-dibromo-2,5-difluorobenzene (5 g, 18.4 mmol) in anhydrous Et2O (60 mL) at -78 C. (dry ice/acetone bath) was added n-BuLi (7.72 mL, 19.31 mmol) dropwise. The reaction mixture was stirred at -78 C. for 30 minutes (min) (light yellow color), then TMSCl (2.59 mL, 20.23 mmol) was added. The reaction mixture was allowed to slowly warm to 20 C. and was stirred for 12 h. The reaction mixture was poured into a saturated (satd) aqueous (aq) ammonium chloride solution (NH4Cl; 150 mL), and the crude product was extracted with Et2O (3*). The combined organic layers were washed with satd aq NaCl, dried over MgSO4, filtered and concentrated (orange/brown oil). The residue was purified by column chromatography (silica gel (SiO2), eluting with hexanes) to afford the title compound as a colorless oil (4.17 g, 86%): 1H NMR (400 MHz, CDCl3) delta 7.20 (dd, J=7.1, 5.1 Hz, 1H), 7.09 (dd, J=8.0, 4.4 Hz, 1H), 0.31 (d, J=0.9 Hz, 9H); 19F NMR (376 MHz, CDCl3) delta -105.42, -115.48; EIMS m/z 266.

The synthetic route of 327-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Epp, Jeffrey B.; Lowe, Christian T.; Renga, James M.; Schmitzer, Paul R.; Eckelbarger, Joseph D.; Guenthenspberger, Katherine A.; Siddall, Thomas L.; Yerkes, Carla N.; Fischer, Lindsey G.; Giampietro, Natalie C.; Kister, Jeremy; Roth, Joshua; US2013/5574; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

583-70-0, name is 2,4-Dimethylbromobenzene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C8H9Br

To a suspension of Mg (1.32 g, 55 mmol) in THF (60 mL) was added a catalytic amount of and 1 -bromo-2,4-dimethylbenzene (0.50 g, 2.7 mmol). The reaction was initiated by heating and additional l-bromo-2,4-dimethylbenzene (8.75 g, 47.3 mmol) was added dropwise. The reaction mixture was stirred at rt for 4 h under N2. Benzonitrile (5.15 g, 50 mmol) was added dropwise to the Grignard system and the reaction mixture was stirred at rt for 16 h. The reaction was quenched by the addition of MeOH (20 mL), followed by portionwise addition of NaBH4 (1.9 g, 50 mmol). After stirring at rt for 5 h, the reaction was quenched by the addition of water (20 mL). Solvent was removed under reduced pressure. The residue was extracted with EtOAc (3 x 100 mL). The organic layer was washed with 1 N HC1 and the resultant precipitate was collected by filtration to afford the title compound (8.8 g, 84%) as a white solid. LC-MS-P1 : 195 [M- NH2]+; Rt: 1.232 min. lU NMR (500 MHz, DMSO-d6) delta ppm 9.15 (s, 2H), 7.55 (d, J= 8.0 Hz, IH), 7.45 – 7.32 (m, 5H), 7.12 (d, J= 8.0 Hz, IH), 7.04 (s, IH), 5.64 – 5.62 (m, IH), 2.27 (s, 3H), 2.22 (s, 3H).

The synthetic route of 583-70-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; BOHNERT, Gary, J.; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; SUNG, Leonard; WO2013/19682; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 399-94-0, These common heterocyclic compound, 399-94-0, name is 1-Bromo-2,5-difluorobenzene, 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.

Under nitrogen, 2,5-difluorobromobenzene (15.05 g, 78 mmol) was dissolved in dry toluene (50 mL)(66 mL, 1.3 mol / L), and the mixture was stirred at about -10 C for 1 hour, and the mixture was cooled to -10 C or lower and the isopropylmagnesium chloride / lithium chloride tetrahydrofuran solution (66 mL, 1.3 mol / L) was added dropwise.1D (10 g, 39 mmol) was dissolved in dry tetrahydrofuran (100 mL) and added dropwise to the above reaction solution. The temperature was maintained below -10 C and the reaction was carried out at room temperature for 4 hours. The temperature was reduced to below -10 C, saturated ammonium chloride solution (40 mL) was added dropwise, stirred for 10 minutes, adjusted to pH 5 to 6 with 3 mol / L hydrochloric acid solution, The organic phase was washed with saturated sodium chloride solution (30 mL x 2). The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated, and the column was separated by column chromatography. (Petroleum ether / ethyl acetate (nu / nu) = 50: 1 -8: 1) to give 1E as a pale yellow solid (10.1 g, yield 83.5%).

Statistics shows that 1-Bromo-2,5-difluorobenzene is playing an increasingly important role. we look forward to future research findings about 399-94-0.

Reference:
Patent; SICHUAN HAISCO PHARMACEUTICAL CO., LTD; FAN, JIANG; FENG, JIAN-CHUAN; PENG, FEI; CHEN, QING-PING; (89 pag.)TW2017/8224; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, belongs to bromides-buliding-blocks compound, 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 327-52-6, Quality Control of 1-Bromo-2,4,5-trifluorobenzene

To magnesium spalls in a reaction flask, under an atmosphere of nitrogen, was added 50 ml tetrahydrofuran and 0.02 g iodine as an initiator. A solution of 9g 1-bromo-2,4,5-trifluorobenzene in 150ml tetrahydrofuran was added dropwise into the reaction system. The reaction was stirred at 25 C for 3h to obtain a solution of 0.21 mol/L (2, 4, 5-trifluorophenyl)-magnesium bromide.

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, 1-Bromo-2,4,5-trifluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang Jiuzhou Pharmaceutical Co., Ltd.; GAO, Hongjun; LI, Min; EP2551259; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 7617-93-8, 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. 7617-93-8 name is 2-Bromo-1,4-bis(trifluoromethyl)benzene, 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.

Reference Production Example 50; To 13 ml of N,N-dimethylformamide was added 2 g of 1-bromo-2,5-bis(trifluoromethyl)benzene, 5.34 g of cesium carbonate, 0.24 g of tetrakis (triphenylphosphinepalladium) and 1.12 g of 4-pyridineboronic acid, and the mixture was stirred at 90C for 13 hours. Thereafter, the resultant reaction mixture was poured into a saturated ammonium chloride aqueous solution, and the mixture was extracted with ethyl acetate three times. The organic layers obtained by extraction were combined and washed with saturated saline, dried over anhydrous magnesium sulfate, then, concentrated. The resultant residue was subjected to silica gel column chromatography to obtain 1.6 g of 4-(2,5-bistrifluoromethylphenyl)pyridine. [Show Image] 1H-NMR:7.28(d,2H),7.59(s,1H),7.82(d,1H),7.94(d,1H),8.70-8.72 (m,2H)

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

Reference:
Patent; Sumitomo Chemical Company, Limited; EP2332936; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 54879-20-8, name is 2-Bromo-3-methylaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Bromo-3-methylaniline

2-Bromo-3-methyl-phenylamine (1.06 g; CAS 54879-20-8), Boc2O (3.73 g) and DMAP (69 mg) in 50 ml THF were refluxed 2 hrs. The reaction mixture was concentrated, followed by an acidic extraction. The combined organic phases were dried over magnesium sulfate and evaporated. The crude product was taken in 50 ml methanol and K2CO3 (2.36 g) was added. The suspension was heated to reflux 2 h, and at rt for 18 h, evaporated and extracted with 0.5M HCl/AcOEt. The organic layers were dried over magnesium sulfate and chromatographed (silica gel; AcOEt/heptane, 1/9) to deliver a yellow oil (1.38 g). MS: 285/287 (M+H+)+.

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; Boehringer, Markus; Zbinden, Katrin Groebke; Haap, Wolfgang; Panday, Narendra; Ricklin, Fabienne; Stahl, Martin; Schmitz, Petra; US2007/112012; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1435-53-6, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

3-fluorophenol (0.333 mL, 3.68 mmol) and KOH (206 mg, 3.68 mmol) were stirred at 50 C for 30 mm before the addition of 2,4-dibromo-1-fluorobenzene (934 mg, 3.68 mmol) and Cu powder (234 mg, 3.68 mmol). The reaction mixture was heated to 150 C for 4 hrs and then shaken at 100 C overnight. Crudematerial was purified by FC on silica gel (eluent: cyclohexane), affording a mixture ?l:l of 2-bromo-1-fluoro-4-(3-fluorophenoxy)benzene and 4-bromo-1-fluoro-2-(3-fluorophenoxy)benzene (p13, 280 mg,y=26%).1H NMR (CHLOROFORM-d): 6 ppm 7.29 – 7.35 (m, 1 H) 7.21 – 7.27 (m, 1 H) 7.07 – 7.17 (m, 1 H) 6.96 -7.01 (m, 1 H) 6.81 – 6.89 (m, 1 H) 6.75 – 6.80 (m, 1 H) 6.67 – 6.74 (m, 1 H)

The chemical industry reduces the impact on the environment during synthesis 2,4-Dibromo-1-fluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SHIRE INTERNATIONAL GMBH; CREMONESI, Susanna; LUKER, Tim; SEMERARO, Teresa; MICHELI, Fabrizio; (257 pag.)WO2016/42452; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 57946-63-1, name is 2-Bromo-4-(trifluoromethyl)aniline, molecular formula is C7H5BrF3N, 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. HPLC of Formula: C7H5BrF3N

