Category: 57486-69-8

Electric Literature of 57486-69-8, These common heterocyclic compound, 57486-69-8, name is Methyl 2-(2-bromophenyl)acetate, 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.

[00123] Methyl 2-(2-bromophenyl)-3-oxobutanoate: A round bottom flask was charged with a magnetic stir bar and methyl 2- (2-bromophenyl) acetate (25 g, 109 mmol) and THF (50 mL). This solution was cooled to -78 C before drop wise addition of a 1M solution of LiHMDS in THF (218 ml, 218 mmol). The reaction was stirred for 30 min at -78 C before addition of l-(lH-imidazol-l-yl)ethanone (14.42 g, 131 mmol) as a solution in a mixture of THF:DMF (112 mL THF, 24 mL DMF). The solution was stirred for 1 h before quenching with sat’d aqueous NH4C1 (-250 mL) and diluting with EtOAc. The layers were separated and the aqueous phase was extracted with additional EtOAc (~2 x 250 mL). The combined organic extract was washed with brine, dried over Na2S04, filtered, and concentrated in vacuo. The crude residue was purified via silica gel chromatography using an eluent of ethyl acetate/hexanes (10: 1) to afford methyl 2-(2-bromophenyl)-3-oxobutanoate (32.5 g, 102 mmol, 93 % ield).

Statistics shows that Methyl 2-(2-bromophenyl)acetate is playing an increasingly important role. we look forward to future research findings about 57486-69-8.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; AUDIA, James, Edmund; DAKIN, Les, A.; DUPLESSIS, Martin; GEHLING, Victor, S.; HARMANGE, Jean-Christophe; NASVESCHUK, Christopher, G.; VASWANI, Rishi, G.; WO2015/23915; (2015); A1;,
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Related Products of 57486-69-8, 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. 57486-69-8, name is Methyl 2-(2-bromophenyl)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of aryl halide 4a (48 mg, 0.35 mmol) in 2 mL dimethylformamide were added boronic ester 5 (106 mg, 0.385 mmol), Pd(PPh3)4 (20 mg, 5 mol %), and K3PO4 (242 mg, 1.11 mmol). The mixture was irradiated at 150 C for 90 min using a microwave reactor. The reaction mixture was then diluted with EtOAc, filtrated on a small pad of Celite, and concentrated under vacuum. The crude mixture was then purified by column chromatography (DCM/CyHex 7/3) to afford 63 mg of the corresponding phenanthrene 7a (72% yield).

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, Methyl 2-(2-bromophenyl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Rochais, Christophe; Yougnia, Rodrigue; Cailly, Thomas; Sopkova-De Oliveira Santos, Jana; Rault, Sylvain; Dallemagne, Patrick; Tetrahedron; vol. 67; 32; (2011); p. 5806 – 5810;,
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Reference of 57486-69-8, 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. 57486-69-8, name is Methyl 2-(2-bromophenyl)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Synthesis of methyl 2-(2-(pyridin-4-yl)pIn a sealed degassed vial, methyl-2-(2-bromophenyl)acetate (550 mg, 2.4 mmol), 4-pyridine boronic acid (325 mg, 2.64 mmol), 2 M Na2C03 (4 mL), DME (8 mL), Pd(PPh3)4 (140 mg, 0.12 mmol) was combined. The vial was charged with argon and then placed in the microwave reactor, heating at 120 C for 20 minutes. Reaction was diluted with 10 mL of EtOAc and then washed with brine. The mixture was dried with MgS04 and then by reduced pressure. The title compound was obtained after purification by flash chromatography (100% hexanes to 50% EtOAc/hexanes): yellow oil (330 mg, 60%). MS ESI [M + H]+ 228.0, calcd for [Ci4H,3N02 + H]+ 228.1

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, Methyl 2-(2-bromophenyl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY HEALTH NETWORK; LAUFER, Radoslaw; PAULS, Heinz W.; FEHER, Miklos; NG, Grace; LIU, Yong; EDWARDS, Louise G.; PATEL, Narendra Kumar B.; PAN, Guohua; MAK, Tak W.; WO2011/123937; (2011); A1;,
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Related Products of 57486-69-8, 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 57486-69-8 as follows.

Methyl o-bromophenylacetate (4.6g, 0.02mol),2,6-Dichloroaniline (16.4 g, 0.1 mol),Copper iodide (1.92g, 0.01mol),Anhydrous potassium carbonate (11.2g, 0.08mol) and xylene (100ml) were placed in a dry reaction flask.Under nitrogen protection,The reaction was stirred at 200C for 50 hours under reflux.Activated carbon is added after the reaction is completed.Hot filter,The filtrate was concentrated to dryness under reduced pressure.The residue is dissolved in methanol,Crystallize in ice water bath,Suction filtrationWhite solid 5.50g (diclofenac methyl ester) was dried,Yield 87.8%.

According to the analysis of related databases, 57486-69-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Huazhong University of Science and Technology; Zhu Dajian; Li Tao; Chen Jian; Bi Jiajun; Meng Di; (7 pag.)CN107793323; (2018); A;,
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Application of 57486-69-8, A common heterocyclic compound, 57486-69-8, name is Methyl 2-(2-bromophenyl)acetate, molecular formula is C9H9BrO2, 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.

Step A. [4-(2-Fluoro-4-nitro-phenyl)-piperazin-1-yl]-phenyl-acetic acid methyl ester. A mixture of 1-(2-fluoro-4-nitro-phenyl)-piperazine (4.0 g, 18 mmol), methyl alpha-bromophenyl acetate (2.9 mL, 18 mmol) and K2CO3 (3.0 g, 21 mmol) in DMF (40 mL) was stirred at rt for 18 h. The reaction mixture was poured into H2O (150 mL) and extracted with EtOAc (2*). The combined organic layers were washed with 0.5 N HCl and brine, dried (Na2SO4), and concentrated to give an orange solid (6.5 g, 98%). MS (ESI): mass calcd. for C19H20FN3O4, 373.38; m/z found, 374.4 [M+H]+. 1H NMR (CDCl3): 7.98-7.95 (m, 1H), 7.89-7.86 (dd, J=13.1, 2.6, 1H), 7.45-7.43 (m, 2H), 7.39-7.34 (m, 3H), 6.87 (t, J=8.8, 1H), 4.09 (s, 1H), 3.71 (s, 3H), 3.33-3.31 (m, 4H), 2.66-2.64 (m, 4H). Step A. [4-(2-Fluoro-4-nitro-phenyl)-piperazin-1-yl]-phenyl-acetic acid methyl ester. The title compound was prepared using methods similar to those described in Example 44, Step A.

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; Bonaventure, Pascal; Carruthers, Nicholas I.; Chai, Wenying; Dvorak, Curt A.; Jablonowski, Jill A.; Rudolph, Dale A.; Seierstad, Mark; Shah, Chandravadan R.; Swanson, Devin M.; Wong, Victoria D.; US2007/100141; (2007); A1;,
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These common heterocyclic compound, 57486-69-8, name is Methyl 2-(2-bromophenyl)acetate, 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. category: esters-buliding-blocks

Example 1 Step 1 While stirring under a nitrogen atmosphere, methyl 2-(2- bromophenyl)acetate (2g), 4,4,4,,4,,5,5,5,,5,-octamethyl-2,2,-Bi-(1 ,3,2- dioxaborolane) (2.44g), and potassium acetate (0.98g) were added to a three- neck flask containing dioxane (25 mL). The resulting mixture was degassed with nitrogen for 15 minutes followed by addition of [1 ,1 – bis(diphenylphosphino)ferrocene]dichloropalladium(ll) (0.28g). After degassing with nitrogen for an additional 15 minutes, the mixture was stirred at 80C for 8 hr. After cooling to room temperature, the solvent was removed under vacuum and the crude residue was purified by silica gel chromatography. The mass spectrum of the resulting material was consistent with methyl 2-(2-(4,4,5,5- tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl)acetate (2.41 g).

The synthetic route of Methyl 2-(2-bromophenyl)acetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TRANSITIONS OPTICAL, INC.; DENG, Jun; STEPP, Brian, R.; SPITLER, Eric; XIAO, Wenjing; TAMASULO, Massimiliano; WALTERS, Robert, W.; (140 pag.)WO2016/144324; (2016); A1;,
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Related Products of 57486-69-8,Some common heterocyclic compound, 57486-69-8, name is Methyl 2-(2-bromophenyl)acetate, molecular formula is C9H9BrO2, 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.

A: [2-(4-Chloro-phenoxy)-phenyl]-acetic acid (IX) Methyl 2-bromophenylacetate (47.0 grams 216.3 mmol) and 4-chloro-phenol (27.8 grams, 215.8 mmol) were dissolved in dioxane (790 ml) while warming to 50 C. To the resulting solution were added, under stirring in an inert nitrogen atmosphere, cesium carbonate (141 grams, 432.2 mmol) and copper(l) chloride (18.56 g, 86.2 mmol). Finally, N,N-dimethylglycine (4.46 grams, 43.2 mmol) was added to the green suspension. The reaction mixture was heated at 110 C. (reflux temperature) for 4 days while stirring. The reaction mixture was filtered over dicalite, which was washed with dioxane (40 ml). The dioxane was removed in vacuo to leave a brownish oil. Ethyl acetate (100 ml) was added to the oil and the pH of the resulting mixture was adjusted to 1 by addition of 1 M HCl (300 ml). The organic phase was washed with saturated brine (300 ml), dried on magnesium sulphate and then concentrated under vacuum to yield 57.2 grams (206 mmol; 95 %) of 2-(4-chloro-phenoxy)-phenyl]-acetic acid methyl ester as a brown oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-(2-bromophenyl)acetate, its application will become more common.

Reference:
Patent; Organon Ireland Ltd.; Pfizer Inc.; US2006/229352; (2006); A1;,
Ester – Wikipedia,
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These common heterocyclic compound, 57486-69-8, name is Methyl 2-(2-bromophenyl)acetate, 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. Quality Control of Methyl 2-(2-bromophenyl)acetate

2-(2-Bromophenyl)-propionic acid methyl ester:[0275] In a 500 mL round bottom flask, 5.1460g (45.8603 mmol, 2.2 eq) of the potassium t-butoxide was suspended in 190 mL of clean, dry THF under N2 atmosphere. To this was added 4.7751 g (20.8456 mmol, 1.0 eq) of the methyl ester dissolved in 10 mL of THF. The solution immediately became a cloudy yellow. The reaction solution was allowed to stir for thirty minutes at room temperature. To the stirred reaction was then added 2.86 mL (48.8603 mmol, 2.2 eq) of the methyl iodide in one portion. The reaction was allowed to stir overnight at room temperature. The following morning, the reaction was diluted with 200 mL of H20. The layers were separated and the aqueous solution was extracted with EtOAc (2 x 100 mL). The organic layers were combined, washed with brine (1 x 100 mL) and dried overNa2S04. The solvent was removed under reduced pressure, yielding a deep yellow oil. The oil was taken up in EtOAc and concentrated onto Celite. The product was then purified using silica gel column chromatography, eluting a gradient of 100% heptane to 50% EtOAc in heptane. A colorless oil was isolated. LCMS (m/e): 244 (M+H); NMR (400 MHz, acetone- d6) delta ppm 1.44 (d, J=7.17 Hz, 3 H) 3.50 – 3.72 (m, 3 H) 4.20 (q, J=7.18 Hz, 1 H) 7.11 – 7.26 (m, 1 H) 7.37 (d, J=4.73 Hz, 2 H) 7.56 – 7.66 (m, 1 H).

The synthetic route of Methyl 2-(2-bromophenyl)acetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; JACOBS, Robert, T.; CHEN, Daitao; ORR, Matthew; PLATTNER, Jacob, J.; WO2011/116348; (2011); A1;,
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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. 57486-69-8, name is Methyl 2-(2-bromophenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H9BrO2

To a solution of methyl 2-(2-bromophenyl)acetate, 5.00 g (21.8 mmol), in 100 ml. of tetrahydrofuran were added 18-crown-6, 1.44 g (5.5 mmol), iodomethane, 7.35 g (65.5 mmol), and potassium ie f-butoxide, 15.49 g (109.1 mmol). The resulting mixture was stirred at this temperature for 26 hours. The solvent was removed in vacuo and the residue was diluted with ethyl acetate. The resulting solution was washed with water, brine, dried over anhydrous sodium sulfate. The solvent was removed in vacuo and the residue was purified by silica gel column chromatography (petroleum ether:ethyl acetate = 6:1) to give 2.73 g (49%) of the product as a yellow oil. MS (ESIpos): m/z = 257 [M+H]+. LC-MS [Method 4, Water (0.1 %HCOOH)-Acetonitrile, 10%B]: Rt = 1.14 min.

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 57486-69-8.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; WORTMANN, Lars; SAUTIER, Brice; EIS, Knut; BRIEM, Hans; BOeHNKE, Niels; VON NUSSBAUM, Franz; HILLIG, Roman; BADER, Benjamin; SCHROeDER, Jens; PETERSEN, Kirstin; LIENAU, Philip; WENGNER, Antje, Margret; MOOSMAYER, Dieter; WANG, Qiuwen; SCHICK, Hans; (510 pag.)WO2018/172250; (2018); A1;,
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Synthetic Route of 57486-69-8,Some common heterocyclic compound, 57486-69-8, name is Methyl 2-(2-bromophenyl)acetate, molecular formula is C9H9BrO2, 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.

General procedure: To a 2-5 mL capacity microwave vial was charged methyl 2-(2-bromophenyl)acetate (0.100g, 0.43 mmol), 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (0.115 g, 0.523 mmol)and cesium carbonate (0.280 g, 0.86 mmol) in anhydrous 1,2-dimethoxy ethane (4 mL). Themixture was stirred and degassed with argon for 5 min. To this mixture was added Pd(PPh3)4(25 mg, 0.021 mmol) under argon atmosphere, and purged for 2 min. The tube was sealedand irradiated in microwave at 125 C for 0.5 h (This is the internal temperature of reactionmixture and monitored on the screen through a sensor). The vial was cooled to 0C over aperiod of 15 min, followed by addition of 1M potassium tert-butoxide (0.65 mL, 0.65 mmol)solution in THF. The resulting mixture was stirred for 10 minutes and quenched withsaturated ammonium chloride solution. The mixture was diluted with ethyl acetate (30 mL)and washed with water and brine. The organic layer was dried over anhydrous sodiumsulfate, filtered and concentrated. The residue obtained was purified by flash columnchromatography by eluting with gradient of 2-20% ethyl acetate in hexane to afford the 5Hdibenzo[b,d]azepin-6(7H)-one (4) as off white solid (0.075 g, 82%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-(2-bromophenyl)acetate, its application will become more common.

Reference:
Article; Deb, Prasant K.; Sharma, Somesh; Borude, Avinash; Singh, Ravi P.; Kumar, Deepak; Reddy, L. Krishnakanth; Tetrahedron Letters; vol. 54; 23; (2013); p. 2916 – 2919;,
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