Category: 393-37-3

Application of 393-37-3, 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. 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows.

A solution of methyl 2-(3-hydroxyphenyl)acetate (23.4 g, 141 mmol), 5-bromo-2- fluorobenzotrifluoride (44.5 g, 183.3 mmol) and cesium carbonate (91.9 g, 282 mmol) in DMF (250 mL) was stirred at 100 C for 5-7 h. After completion of the reaction, it was cooled to room temperature and diluted using water (1 1). Extraction was carried out using EtOAc (300 mL x 3); the combined organic layers were washed with water (500 mL x 3); brine (500 mL); dried over anhydrous Na2S04, filtered and concentrated under reduced pressure. The residue obtained was purified using silica gel column chromatography (product eluted using 5-10% EtOAc in hexane) to provide desired intermediate II-A-1 (30 g, 55% yield). 1H NMR (DMSO- d6 400 MHz) 3.62(s, 3H); 3.72 (s, 2H); 6.95-7.01 (aromatics, 2H); 7.02-7.06 (aromatics, 1H); 7.14 (d, J = 8.0 Hz, 1H); 7.37-7.41 (aromatics, 1H); 7.84 (dd, Jl = 2.7 Hz, J2 = 9.2 Hz, 1H); 7.95 (d, J = 2.7 Hz, 1H).

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-2-fluorobenzotrifluoride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; IMPETIS BIOSCIENCES LIMITED; SHAIKH, Nadim; THAKKAR, Mahesh; SHINDE, Shailesh; JOSHI, Manoj; NAIK, Keshav; BHALERAO, Amit; MUKIM, Mayur; BHUNIYA, Debnath; KULKARNI, Bheemashankar; MOOKHTIAR, Kasim; (115 pag.)WO2018/167800; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 393-37-3, 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. 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Preparative Example P71 A/-(4-Bromo-2-(trifluoromethyl)phenyl)-2-methylpropane-2-sulfonamide (P71) To a solution of 2-methylpropane-2-sulfonamide (1.00 g, 7.30 mmol) in DMF (10 ml_) was added NaH (60% w/t in mineral oil, 350 mg, 8.80 mmol) at 0C and the solution was stirred for 30 min. Then a solution of 4-bromo-1-fluoro-2-(trifluoromethyl)benzene (1.80 g, 7.30 mmol) in DMF (10 mL) was added and the solution was stirred at 120C overnight, cooled, diluted with H20 and extracted with EA (3x 20 mL). The combined organic phases were dried over Na2S04, filtered, concentrated and purified by CC (PE/EA = 8/1) to afford compound P71 (800 mg, 31%) as a colorless solid.

The synthetic route of 5-Bromo-2-fluorobenzotrifluoride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2013/79223; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 393-37-3, 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. 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows.

Description for D134-bromo-1-[(1-methylethyl)oxy]-2-(trifluoromethyl)benzene (D13)To a solution of 2-propanol (1.997 mL) in dry tetrahydrofuran (THF) (50 mL) under nitrogen was added potassium tert-butoxide (3.49 g). The reaction mixture was heated to 50 C for 10 min, then 4-bromo-1-fluoro-2-(trifluoromethyl)benzene (D12) (6.3 g) was added. The resulting mixture was stirred at 50 C overnight. After cooling the reaction, the solvent was removed in vacuo, the residue was diluted with ethyl acetate (100 mL), washed with water, the organic phase was dried over sodium sulphate, concentrated and the residue was purified by column chromatography to give 4-bromo-1-[(1-methylethyl)oxy]-2-(trifluoromethyl)benzene (D13) (5.21 g) as a clear oil. 5H (CDCI3, 600MHz): 1.36 (6H, d), 4.60 (1H, m), 6.88 (1H, d), 7.55 (1H, dd), 7.66 (1H, d).

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-2-fluorobenzotrifluoride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXO GROUP LIMITED; LIN, Xichen; REN, Feng; ZHANG, Haibo; WO2011/113309; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 393-37-3, These common heterocyclic compound, 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, 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 solution of 4-bromo-l-fluoro-2-(trifluorom ethyl )benzene (5.0 g, 20.5 mmol, 2.9 mL) in THF (50.0 mL) was added LDA (2 M, 13.3 mL) at -78C. The mixture was stirred at -78C for 1 hr. Then DMF (1.8 g, 24.6 mmol, 1.9 mL) was added and stirred for 1 h at -78C. The mixture was poured into Sat H4C1 (20.0 mL) and extracted with ethyl acetate (20.0 mL x 3). The combined organic layers were washed with brine (20.0 mL x 3), dried over Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (Si02, Petroleum ether / Ethyl acetate = 1/0 to 10/1) to afford 5-bromo- 2-fluoro-3-(trifluoromethyl)benzaldehyde (4 g, 14.7 mmol, 71.7% yield). 1H MR (CHLOROFORM-d, 400 MHz): delta 10.35 (s, 1H), 8.19 (dd, J= 2.5, 5.4 Hz, 1H), 7.98 (dd, J= 2.1, 6.1 Hz, 1H).

The synthetic route of 393-37-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (184 pag.)WO2018/222918; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 393-37-3, A common heterocyclic compound, 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, molecular formula is C7H3BrF4, 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 solution of 4-bromo- 1 -fluoro-2-(trifluorom ethyl )benzene (5.0 g, 20.5 mmol, 2.9 mL) in THF (50.0 mL) was added LDA (2 M, 13.3 mL) at -78C. The mixture was stirred at – 78C for 1 hr. Then DMF (1.8 g, 24.6 mmol, 1.9 mL) was added and stirred for 1 h at -78C. The mixture was poured into Sat H4CI (20.0 mL) and extracted with ethyl acetate (20.0 mL chi 3). The combined organic layers were washed with brine (20.0 mL chi 3), dried over Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (S1O2) to afford 5-bromo-2-fluoro-3-(trifluoromethyl)benzaldehyde (4 g, 14.7 mmol, 71.7% yield). MR (CHLOROFORM-c , 400 MHz): delta 10.35 (s, 1H), 8.19 (dd, 7= 2.5, 5.4 Hz, 1H), 7.98 (dd, 7= 2.1, 6.1 Hz, 1H)

The synthetic route of 393-37-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (214 pag.)WO2019/94641; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 393-37-3, 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. 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows.

DESCRIPTION FOR D414-bromo-1-[(1-methylethyl)oxy]-2-(trifluoromethyl)benzene (D41)To a solution of 2-propanol (1.997 mL) in dry tetrahydrofuran (THF) (50 mL) under nitrogen was added potassium tert-butoxide (3.49 g). The reaction mixture was heated to 50 C. for 10 min, then 4-bromo-1-fluoro-2-(trifluoromethyl)benzene (D40) (6.3 g) was added. The resulting mixture was stirred at 50 C. overnight. After cooling the reaction, the solvent was removed in vacuo, the residue was diluted with ethyl acetate (100 mL), washed with water, the organic phase was dried over sodium sulphate, concentrated and the residue was purified by column chromatography to give 4-bromo-1-[(1-methylethyl)oxy]-2-(trifluoromethyl)benzene (D41) (5.21 g) as a clear oil. deltaH (CDCl3, 600 MHz): 1.36 (6H, d), 4.60 (1H, m), 6.88 (1H, d), 7.55 (1H, dd), 7.66 (1H, d).

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-2-fluorobenzotrifluoride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Glaxo Group Limited; US2011/269738; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 393-37-3, 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. 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-(4-fluorophenyl)ethanol (1.02 g, 7.31 mmol, 1.2 equiv) in DMF (20 mL) was added KOtBu (0.96 g, 5.99 mmol, 1.4 equiv) and 4-bromo-1-fluoro-2-(tnfluoromethyl)benzene (1.48 g, 6.09 mmol, 1.2 equiv). After stirring 2 h, the reactionwas dilute with ether. The ether solution was washed with water, brine, dried (Na2SO4),and concentrated in vacuo. The crude product was purified by silica gel flashchromatography (0-30% EtOAc in hexane) to provide the product (1.36 g, 62%) as awhite solid. ?H NMR (500 MHz, CDC13) 7.69 (d, J= 2.5 Hz, 1H), 7.57 (dd, J= 8.8, 2.5 Hz, 1H), 7.28 – 7.25 (m, 2H), 7.02 (t, J=8.3 Hz, 2H), 6.85 (d, J 8.8 Hz, 1H), 4.21 (t, J6.5 Hz, 2H), 3.12 (t,J 6.5 Hz, 2H).

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, 5-Bromo-2-fluorobenzotrifluoride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; BOWSHER, Michael S.; DESKUS, Jeffrey A; EASTMAN, Kyle J.; GILLIS, Eric P; FRENNESSON, David B; IWUAGWU, Christiana; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M; SAULNIER, Mark G; SIVAPRAKASAM, Prasanna; (463 pag.)WO2018/127800; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 393-37-3, 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. 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows.

Compound 28 (200 mg, 0 . 823mmol), compound 29 (86.34 mg, 0 . 549mmol) and K2CO3(227.63 mg, 1 . 647mmol) to 25 ml in two neck bottles, the oil pump and the gas is removed using argon saturated, syringe injection 3ml THF and 1ml H2O, then re-used to remove saturated with argon gas and in the bottle. Slowly adding PdCl2(PPh3)2(38 mg, 0 . 0549mmol), water pump for removing saturated with argon gas and in the bottle. The temperature is increased to 70 C, stirring reflux 2h. The reaction solution with ethyl acetate extraction 3 time, combined with the organic layer, anhydrous Na2SO4drying, concentration. Column chromatography PE_EA= 100:1 to 120 mg white solid 3, yield 53%

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-2-fluorobenzotrifluoride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SICHUAN BAILI PHARMACEUTICAL CO LTD; WU, YONG; ZHU, YI; HAI, LI; LI, JIE; YU, YONGGUO; LIU, WEIJIA; (26 pag.)CN103804312; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H3BrF4

A mixture of sodium thiomethoxide (0.317g) and 5-bromo-2-fluorobenzotrifluoride (L. OG) in DMF (4ML) was heated at 50C for lh then poured into water and extracted with isohexane. The organics were washed with brine, dried and evaporated under reduced pressure. Yield 0. 762g H NMR DMSO-d6: 8 7.74 (1H, d); 7.59 (1H, dd); 7.22 (1H, d); 2.51 (3H, s)

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 393-37-3.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/18529; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 393-37-3, 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 393-37-3 as follows.

General procedure: Example 3Tandem Borylation/Dehalogenation of 1-Chloro-4-fluoro-3-Substituted- and 1-Bromo-4-fluoro-3-Substituted BenzenesTandem borylation/dehalogenation was also investigated as a strategy for the ortho-borylation of arenes that are substituted with an electron-withdrawing group. The scheme below illustrates the tandem borylation/dehalogenation methodology which was investigated. As discussed above, in the case of arenes that are substituted with an electron-withdrawing group, iridium-catalyzed C-H activation-borylation of the arene is typically governed by steric effects. In tandem borylation/dehalogenation, the substrate can include an electron-withdrawing group and a sacrificial atom (e.g., a halogen such as Cl or Br) positioned para to the electron-withdrawing group, so as to sterically hinder attack of the iridium catalyst at the otherwise sterically favored position meta to the electron-withdrawing group. As a result, iridium-catalyzed C-H activation-borylation of the arene exclusively generates the ortho-borylated (electronic) product. Subsequent dehalogenation can afford exclusively the desired electronic product.[0337] General Procedure for Borylation [0338] In a nitrogen atmosphere glovebox B2Pin2 (140 mg, 0.55 mmol) was weighed into a 20 mL vial containing a magnetic stir bar. [Ir(OMe)cod]2 (6.6 mg, 0.02 mmol) and 4,4?-di-tert-butyl-2,2?-dipyridyl ligand (5.4 mg, 0.02 mmol) were weighed into two separate test tubes, each being diluted with THF (2 mL). The [Ir(OMe)cod]2 solution was transferred into the 20 mL vial containing B2Pin2. This mixture was stirred until a golden yellow clear solution was obtained. The solution containing ligand was transferred into the vial, and the mixture was stirred until it became a dark brown color solution. The substrate (1 mmol) was added to the vial, which was then sealed. The reaction mixture stirred for 24 h at rt, after which the vial was removed from the glovebox. The reaction mixture was passed through a short plug of silica eluting with a 10:1 hexane/EtOAc solution (2¡Á10 mL). The volatiles were removed by rotary evaporation affording the product, which was characterized using standard methodologies. 4-Bromo-1-fluoro-2-(trifluoromethyl)benzene was borylated using the general procedure described above. The borylation reaction afforded product as colorless oil (0.229 g, 62%): 1H NMR (500 MHz, CDCl3) delta 8.02 (dd, J=2.5, 3.5 Hz, 1H), 7.78 (dd, J=2.5, 6.5 Hz, 1H), 1.36 (s, 12H); 13C NMR (125 MHz, CDCl3) delta 162.9 (dd, J=1.9, 259.7 Hz), 143.1 (d, J=8.5 Hz), 132.8 (qd, J=1.9, 4.7 Hz), 121.7 (q, J=270.3 Hz), 120.0 (qd, J=33.1, 16.1, Hz), 116.3 (d, J=3.5 Hz), 84.7, 24.8; 19F NMR (470 MHz, CDCl3) delta 61.9, 106.4; 11B NMR (160 MHz, CDCl3) delta 29.3 (br s).

According to the analysis of related databases, 393-37-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Smith, III, Milton R.; Maleczka, JR., Robert E.; Li, Hao; Jayasundara, Chathurika; Oppenheimer, Jossian; Sabasovs, Dmitrijs; US2015/65743; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary