Category: 68322-84-9

Reference of 68322-84-9, 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. 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 8: Preparation of 5-Cyano-5-(4-methoxy-8-trifluoromethyl- dibenzofuran-l-yl)-2-oxo-cyclohexanecarboxylic acid methyl esterStep-1: Preparation of 3-(2-Bromo-4-trifluoromethyl-phenoxy)-4-methoxy- benzaldehydeTo a stirred solution of Isovanillin (5 gm, 0.0328 moles) and Potassium carbonate (13.6 gm, 0.0985 moles) in dry DMF (20 ml) was added 3-Bromo-4- Fluorobenzotrifluoride (8.065 gm, 0.0331 moles) over a period of 15 min at room temperature under nitrogen atmosphere, and then above reaction mixture was stirred at 14O0C for 5 hrs. After completion of reaction, the reaction mixture was cooled to room temperature and the contents were poured in to water (100 ml) and extracted with ethyl acetate (3XlOOmI). The organic extracts were combined and washed with IN sodium hydroxide, water and brine, dried with sodium sulfate, filtered and solvent evaporated under vacuum to obtain the title compound (11.58 gm, yield-94%) a pale yellow solid.1H NMR (300 MHz, CDCl3) delta 3.92 (s, 3H), 6.75 (d, J= 8.6 Hz, IH), 7.15 (d, J= 8.5 Hz, IH), 7.45 (d, J= 8.6 Hz, IH), 7.54 (d, J = 1.9 Hz, IH), 7.77 (dd, J=8.4 Hz, J=I.9Hz, IH,), 7.90 (s, IH), 9.87 (s, IH)MS (M++.): 376

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MATRIX LABORATORIES LTD.; WO2009/115874; (2009); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 68322-84-9, 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. 68322-84-9 name is 2-Bromo-1-fluoro-4-(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.

To a flask under nitrogen, 3,4-dihydro-2H-benzo[b][1,4]oxazine (Tyger Scientific Inc., Ewing, NJ, 0.457 mL, 3.70 mmol) was dissolved in DMF (18.50 mL) and at room temperature, NaH (60% dispersion in mineral oil) (0.326 g, 8.14 mmol) was added, and the reaction was stirred for 15 minutes. 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene (Alfa Aesar, Ward Hill, MA, 0.790 mL, 5.55 mmol) was then added, and the reaction was stirred overnight at room temperature until complete conversion to the desired product. The reaction was then quenched with saturated aqueous ammonium chloride solution, and extracted with EtOAc (x2). The combined organics were washed with brine, dried over sodium sulfate, and concentrated to give material, which was purified via silica gel MPLC (Biotage Isolera One; PuriFlash HP, 15mu, 25 g (Biotage, Uppsala, Sweden)), eluting with 0 to 100% ethyl acetate in heptanes. Fractions containing clean product were collected and concentrated under a vacuum to yield 1.73 g of 4-(2-bromo-4-(trifluoromethyl)phenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine (INTERMEDIATE B) as an orange oil. 1H NMR (400 MHz, DMSO-d6) delta ppm 3.62 – 3.69 (m, 2 H) 4.28 (t, J=4.21 Hz, 2 H) 6.30 (dd, J=7.87, 1.71 Hz, 1 H) 6.71 (dtd, J=18.67, 7.42, 7.42, 1.71 Hz, 2 H) 6.85 (dd, J=7.78, 1.81 Hz, 1 H) 7.59 (d, J=8.41 Hz, 1 H) 7.81 (dd, J=8.41, 1.56 Hz, 1 H) 8.13 (d, J=1.66 Hz, 1 H). m/z (ESI) 357.0 (M+H)+

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

Reference:
Patent; AMGEN INC.; BOEZIO, Christiane; BOEZIO, Alessandro; BREGMAN, Howard; CHAKKA, Nagasree; COATS, James R.; COPELAND, Katrina W.; DIMAURO, Erin F.; DINEEN, Thomas; GAO, Hua; LA, Daniel; MARX, Isaac E.; NGUYEN, Hanh Nho; PETERSON, Emily Anne; WEISS, Matthew; WO2013/122897; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 68322-84-9

3-Bromo-4-fluorobenzotrifluoride (0.38 mL, 2.67 mmol), Cs2C03 (1.74 g, 5.34 mmol), X-Phos (207 mg, 0.036 mmol) and Pd2(dba)3 (164 mg, 0.18 mmol), were added to a mixture of intermediate 31 and intermediate 32 (510 mg, 1.78 mmol) in 2-methyl-2- propanol (40 mL) under a N2 atmosphere. The r.m. was heated at 100 C for 16 h. Then, the r.m. was cooled to r.t., water was added and the r.m. was extracted with DCM. The combined organic layers were dried (MgS04), filtered and concentrated in vacuo. The residue was purified by flash column chromatography (eluent: DCM/MeOH from 100/0 to 95/5). The product fractions were collected and concentrated in vacuo. Both residue was suspended in DIPE and treated with a 6 N HC1 sol. in 2-propanol. Resulting precipitates were collected by filtration. The first compound impure was repurified by RP preparative HPLC [RP Vydac Denali CI 8 – IotaOmicronmu?iota, 250 g, 5cm); mobile phase: a gradient of (0.25% H4HC03 sol. in water/CH3CN)]. The product fractions were collected and concentrated in vacuo. Both residue was crystallized from DIPE, filtered off and dried. Yield: 118 mg of compound 11 (13 %) as HC1 salt (.HC1 .H20) and 97 mg of compound 11a (12 %; regioisomer of compound 11).

The synthetic route of 68322-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; BISCHOFF, Francois, Paul; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; BERTHELOT, Didier, Jean-Claude; WO2012/126984; (2012); 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. 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Computed Properties of C7H3BrF4

(1) To a solution of Compound 1 (1 g) and Compound 2 (870 mg) in toluene (2.5 mL) was added a solution of potassium bis(trimethylsilyl)amide in toluene (0.5 mol/L, 8.23 mL) under nitrogen atmosphere at room temperature, and then the mixture was heated under reflux for 15 minutes. To the reaction mixture was poured a saturated aqueous solution of ammonium chloride under ice-cooling, and extracted with ethyl acetate. The organic layer was washed with an aqueous solution of hydrochloric acid (1 mol/L), a saturated aqueous solution of sodium hydrogen carbonate, and saturated saline, dried, and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (hexane:ethyl acetate=90:10-80:20) to give Compound 3 (1.08 g) as a pale yellow viscous material. MS (APCI): m/z 333/335 [M-Boc+H]+

The synthetic route of 68322-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; YAMAMOTO, Yasuo; SATO, Atsushi; MOROKUMA, Kenji; SHITAMA, Hiroaki; ADACHI, Takashi; MIYASHIRO, Masahiko; (260 pag.)EP3150578; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 68322-84-9, These common heterocyclic compound, 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, 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.

The product from Scheme 14, Step 4 (136 mg, 0.407 mmol, 1 eq), 2-bromo-1- fluoro-4-(trifluoromethyl)benzene (148 mg, 0.61 mmol, 1.5 eq), CuI (16 mg, 0.084 mmol, 0.2 eq), and Cs2CO3 (265 mg, 0.82 mmol, 2 eq) were combined in DMF (1.5 ml_) and heated for 3h at 900C. The reaction was filtered and the filtrate was partitioned between EtOAc and water. The aqueous layer was discarded, and the organic layer was washed three times more with water, was dried over anhydrous sodium sulfate, was filtered, and was evaporated to afford a crude residue. Preparative thin layer silica gel chromatography (20cmX20cm, 1000 mum, developed with 3% EtOAc in hexanes) afforded the desired product (145 mg).

Statistics shows that 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene is playing an increasingly important role. we look forward to future research findings about 68322-84-9.

Reference:
Patent; SCHERING CORPORATION; WO2009/140342; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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 68322-84-9 as follows. COA of Formula: C7H3BrF4

Example 34a 2-bromo-1-(2,4-difluorophenoxy)-4-(trifluoromethyl)benzene A mixture of 3-bromo-4-fluorobenzotrifluoride (0.5 mL, 3.52 mmol), 2,4-difluorophenol (0.337 mL, 3.52 mmol), and potassium carbonate (0.486 g, 3.52 mmol) in dimethylformamide (7 mL) was heated at 80 C. overnight. The reaction mixture was cooled to ambient temperature and partitioned between ethyl acetate and water. The layers were separated, and the aqueous layer was extracted with ethyl acetate. The combined organics were washed with water and saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, filtered, and concentrated by rotary evaporation. The crude material was purified by flash chromatography (ethyl acetate/hexanes) to provide the title compound (1.0 g, 80% yield).

According to the analysis of related databases, 68322-84-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hasvold, Lisa A.; Liu, Dachun; McDaniel, Keith F.; Pratt, John; Sheppard, George S.; Wada, Carol K.; Woller, Kevin R.; US2014/256705; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, 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 68322-84-9, Quality Control of 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene

EXAMPLE 60 (2S)-1-[((2S,5R)-5-{[2-bromo-4-(trifluoromethyl)phenoxy]methyl}pyrrolidin-2-yl)carbonyl]pyrrolidine-2-carbonitrile The compound of Example 14A (50 mg, 0.15 mmol) and 3-bromo-4-fluorobenzotrifluoride (30 muL, 0.2 mmol) were stirred in DMF (1 mL) under N2. NaH (13 mg, 0.3 mmol) was added to the mixture. It was stirred at room temperature for I hour. After the reaction was over, the mixture was purified by reverse-phase HPLC to give the Boc-protected compound (40% yield). MS (ESI) m/z 546, 548 (M+H)+. The Boc group was removed according to Example 1G to give the title compound. 1H NMR (500 MHz, MeOH-d4) delta ppm 2.05-2.44 (m, 7 H), 2.49-2.65 (m, 1 H), 3.50-3.59 (m, 1 H), 3.62-3.74 (m, 1 H), 4.20-4.32 (m, 1 H), 4.47-4.58 (m, 2 H), 4.68-4.76 (m, 1 H), 4.81-4.90 (m, 1 H), 7.27 (dd, J=8.42, 4.05 Hz, 1 H), 7.69 (d, J=8.73 Hz, 1 H), 7.85-7.94 (m, 1 H). MS (ESI) m/z 446, 448 (M+H)+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Pei, Zhonghua; Li, Xiaofeng; Longenecker, Kenton L.; Sham, Hing L.; Wiedeman, Paul E.; US2005/131019; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 68322-84-9, The chemical industry reduces the impact on the environment during synthesis 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

A mixture of [3,5-biotas(tnfluoromethyl)benzyl]-((3S,5R)-5-ethyl-pyrroliotadiotan-3-yl)-[5-(1-methyl- 1 H-pyrazol-4-yl)-py?miotadiotan-2-yl]-amiotane (45 mg, 0 27 mmol), 2-chloro-5-triotafluoromethyl- py?dine (196 mg, 0 81 mmol) and K2CO3 (11 1 mg, 0 81 mmol) in THF (2 0 ml_) in a sealed tube is stirred at 120 C for 2 hours The mixture is concentrated under reduced pressure The obtained residue is purified by silica gel column chromatography (eluent hexane / EtOAc) to give (3,5-biotas-t?fluoromethyl-benzyl)-[(3S,5R)-1-(2-bromo-4-triotafluoromethyl-phenyl)- 5-ethyl-pyrroliotadiotan-3-y.]-[5-(1 -methyl-1 H-pyrazol-4-yl)-py?miotadiotan-2-yl]-amiotane as a colorless oil (36 mg, 18%) 1 H NMR (400 MHz, chloroform-d) delta ppm 0 81 (t, 3H), 1 31 -1 35 (m, 1 H) 1 63-1 69 (m, 1 H),1 74 (q, 1 H), 2 40-2 43 (m, 1 H), 3 20 (dd, 1 H), 3 76-3 83 (m, 1 H) 3 88 (dd, 1 H), 3 95 (s, 3H), 5 02 (d, 1 H), 5 16 (d, 2H), 5 45-5 50 (m, 1 H), 6 98 (d, 1 H), 7 46 (dd, 1 H), 7 52 (s, 1 H), 7 66 (s, 1 H), 7 72 (s, 2H), 7 75 (d, 2H), 8 42 (s, 2H) ESI-MS m/z 722 [M+1]+, Retention time2 48 mm (condition A)

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, 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; WO2009/71509; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 68322-84-9, These common heterocyclic compound, 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, 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.

j003201 A flask was charged with t-butyl 4-aminopiperidine-1-carboxylate (416 mg, 2.06 mmol, 2.00 equiv), 2-bromo-1-fluoro-4-(trifluoromethyl)benzene (250 mg, 1.03 mmol, 1.00 equiv), DIPEA (403 mg, 3.09 mmol, 3.00 equiv), and dimethyl sulfoxide (10 mL), as described in Example 1, Step 5. The residue was chromatographed on a silica gel column to provide 420 mg (96% yield) of t-butyl 4-((2-bromo-4-(trifluoromethyl)phenyl)amino)piperidine- 1 -carb oxylate as a yell ow oil. LCMS (ESI, m/z): 423 [M+H].

The synthetic route of 68322-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; WEBER, Olivia D.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; WIENER, John J. M.; CISAR, Justin S.; DUNCAN, Katharine K.; (324 pag.)WO2018/217809; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 68322-84-9, A common heterocyclic compound, 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, 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.

Cul (186 mg, 0.98 mmol) and N,/V-dimethylethylenediamine (0.17 mL, 1.58 mmol) were added to a mixture of 3-bromo-4-fluorobenzotrifluoride (580 mg, 3.91 mmol), intermediate 35 (282 mg, 0.98 mmol), and Cs2C03 (796 mg, 2.44 mmol) in DMF (3 mL). The r.m. was heated at 170 C for 90 min, the r.m. was cooled, EtOAc was added and the mixure was washed with a IM aq. H4OH solution, water and brine. The organic layer was dried (MgS04), filtered and the solvent was evaporated in vacuo. The residue was purified by flash column chromatography (eluent: DCM/MeOH from 100/0 to 98/2). The product fractions were collected and concentrated in vacuo. The residue was crystallized from CH3CN, filtered off and dried. Yield: 92 mg of compound 15 (21 %).

The synthetic route of 68322-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; BISCHOFF, Francois, Paul; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; BERTHELOT, Didier, Jean-Claude; WO2012/126984; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary