Author: Jessica.F

Related Products of 586-61-8, These common heterocyclic compound, 586-61-8, name is 1-Bromo-4-isopropylbenzene, 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 6-methoxy-3,4-dihydronaphthalen-l(2H)-one L31-1 (5 g, 28.41 mmol) in xylene (125 mL) was added l-bromo-4-isopropylbenzene (6.78 g, 34.07 mmol) followed by cesium carbonate (32.4 g, 99.41 mmol) and degassed with argon for 15 min in a sealed tube. To the resulting solution was added Pd(OAc)2(636 mg, 2.839 mmol) and Xanthphos (2.5 g, 4.251 mmol) and degassing was continued for another 15 min. Then the reaction mixture was sealed properly and heated to l30C for 24 h. After completion of the reaction (monitored by TLC and LCMS), the reaction mixture was filtered through a pad of Celite and the filtrate was concentrated under reduced pressure. The resulting crude compound was purified by silica gel column chromatography eluting with 0-10% ethyl acetate in -hexane to afford 2.5 g (30% yield) of compound L31-2 as brown oil.LCMS-Condition-1 : [M + H]+= 295.05; Rt = 2.22 min?H NMR (400 MHz, DMSO-ifc) d: 7.87 (d, J= 8.31 Hz, 1H), 7.15-7.20 (m, 2H), 7.08 (d, J = 8.31 Hz, 2H), 6.89-6.94 (m, 2H), 3.84 (s, 3H), 3.80 (dd, = 4.89, 11.25 Hz, 1H), 3.02-3.13 (m, 1H), 2.82-2.98 (m, 2H), 2.20-2.36 (m, 2H), 1.20 (d, J= 6.85 Hz, 6H).

Statistics shows that 1-Bromo-4-isopropylbenzene is playing an increasingly important role. we look forward to future research findings about 586-61-8.

Reference:
Patent; RADIUS PHARMACEUTICALS, INC.; MILLER, Chris; (188 pag.)WO2019/144132; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 58971-11-2, name is 3-Bromophenethylamine, 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 58971-11-2, Application In Synthesis of 3-Bromophenethylamine

[00981] Example 62. Preparation of N-(6-(3-fer?-butyl-5-(2,4-dioxo-3,4-dihydropyrimidin-l(2H)-yl)-2- methoxyphenyl)-3,4-dihydroisoquinolin-2(lH)-yl)methanesulfonamide (compound IB-LO-2.43).; [00982] Part A. Preparation of N-(3-bromophenethyl)-2,2,2-trifluoroacetamide.; [00983] To a solution of 2-(3-bromophenyl)ethanamine (1Og, 50.0mmol) in dichloromethane (200ml) atO0C were added 2,6-lutidine (6.40ml, 55.0mmol) and then trifluoroacetic anhydride (7.77ml, 55.0mmol) dropwise, and the reaction was stirred at room temperature overnight. Water was added at 00C and the reaction was washed with IM HCl, H2O, and sat NaHCO3. The organic was dried overmgSO4, filtered and concentrated to provide the title compound as a tan solid (14.7g, 99%).

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

Reference:
Patent; ABBOTT LABORATORIES; WO2009/39134; (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 50548-45-3 as follows. Application In Synthesis of 1-Bromodibenzo[b,d]furan

180 g (728 mmol) of 1-bromodibenzofuran are dissolved in 1500 ml of dry THF and cooled to -78°C. 305 ml (764 mmol I 2.5 M in hexane) of n-butyllithium are added over the course of about 5 mm. at this temperature, and the mixture is subsequently stirred at -78°C for a further 2.5 h. 151 g (1456 mmol) of trimethyl borate are added as rapidly as possible at this temperature, and the reaction is slowly allowed to come to room temperature(about 18 h). The reaction solution is washed with water, and the solid which has precipitated out and the organic phase are dried azeotropically with toluene. The crude product is washed by stirring with toluene/methylene chloride at about 40°C and filtered off with suction. Yield: 146 g (690 mmol),95percent of theory.

According to the analysis of related databases, 50548-45-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK PATENT GMBH; PARHAM, Amir Hossain; JATSCH, Anja; EBERLE, Thomas; GROSSMANN, Tobias; KROEBER, Jonas Valentin; DOBELMANN-MARA, Lars; (100 pag.)WO2016/198144; (2016); 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. 268733-18-2, name is 4-Bromo-3,5-bis(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., Recommanded Product: 268733-18-2

General procedure: 4-Bromo-3,5-bis-(trifluoromethyl)aniline (616 mg, 2 mmol, 1 equiv), potassium carbonate (829 mg, 6 mmol, 3 equiv), Pd(PPh3)4 (231 mg, 0.2 mmol, 0.1 equiv), DMF (5 mL, 0.4 M) and (MeO)3B (0.28 mL, 2 mmol, 1 equiv) were added to a flask and the contents heated to 110 C overnight. The reaction solution was filtered using silica gel, Celite, and sea sand. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography (1:5 EtOAc:Hex), to give 4-methyl-3,5-bis(trifluoromethyl)aniline (760 mg, 67%). 1H NMR (300 MHz, DMSO-d6): delta 2.42 (s, 3H), 3.88 (s, 2H), 7.09 (s, 2H). This aniline was used for general procedure A (EtOAc:Hex 1:20 ? 1:10) (630 mg, 51%). Slightly brown solid. Mp 192-193 C. 1H NMR (300 MHz, DMSO-d6): delta 2.49 (s, 3H), 7.02 (d, J = 8.8 Hz, 1H), 7.47 (dd, J1 = 8.8 Hz, J2 = 2.7 Hz, 1H), 7.87 (d, J = 2.6, 1H), 8.41 (s, 2H), 10.75 (s, 1H), 11.48 (s, br, 1H). HRMS (APCI), m/z calcd for C16H10ClF6NO2-H: 396.0226, found 396.0238.

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:
Article; Lee, Ill-Young; Gruber, Todd D.; Samuels, Amanda; Yun, Minhan; Nam, Bora; Kang, Minseo; Crowley, Kathryn; Winterroth, Benjamin; Boshoff, Helena I.; Barry III, Clifton E.; Bioorganic and Medicinal Chemistry; vol. 21; 1; (2013); p. 114 – 126;,
Bromide – Wikipedia,
bromide – Wiktionary

Application 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: To a solution of compound 31 (99 mg, 0.30 mmol) in anhydrous DMF (5.0 mL) were added EDC (75 mg, 0.39 mmol) and HOBt (45 mg, 0.33 mmol) and then stirred under ice water bath for 5 min, then the selected amine (0.36 mmol) were employed to the reaction mixture for another 15 min at 0 C and stirred at room temperature for 3 h. The mixture was extracted with ethyl acetate, washed with water and brine, and then dried over anhydrous Na2SO4. The crude product was purified by column chromatography (SiO2, petroether/ethyl acetate) to afford target compounds 32-44.

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; Wu, Jing; Yu, Linxi; Yang, Feifei; Li, Jingjie; Wang, Peng; Zhou, Wenbo; Qin, Liwen; Li, Yunqi; Luo, Jian; Yi, Zhengfang; Liu, Mingyao; Chen, Yihua; European Journal of Medicinal Chemistry; vol. 80; (2014); p. 340 – 351;,
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. 4263-52-9, name is Sodium 2-bromoethanesulphonate, This compound has unique chemical properties. The synthetic route is as follows., name: Sodium 2-bromoethanesulphonate

Phosphorus pentachloride (commercially available, for example, from Aldrich) (1 1.8 g, 57 mmol) was added portionwise to stirred sodium bromoethanesulfonate (commercially available, for example, from Aldrich) (4.0 g, 19 mmol) over five minutes. When the addition was complete, the suspension was heated to 1 10 0C for 2 h before cooling to 21 0C and then pouring onto ice. The product was extracted with dichloromethane and the organic layer was washed successively with water, sodium bicarbonate and water. The organic solution was dried over magnesium sulfate and evaporated to give the title compound (3.24 g), 1H NMR delta (CDCI3) 4.12 (2H, t, J = 8 Hz), 3.79 (2H, t, J = 8 Hz).

According to the analysis of related databases, 4263-52-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/47336; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 348-57-2, A common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-difluorobenzene, molecular formula is C6H3BrF2, 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 stirred solution of 1-bromo-2,4-difluorobenzene (1.65 g, 8.57 mmol) in diethyl ether (Et2O; 10 mL) were added sequentially n-butyllithium (n-BuLi, 2.3 Molar (M) in hexane; 3.70 mL, 8.57 mmol) at -70° C. and the above ester (2.40 g, 8.57 mmol) in Et2O (5 mL) after 15 minutes (min). The reaction mixture was stirred for 1 h at -70° C., warmed to RT and stirred for another 2 h. The reaction mixture was quenched with aq NH4Cl solution and extracted with EtOAc (3.x.20 mL). The combined organic layers were washed with H2O, washed with brine, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The crude compound was purified by column chromatography (eluting with EtOAc/hexane) to afford ketone B (1.30 g, 3.73 mmol, 43percent) as a yellow liquid. 1H NMR (500 MHz, CDCl3): 88.62 (s, 1H), 8.08-8.04 (m, 2H), 7.74-7.70 (m, 1H), 7.05-6.95 (m, 1H), 6.88-6.78 (m, 1H). MS (ESI): m/z 347, 349 [(M++1)+2].

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; Viamet Pharmaceuticals, Inc.; US2012/329788; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 25121-87-3, 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 25121-87-3 as follows.

Take a 500 ml three-neck round bottom bottle and place the stirrer with the upper addition funnel.After drying, it is filled with nitrogen;First, 92 mL of lithium diisopropylamide (0.184 mol, 2.3 eq) was added at a concentration of 2M, followed by dissolving 23.841 g of compound P01 (0.08 mol, 1 eq) in 150 mL of anhydrous tetrahydrofuran in an addition funnel.And the resulting solution was added dropwise to a three-necked round bottom bottle at -78 C.After the reaction gradually returns to temperature, the reaction is continued for 18 hours;The reaction was stopped with 120 mL of saturated aqueous sodium bicarbonate solution.It was then extracted with 200 mL of ethyl acetate and repeated 3 times.The obtained extract is sequentially added with magnesium sulfate to dry, filtered and spin-dried;The crude product was purified by recrystallization from ethanol to give 22.172 g of 3,6-dibromothieno[3,2-b]thiophene (yield: 93%).

According to the analysis of related databases, 25121-87-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ningbo Lumilan New Materials Co., Ltd.; Ningbo Jizhichuang New Materials Institute Co., Ltd.; Wei Dingwei; Xie Kunshan; Ding Huanda; Chen Zhikuan; (39 pag.)CN109836436; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 31543-75-6, 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. 31543-75-6, name is 2,4-Dibromo-1-methylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2,4-Dibromotoluene (1.000 g, 4.00 mmol) and freshly purifiedNBS (0.925 g, 5.20 mmol) were solubilized in 12 mL of 1,2-dichloroethane under inert atmosphere. The solution wasrefluxed during 10 min and azobisisobuthyronitrile AIBN, 0.328 g,2.00 mmol) was added. The resulting suspension was stirred andrefluxed during 6 h. The reaction was monitored by TLC cyclohexane100%. Then, the reaction mixture was evaporated and asolution of cold cyclohexane/dichloromethane 1:1 was added toprecipitate side products (white solid). After the filtration andevaporation, the crude product (1.476 g, 4.49 mmol) was directlyused without purification.

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

Reference:
Article; Roussel, Emile; Tran-Nguyen, Viet-Khoa; Bouhedjar, Khalid; Dems, Mohamed Abdesselem; Belaidi, Amine; Matougui, Brahim; Peres, Basile; Azioune, Ammar; Renaudet, Olivier; Falson, Pierre; Boumendjel, Ahcene; European Journal of Medicinal Chemistry; vol. 184; (2019);,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 766-46-1, 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. 766-46-1, name is 2′-Bromophenylacetylene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In a 25 mL of flask, t-BuLi (2 mmol, 1.6 M in pentane) was added dropwise at -78 C to a stirred solution of o-bromoethynylbenzene (1 mmol, 181 mg) or its derivative (1 mmol) in Et2O (5 mL) and the reaction mixture was allowed to warm to room temperature. After stirring at room temperature for 1 h, S8 (0.25 mmol, 64 mg) was added and the reaction was stirred at room temperature for 2 h. The solvent of the reaction mixture was evaporated under vacuum and THF (5 ml) was added. After that, an electrophile (2 mmol) was added dropwise at room temperature. After stirring at room temperature for 1 h, the solvent of the reaction mixture was evaporated under vacuum. The residue was purified by chromatography to give products 4 and 6.

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

Reference:
Article; Wang, Zitao; Geng, Weizhi; Wang, Hanliu; Zhang, Shaoguang; Zhang, Wen-Xiong; Xi, Zhenfeng; Tetrahedron Letters; vol. 52; 51; (2011); p. 6997 – 6999;,
Bromide – Wikipedia,
bromide – Wiktionary