A 100 ml 3-neck flask with magnetic stirrer was charged with 2-bromo-4- (trifluoromethyl)aniline (500 mg, 2.08 mmol), methyl acrylate (538 mg, 6.25 mmol), Pd(OAc)2 (23.3 mg, 0.104 mmol), P(o-tolyl)3 (64 mg, 0.21 mmol), triethylamine (422 mg, 4.7 mmol) and acetonitrile (20 ml). The flask was purged with N2 and heated to 90 C overnight. Saturated aqueous NH4CI (40ml) was added, and the mixture was extracted with ethyl acetate (10 ml*3). The organic layer was dried over Na2S04, filtered, and concentrated to dryness. The crude product was purified by silica gel chromatography to give (£)-methyl 3-(2-amino-5-(trifluoromethyl)phenyl)acrylate (185.9 mg, 36.5%) as a yellow solid. 1 H NMR (400 MHz, CDCI3) delta 7.69 (d, J=16 Hz, 1 H), 7.53 (s, 1 H), 7.32 (d, J=8.8 Hz, 1 H), 6.67 (d, J=8.8 Hz, 1 H), 6.34 (d, J=16 Hz, 1 H), 4.20 (s, 2H), 3.74 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 57946-63-1, its application will become more common.

Reference:
Patent; PFIZER INC.; DIDIUK, Mary; FILIPSKI, Kevin J.; GUZMAN-PEREZ, Angel; LEE, Esther C.; PFEFFERKORN, Jeffrey A.; STEVENS, Benjamin; TU, Meihua; WO2013/14569; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

2550-36-9, name is (Bromomethyl)cyclohexane, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: bromides-buliding-blocks

General procedure: To a solution of 9d (94 mg, 0.49 mmol) and potassium tert-butoxide (55 mg, 0.49 mmol) in anhydrous THF (10 mL) under argon was added benzyl bromide (0.06 mL, 0.54 mmol). The mixture was stirred at room temperature and monitored by TLC until complete. The solution was concentrated and dichloromethane (20 mL) was added. The organic layer was washed with water, dried (MgSO4), and evaporated under reduced pressure to afford the crude product which was purified on a silica gel column (5% MeOH/dichloromethane). The desired product was isolated as a white solid (83 mg, 60%).

The synthetic route of 2550-36-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; White, Alex W.; Carpenter, Nicholas; Lottin, Jerome R. P.; McClelland, Richard A.; Nicholson, Robert I.; European Journal of Medicinal Chemistry; vol. 56; (2012); p. 246 – 253,8;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 57946-63-1, name is 2-Bromo-4-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., COA of Formula: C7H5BrF3N

4-Amino-3-bromobenzotrifluoride (15.0 g, 62.5 mmol) was dissolved in N,N-dimethylformamide (400 mL). Thereafter, sodium hydride (5.0 g, 126 mmol) was added to the above obtained solution under cooling on ice, and the thus obtained mixture was then stirred at room temperature for 2 hours. Thereafter, an N,N-dimethylformamide (30 mL) solution of the tert-butyl 3-(chloromethyl)-2,5-dihydro-1H-pyrrole-1-carboxylate (9.20 g, 42.0 mmol) synthesized by a method described in the known methods ( etc.) or a method similar thereto was further added to the reaction solution under cooling on ice, and the thus obtained mixture was then stirred at room temperature for 3 hours. Subsequently, water was added to the reaction solution, and the mixed solution was then extracted with ethyl acetate. The organic layer was washed with brine, and was then dried over anhydrous sodium sulfate, followed by concentration in vacuo. The obtained residue was purified by silica gel column chromatography (hexane : ethyl acetate = 3 : 1) to obtain tert-butyl 3-(((2-bromo-4-(trifluoromethyl)phenyl)amino)methyl)-2,5-dihydro-1H-pyrrole-1-carboxylate (6.46 g, 37percent) in the form of a colorless amorphous product. 1H-NMR (400 MHz, CDCl3) delta: 1.46 (9H, s), 3.93 (2H, m), 4.13 (4H, m), 4.88 (1H, m), 5.64 (1H, m), 6.61 (1H, m), 7.39 (1H, m), 7.67 (1H, s)

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; Kowa Company, Ltd.; OGAMINO, Takahisa; YAMAZAKI, Yukiyoshi; TANIKAWA, Shin; OKUDA, Ayumu; FUKUDA, Tomoaki; TOKUDA, Okihisa; MIYAKE, Yoshiharu; ITOH, Shinsuke; ISHIWATA, Hiroyuki; (205 pag.)EP2781521; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary