Category: bromides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 766-81-4, name is 3-Bromophenylacetylene, 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 766-81-4, Recommanded Product: 766-81-4

(1) by o-methyl nitrobenzene,Zinc powder, acetic acid, water, sodium nitrite, sodium azide, m-bromophenylacetylene, cuprous iodide,The molar ratio of sodium ascorbate to dimethyl sulfoxide is 1: 5: 10: 20: 1: 4: 1: 0.02: 0.1: 70,First1mmol o-nitrobenzene, 5mmol zinc powder, 10mmol acetic acid,20mmol water was added to the reactor, the reaction at room temperature for 9 hours,Subsequently, 1 mmol of sodium nitrite was added to the reactor under an ice-water bath and the reaction was continued for 10 minutes,Then 4mmol sodium azide was added and the reaction was continued for 1 hour,Finally, to the system by adding 1mmol of bromophenyl acetylene,0.02 mmol copper iodide, 0.1 mmol sodium ascorbate,70mmol dimethyl sulfoxide, the reaction 2 hours to obtain the mixed product; (2) Step (1) The resulting mixed product was diluted with 40 mL of water,Then extracted with 400mmol ethyl acetate twice,The extracts were combined and then washed with water and saturated brine each 10mL,Then dried with 2 g of anhydrous sodium sulfate,Under the conditions of a temperature of 35 C and a pressure of 0.03 MPa, the solvent was distilled off under reduced pressure to obtain a crude product,The crude product was further purified by column chromatography (300 mesh silica gel) using ethyl acetate / petroleum ether (ethyl acetate to petroleum ether 1:20 by volume) eluate to give 270 mg of product, yield 86% , The reaction equation is as follows:

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; Kunming University of Science and Technology; Jiang Yubo; Chen Zhen; Zhao Fen; Yang Rui; Xie Kai; Cheng Huiling; (10 pag.)CN104945339; (2017); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1647-26-3, A common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, molecular formula is C8H15Br, 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.

Example 201 (R)-2-Ethyl-piperazine-1-carboxylic acid 5-(2-cyclohexyl-ethoxy)-2-fluoro-benzyl ester hydrochloride According to example 187 the title compound was synthesised from (R)-2-Ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(2-fluoro-5-hydroxy-benzyl)ester and 2-cyclohexyl-ethyl bromide. MS (ISP): 393 (M+H)+.

The synthetic route of 1647-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Adams, David Reginald; Bentley, Jonathan Mark; Davidson, James Edward Paul; Dawson, Claire Elizabeth; George, Ashley Roger; Mansell, Howard Langham; Mattei, Patrizio; Mizrahi, Jacques; Nettekoven, Matthias Heinrich; Pratt, Robert Mark; Roever, Stephan; Roffey, Jonathan Richard Anthony; Specklin, Jean-Luc; Stalder, Henri; Wilkinson, Kerry; US2002/143020; (2002); A1;,
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. 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H2Br2F2

Step 1: Synthesis of (3aR,5R,7aS)-5-[(benzyloxy)methyl]-7a-(5-bromo-2,4-difluorophenyl)hexahydro-1H-pyrano[3,4-c][1,2]oxazole (C6) P1 (4.01 g, 16.5 mmol) was added to a three neck round-bottomed flask (oven dried) equipped with a thermocouple, a nitrogen inlet and mechanical overhead stirrer. Toluene:isopropyl ether (1:1, 160 mL) was added and the resulting solution was cooled to -74¡ã C. Boron trifluoride-diethyl etherate (46.5percent, 4.91 ml, 18.5 mmol) was added and the resulting solution was allowed to stir at -74¡ã C. for 30 minutes. 2,4-Difluoro-1,5-di-bromobenzene (5.01 g, 18.4 mmol) was added followed by a slow addition of n-butyllithium (2.5 M in hexanes, 6.96 mL, 17.4 mmol) ensuring the internal temperature did not rise >5¡ã C. The resulting solution was allowed to stir at -78¡ã C. for 90 minutes. Saturated aqueous ammonium chloride (100 mL) was added and the resulting mixture was allowed to warm to room temperature, at which point it was partitioned between ethyl acetate (1*200 mL) and water (1*600 mL). The organic layer was extracted and the aqueous was back extracted with ethyl acetate (3*200 mL). The combined organics were washed with brine (1*100 mL) and the organic layer was dried over sodium sulfate, filtered, and the filtrate concentrated in vacuo Silica gel chromatography (Gradient 10percent to 70percent ethyl acetate in heptane) provided the product as a clear oily residue. Yield: 3.11 g, 7.06 mmol, 43percent. 1H NMR (400 MHz, CD3OD), delta 8.09 (t, J=8.3 Hz, 1H), 7.31-7.36 (m, 4H), 7.25-7.29 (m, 1H), 7.12 (dd, J=11.5, 8.4 Hz, 1H), 4.55 (s, 2H), 4.06 (dd, J=12.6, 1.7 Hz, 1H), 3.78 (d, J=12.5 Hz, 1H), 3.73-3.8 (m, 1H), 3.69 (d, J=7.2 Hz, 1H), 3.53-3.57 (m, 2H), 3.49 (dd, J=7.3, 5.2 Hz, 1H), 3.05-3.11 (m, 1H), 1.82-1.87 (m, 1H), 1.52-1.61 (m, 1H).

According to the analysis of related databases, 28342-75-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; Brodney, Michael Aaron; Beck, Elizabeth Mary; Butler, Christopher Ryan; Davoren, Jennifer Elizabeth; O’Neill, Brian Thomas; US2014/163015; (2014); A1;,
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. 4333-56-6, name is Bromocyclopropane, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C3H5Br

To a cooled (0 C) solution of potassium tert butoxide (0.36 g, 2.9 mmol) in DMSO (12 mL) was added 3-bromothiophenol (0.50 g, 2.6 mmol) under a nitrogen atmosphere and the reaction mixture was stirred for 15 min. A solution of cyclopropylbromide (0.96 g, 7.8 mmol) in DMSO (1.0 mL) was added dropwise. The reaction mixture was allowed to warm to rt, and followed by heating to 80 C for 48 hrs. The reaction mixture was cooled to rt and diluted with cold water (10 mL) and EtOAc (10 mL). The layers were separated and the aqueous layer was extracted EtOAc (20 mL x 2). The combined organic extracts were washed with water, brine, dried over Na2S04 and concentrated in vacuo to give the title compound (0.40 g, 66% yield). MS (ESI) 230.1 [M+H]+..

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 4333-56-6.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; EXELIXIS PATENT COMPANY LLC; KICK, Ellen, K.; BODAS, Mandar; MOHAN, Raju; VALENTE, Meriah; WURTZ, Nicholas; PATIL, Sharanabasappa; WO2014/144037; (2014); 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. 4101-68-2, name is 1,10-Dibromodecan belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 1,10-Dibromodecan

Compound 3 (713 mg, 0.5 mmol) was dissolved in anhydrous toluene (5 mL). 1,10-Dibromodecane (450 mg, 1.5 mmol), a catalytic amount of tetrabutylammonium hydrogen sulfate (TBAHS) (0.05 mmol), and KOH (1.5 mmol) were added into this solution subsequently. This reaction mixture was stirred at room temperature under N2 gas overnight and then concentrated under reduced pressure. The residue was purified by flash chromatography (elution with a gradient of hexanes/ethyl acetate from 10:1 to 4:1) to give the desired product as a white solid. Yield: 666 mg (81%). 1H NMR (300 MHz, chloroform-d) delta 5.23 (d, J = 3.1 Hz, 1H, anomeric H), 5.19 – 5.13 (m, 1H, anomeric H), 4.33 – 4.22 (m, 1H), 4.18 (d, J = 10.2 Hz, 1H), 4.09 (d, J = 5.8 Hz, 1H), 3.87 – 3.10 (m, 17H), 2.48 (d, J = 11.4 Hz, 1H), 2.07 – 1.96 (m, 1H), 1.92 – 1.80 (m, 2H), 1.57 – 1.50 (m, 1H), 1.48 – 1.40 (m, 45H), 1.39 – 1.18 (m, 14H), 1.12 – 1.00 (m, 1H), 0.99 – 0.82 (m, 36H), 0.22 – -0.03 (m, 24H). 13C NMR (75 MHz, chloroform-d) delta 155.63, 155.55, 154.85, 154.77, 154.59, 97.87 (anomeric C), 96.54 (anomeric C), 85.78, 79.95, 79.63, 79.39, 79.24, 79.11, 77.45, 75.31, 73.37, 72.69, 71.56, 68.07, 66.88, 63.16, 63.13, 57.32, 50.57, 48.97, 48.38, 41.73, 36.66, 35.97, 35.90, 35.68, 33.99, 33.80, 32.88, 30.66, 30.43, 29.98, 29.72, 29.70, 29.65, 29.56, 29.47, 29.38, 28.80, 28.66, 28.53, 28.42, 28.20, 26.15, 26.02, 26.01, 25.80, 24.70, 23.45, 18.51, 18.35, 18.12, 17.93, -3.39, -3.77, -4.18, -4.86, -4.92, -5.06, -5.14, -5.20. MS (ESI) m/e calcd for C77H152BrN5O19Si4Na [M+Na]+: 1667.3, found: 1667.4.

The synthetic route of 4101-68-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Xuan; Ammeter, Derek; Idowu, Temilolu; Domalaon, Ronald; Brizuela, Marc; Okunnu, Oreofe; Bi, Liting; Guerrero, Yanelis Acebo; Zhanel, George G.; Kumar, Ayush; Schweizer, Frank; European Journal of Medicinal Chemistry; vol. 175; (2019); p. 187 – 200;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 73918-56-6, These common heterocyclic compound, 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, 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.

General procedure: The appropriate aldehyde 6a-c and 12a-g (1 mmol) was dissolved in 5 mL of CH2Cl2 in a round bottom flask. Then AcOH (1 mmol) and the appropriate amine (1.1 mmol) were added to the stirring solution at room temperature. The mixture was allowed to stir at room temperature for 20 min before NaBH(AcO)3 (3 mmol) was added. The mixture was allowed to stir at room temperature for overnight. Then,after completion, the reaction was quenched with NaOH 1M solution(15 mL). The mixture was then allowed to stir for 30 min. The reaction mixture was then diluted with EtOAc (10 mL), washed two times with EtOAc (10 mL) and once with brine (20 mL). The organic extracts were collected and then dried over Na2SO4, and the solvent was evaporated to yield the crude compounds 7a-e, 13a-o, 14a-b and 15a which were purified by silica gel column chromatography.

Statistics shows that 2-(4-Bromophenyl)ethanamine is playing an increasingly important role. we look forward to future research findings about 73918-56-6.

Reference:
Article; Liu, Pingxian; Yang, Yang; Ju, Yuan; Tang, Yunxiang; Sang, Zitai; Chen, Lijuan; Yang, Tao; An, Qi; Zhang, Tianyu; Luo, Youfu; Bioorganic Chemistry; vol. 80; (2018); p. 422 – 432;,
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. 630-17-1, name is 1-Bromo-2,2-dimethylpropane, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2,2-dimethylpropane

F) ethyl 3-cyclopropyl-3-(6-((6-(2-fluoro-5-methoxyphenyl)-5-(neopentyloxy)pyridin-3-yl)methoxy)pyrimidin-4-yl)propanoate Under a nitrogen atmosphere, to a solution of ethyl 3-cyclopropyl-3-(6-((6-(2-fluoro-5-methoxyphenyl)-5-hydroxypyridin-3-yl)methoxy)pyrimidin-4-yl)propanoate (60 mg) in DMF (1.3 mL) were added 1-bromo-2,2-dimethylpropane (80 muL) and cesium carbonate (83 mg), and the mixture was stirred at 80C for 20 hr. The reaction mixture was poured into water at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (20 mg) as a colorless transparent amorphous solid. 1H NMR (300 MHz, CDCl3) delta 0.13-0.37 (2H, m), 0.43-0.56 (1H, m), 0.56-0.73 (1H, m), 0.91 (9H, s), 1.02-1.16 (1H, m), 1.16-1.24 (3H, m), 2.30-2.42 (1H, m), 2.79 (1H, dd, J = 15.6, 5.8 Hz), 3.04 (1H, dd, J = 15.6, 8.9 Hz), 3.64 (2H, s), 3.77-3.86 (3H, m), 3.99-4.16 (2H, m), 5.47 (2H, s), 6.75 (1H, s), 6.85-6.95 (1H, m), 6.96-7.05 (2H, m), 7.35 (1H, s), 8.37 (1H, s), 8.75 (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; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; EP2816032; (2014); A1;,
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. 33070-32-5, name is 5-Bromo-2,2-difluorobenzodioxole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Bromo-2,2-difluorobenzodioxole

General procedure: Method A. A solution of Pd(OAc)2 (25.2 mg, 0.112 mmol) and triphenylphosphine (147 mg, 0.560 mmol) in absolute ethanol (4 mL) and anhydrous toluene (4 mL) was stirred at RT under nitrogen for 10 min. After that period, commercially available 5-chloro-2-nitrotoluene 4 (646 mg, 3.76 mmol), 4 mL of 2M aqueous Na2CO3, and the appropriate boronic acid R1B(OH)2 (6.03 mmol) were sequentially added. The resulting mixture was heated at 100 C in a sealed vial under nitrogen overnight. After being cooled to RT, the mixture was diluted with water and extracted with EtOAc. The combined organic phase were dried and concentrated. The crude product was purified by flash chromatography over silica gel column using n-Hex/EtOAc or CHCl3/MeOH mixtures as the eluent.

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 33070-32-5.

Reference:
Article; Granchi, Carlotta; Roy, Sarabindu; De Simone, Alessio; Salvetti, Irene; Tuccinardi, Tiziano; Martinelli, Adriano; MacChia, Marco; Lanza, Mario; Betti, Laura; Giannaccini, Gino; Lucacchini, Antonio; Giovannetti, Elisa; Sciarrillo, Rocco; Peters, Godefridus J.; Minutolo, Filippo; European Journal of Medicinal Chemistry; vol. 46; 11; (2011); p. 5398 – 5407;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1435-51-4, 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. 1435-51-4 name is 1,3-Dibromo-5-fluorobenzene, 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.

Example 14 3-Bromo-5-fluorobenzonitrile A 250-mL round-bottom flask equipped with a magnetic stir bar was charged with 1,3-dibromo-5-fluorobenzene (7.70 g, 30.3 mmol), DMF (45 mL), pyridine (4.9 mL), and copper (I) cyanide (2.72 g, 30.3 mmol) under nitrogen. A reflux condenser was attached to the flask. The green, cloudy mixture was stirred at reflux for 3 h. Once lower Rf impurities were observed, the reaction was allowed to cool to room temperature. The reaction was quenched with 30 mL of ether, and a precipitate formed in the dark solution. The precipitate was gravity-filtered though Celite. The filtrate was rinsed three times with ether (100 mL/50 g bromide). The isolated solution was added to a separatory funnel. The organic layer was washed with a 2:1 mixture of water and concentrated ammonium hydroxide (30 mL), followed by saturated ammonium chloride solution (2*30 mL) and saturated sodium bicarbonate (30 mL). The aqueous layers were extracted with ether (3*40 mL). The organic layers were combined and dried over anhydrous sodium sulfate. The product was purified by flash column chomatography to yield 3-bromo-5-fluorobenzonitrile (2.10 g, 35%). 1H NMR (400 MHz, CDCl3) delta 7.62 (s, 1H), 7.54-7.50 (m, 1H), 7.35-7.32 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3-Dibromo-5-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Glaxo Group Limited; US2009/203657; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 327-51-5, name is 1,4-Dibromo-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. category: bromides-buliding-blocks

Add 1,4-dibromo-2,5-difluorobenzene (1.09 g, 4 mmol), phenylboronic acid (1.21 g, 10 mmol), tetrakis(triphenylphosphine)palladium(0) (468 mg, 0.4 mmol) THF (50 mL) and aqueous potassium carbonate (1M, 20 mL) were then evaporated and then th After cooling to room temperature, the layers were separated. The aqueous phase was extracted with dichloromethane (3¡Á50 mL). The residue was purified by silica gel column was using dichloromethane: hexane (1: 5) as eluent to give the product as a white solid (0.82g, 77.1%);

The synthetic route of 1,4-Dibromo-2,5-difluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Normal University; Ren Xiuhui; Zhu Fucheng; Zhang Xi; Geng Yan; (23 pag.)CN110003179; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary