Category: bromides-buliding-blocks

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. 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3-Bromo-5-(trifluoromethyl)aniline

N,N-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)aniline 600 mg (2.50 mmol: 1.00 eq) of 3-ammo-5-bromo-1-trifluoromethylbenzene, then 1028 mg (12.50 mmol; 5.00 eq) of formaldehyde and finally 4 g of acetonitrile were introduced into a 50 ml round-bottomed flask. The reaction mixture was brought to 30 C. It was left for 30 min,then 314.21 mg (5.00 mmol; 2.00 eq) of sodium cyanoborohydride were added, followed, one minute later, by 900 mul of acetic acid; a strong effervescence was noted. The reaction medium was stirred at 35 C. for 3 h. Next, the initial pH of 10.9 was brought back to 7.9 by adding 1 N hydrochloric acid. ;The medium was evaporated under vacuum and then extracted four times with ether. The organic phase was dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by Hash chromatography on silica (Merck column of 30 g of SiO2 15-40 mum) with a 100% toluene eluent (liquid deposit in the eluent). The fractions containing the targeted product were combined and then evaporated under reduced pressure to give 481 mg of 3-dimethylamino-5-bromo-1-trifluoromethylbenzene in the form of a colorless liquid. Yld: 72%. 1H NMR (300 MHz, CHCl3-d) deltappm 2.98 (s, 6H) 6.78 (s, 1H) 6.93 (s, 1H) 7.04 (s, 1H).

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 54962-75-3.

Reference:
Patent; INVENTIVA; BOUBIA, Benaissa; MASSARDIER, Christine; GUILLIER, Fabrice; POUPARDIN, Olivia; TALLANDIER, Mireille; AMAUDRUT, Jerome; BONDOUX, Michel; FEENSTRA, Roelof Williem; VAN DONGEN, Maria Johana Petronella; (207 pag.)US2017/66717; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 7073-94-1, 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. 7073-94-1, name is 1-Bromo-2-isopropylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A Teflon-lined autoclave (25 mL) was charged with MeONa (1.08 g, 20.0 mmol), MeOH (10 mL), CuCl (40 mg, 0.40 mmol), HCOOMe (0.25 mL, 0.97 g/mL, 4.0 mmol), and monohaloarene (10.0 mmol) then heated to 115 C, with stirring, for 2 h. After completion of the reaction, the reactor was cooled to room temperature. The mixture was stirred for 0.5 h in the open, then concentrated to recover pure MeOH. Diethyl ether (15 mL) and dilute hydrochloric acid (1.6 M, 15 mL) were added to the residue. The mixture separated into two layers, and the aqueous phase was extracted with diethyl ether (15 mL x 3). The combined organic layers were dried over anhydrous Na2SO4 and concentrated to give a residue which was purified by column chromatography on silica gel (mobile phase: petroleum ether-ethyl acetate 15:1) to furnish 1 (conversion and selectivity were determined by GC-MS analysis). The purity of the recovered MeOH was measured as more than 99 % by GC, and the water content of the recovered MeOH was measured as less than 0.12 % by use of the Karl Fischer method.

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, 1-Bromo-2-isopropylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Guo, Ying; Ji, Si-Zhe; Chen, Cheng; Liu, Hong-Wei; Zhao, Jian-Hong; Zheng, Yu-Lin; Ji, Ya-Fei; Research on Chemical Intermediates; vol. 41; 11; (2015); p. 8651 – 8664;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 6627-78-7,Some common heterocyclic compound, 6627-78-7, name is 1-Bromo-4-methylnaphthalene, molecular formula is C11H9Br, 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.

Freshly crystalized BS (13.84 g, 77.80 mmol, 1.2 eq) was added to the solution of 1- bromo-4-methylnaphthalene (15.0 g, 67.84 mmol, 1.0 eq) and AIBN (1.11 g, 6.78 mmol, 0.1 eq) in carbon tetrachloride (150 mL) and the mixture was stirred at 80 C for 16 h under nitrogen atmosphere. After complete consumption of starting material, water was added to the reaction mixture and extracted with DCM. The organic layer was washed with water followed by brine, dried over anhydrous sodium sulfate, filtered, and the solvent evaporated from the filtrated under reduced pressure to obtain l-bromo-4-(bromomethyl)naphthalene. LCMS: Purity 96.83%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-4-methylnaphthalene, its application will become more common.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; PANDEY, Anjali; BOWERS, Simeon; BARTA, Thomas E.; BOURNE, Jonathan William; (208 pag.)WO2017/147328; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1252934-30-7,Some common heterocyclic compound, 1252934-30-7, name is 3-(Bromomethyl)-1,1-difluorocyclobutane, molecular formula is C5H7BrF2, 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.

3 -(Bromomethyl)- 1,1 -difluoro-cyclobutane (505 mg, 2.73 mmol) was added dropwisc over 15 mm, to a mixture of tert-butyl 4,6-dihydro-2H-pyrrolo[3,4- c]pyrazole-5-carboxylate (560 mg, 2.67 mmol), cesium carbonate (1.39 g, 4.28 mmol) and DMF (5 mL) at 0 C. The reaction mixture was allowed to warm to ambient temperature and stirred for 18 h. The solvent was concentrated and the material was partitioned betweenwater (50 mL) and EtOAc. The aqueous layer was washed with EtOAc (2 x 30 mL). The combined organic layers were washed with brine, dried (MgSO4), and the solvent was concentrated. Purification (FCC, Si02 using ether) provided the title compound (344 mg, 41%). ?H NMR (300 MHz, CDC13) 3 = 7.10 (d, J = 10.0 Hz, 1H), 4.50 -4.37 (m, 4H), 4.18 (d, J = 5.5 Hz, 2H), 2.78-2.56 (m, 3H), 2.47-2.25 (m, 2H), 1.50 (s, 9H); [M+H] = 314.26.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(Bromomethyl)-1,1-difluorocyclobutane, its application will become more common.

Reference:
Patent; DART NEUROSCIENCE, LLC; BASINGER, Jillian; BOOKSER, Brett; CHEN, Mi; CHUNG, DeMichael; GUPTA, Varsha; HUDSON, Andrew; KAPLAN, Alan; NA, James; RENICK, Joel; SANTORA, Vincent; WO2015/164520; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 656-64-4, 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. 656-64-4, name is 3-Bromo-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

Step 1: N-(3-Bromo-4-fluoro-ph nyl)-2-hydroxyimino-acetamideTo a 500 mL round bottom flask, 3-bromo-4-fluoraniline (5 g, 0.0261 mol), water (300 mL), chloral hydrate (5.19 g, 0.0314 mol), hydroxylamine hydrochloride (5.8 g, 0.0835 mol) and sodium sulfate (25 g) were added. To this reaction mixture, cone. HCl (7.5 mL) was slowly added. The reaction mixture was stirred at 90 C for 3 h. The precipitate was formed and was collected by filtration. The solid was dried to get the title compound (4.2 g, 61%). 1H NMR (300 MHz, DMSO-d6): delta 12.28 (s, 1H), 10.51 (s, 1H), 8.12 (dd, J = 2.4 Hz, J = 2.7 Hz, 1H), 7.68 (m, 2H),7.36 (t, J = 8.7 Hz, 1H); LC-MS (ESI): Calculated mass: 260.0; Observed mass: 259.0 [M-H]+ (RT: 0.88 min).

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-4-fluoroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ENDO PHARMACEUTICALS INC.; SMITH, Roger, Astbury; THOMPSON, Scott, Kevin; HOSAHALLI, Subramanya; BEJUGAM, Mallesham; NANDURI, Srinivas; PANIGRAHI, Sunil, Kumar; MAHALINGAM, Natarajan; WO2012/58671; (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. 3344-70-5, name is 1,12-Dibromododecane, A new synthetic method of this compound is introduced below., Recommanded Product: 1,12-Dibromododecane

General procedure: Finelyground KOH (2.24 g, 40 mmol) was added to a solution of3,5-dimethylpyrazole (1.92 g, 20 mmol) in DMSO (10 ml).The suspension was thoroughly stirred for 30 min at 80°.Then a solution of 1,4-dibromobutane (2.16 g, 1.21 ml,10 mmol) in DMSO (10 ml) was added dropwise over30 min, while cooling the reaction mixture with water.After finishing the addition of dibrom derivative, stirringand heating at 80° were continued for additional 4 h, andthe reaction mixture was then poured into water (200 ml).The white precipitate that formed was filtered off, washedwith water, and dried.

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; Zatonskaya, Lina V.; Schepetkin, Igor A.; Petrenko, Tatiana V.; Ogorodnikov, Vladimir D.; Khlebnikov, Andrei I.; Potapov, Andrei S.; Chemistry of Heterocyclic Compounds; vol. 52; 6; (2016); p. 388 – 401; Khim. Geterotsikl. Soedin.; vol. 52; 6; (2016); p. 388 – 401,14;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 10485-09-3, A common heterocyclic compound, 10485-09-3, name is 2-Bromoindene, molecular formula is C9H7Br, 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.

Preparation of 2-Propylindene To an oven-dried 250 mL round bottom flask containing a magnetic stir bar and equipped with a reflux condenser and vacuum adapter was added 2-bromoindene (15.0 g, 76.9 mmol) and Ni(dppp)Cl2 (0.42 g, 0.77 mmol) (dppp=1,3-bis(diphenyl-phosphino)propane). The flask was stoppered and evacuated. Deoxygenated anhydrous diethyl ether (150 mL) was added via cannula under argon at -78 C. The reaction was stirred under argon without exterior cooling as 42 mL of a 2.0 M propylmagnesium chloride in ether solution was added via syringe (84 mmol propylmagnesium chloride). The reaction was placed in a dry ice/acetone bath when a vigorous reflux was achieved. The dry ice/acetone bath was removed after 2 minutes, and the reaction was stirred at room temperature under argon for 90 minutes. The reaction was carefully poured into water and 10 weight percent aqueous HCl was added until the mixture was acidic. The mixture was extracted with ether (3*200 mL), and the combined organic layers were washed with water (1*250 mL), with aqueous sodium bicarbonate (1*250 mL), and with aqueous saturated sodium chloride solution (1*250 mL). Drying over anhydrous sodium sulfate followed by filtration and solvent removal yielded 12.14 g (99.7 percent) of the desired product. 1 H NMR (300 MHz, CDCl3, TMS): delta7.4-7.0 (m, 4H), 6.48 (s, 1H), 3.26 (s, 2H), 2.43 (t, 3 JHH =7.4 Hz, 2H), 1.61 (s, 3 JHH =7.4 Hz, 2H), 0.96 (t, 3 JHH =7.4 Hz, 3H). 13 C NMR (75 MHz, CDCl3), delta150.17, 145.46, 142.83, 126.03, 125.96, 123.30, 123.10, 119.64, 40.81, 33.23, 22.15, 13.95. GC-MS: Calculated for C12 H14 158.11, found 158.05.

The synthetic route of 10485-09-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Dow Chemical Company; US6015868; (2000); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 33070-32-5, These common heterocyclic compound, 33070-32-5, name is 5-Bromo-2,2-difluorobenzodioxole, 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 B: 3-(2.2-Difluoro-benzo? .31dioxol-5-ylmethyl)-pyrrolidine-1 – carboxylic acid tert-butyl ester. A stream of N2 was bubbled through neat 3- methylene pyrrolidine-1 -carboxylic acid te/t-butyl ester (792 mg, 4.33 mmol) for 15 min before charging the flask with 9-BBN (0.5 M in THF, 8.8 ml_). The reaction mixture was heated at reflux for 2.5 h; then cooled to rt. The resultant mixture was then added, via cannula, to a preformed solution consisting of 5-bromo-2,2-difluoro-1 ,3-benzodioxole (1.01 g, 4.24 mmol), Pd(dppf)CI2»CH2CI2 (92 mg), and potassium carbonate (760 mg, 5.50 mmol) in DMF/H2O (10 mL/1 ml_). The reaction mixture was heated at 60 0C for 18 h, cooled to rt and poured into water. The pH of the mixture was adjusted to 11 with NaOH (1 N), and extracted with EtOAc (3x). The organic layers were combined, dried (Na2SO4), and concentrated. The crude residue was purified (FCC) to give the title compound (1.4 g, 94%).

The synthetic route of 33070-32-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BREITENBUCHER, Guy, J.; TICHENOR, Mark, S.; MERIT, Jeffrey, E.; HAWRYLUK, Natalie, A.; CHAMBERS, Alison, L.; KEITH, John, M.; WO2010/141809; (2010); 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. 656-64-4, name is 3-Bromo-4-fluoroaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 656-64-4

A solution of DCl (10 mmol) was added dropwise to a solution of 3-bromo-4-fluoroaniline (1.8 g, 10 mmol) in diethyl ether (10 mL) at 0C, and stirred at room temperature for 20 minutes. After a solid appeared, it was filtered andwashed with diethyl ether to give 1.9 g solid. 20 mL of deuterated water was added and the reaction was reacted undermicrowave at 150C for 1 hour. The reaction mixture was cooled to room temperature, neutralized with saturated sodiumbicarbonate solution, and extracted with dichloromethane. The organic phase was collected to obtain 1.2 g of a yellowsolid with a yield of 67%. LC-MS (APCI): m/z = 192.0 (M+1)+; 1H NMR (300 MHz, DMSO-d6) (delta/ppm) 6.98 (d, J = 9.0Hz, 1H), 5.20 (br s, 2H).

The synthetic route of 656-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen Targetrx, Inc.; WANG, Yihan; LI, Huanyin; (30 pag.)EP3398942; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 937046-98-5, A common heterocyclic compound, 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, molecular formula is C6H5BrN4, 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.

7-Bromo-pyrrolo[2,1-f]triazine-4-ylamine 3 (2.78 gm, 1.1 equiv 13.2 mmol, prepared according to WO2007056170) was suspended in anhydrous THF (70 mL). Under inert atmosphere, 1,1,4,4-tetramethyl-1,4-dichlorodisilyethylene (2.83 gm, 1,1 equiv, 13.2 mmol) was added along with sodium hydride (1.05 gm, 26.3 mmol, 2.2 equiv) was added and the mixture was stirred for 20 min at room temperature. The reaction was then cooled to -78 C before n-BuLi (27.4 mL, 43.89 mmol, 1.6 M in Hexanes) slowly over 5 min. The reaction was allowed to stir for a further 15 min before lactone 4 (dissolved in 3 mL was added dropwise). When the reaction was complete by LCMS, the reaction was quenched with acetic acid. The reaction was concentrated in vacuo before being diluted in EtOAc and washing with water, saturated NH4Cl and brine. The organic layers were dried over MgSO4, filtered and concentrated in vacuo. The material was purified by silica chromatography (0-50% EtOAc/Hexanes) provided a 3:1 mixture of 5 anomers. 4.38 gm (y. 60%) of a white solid was obtained.1H NMR (400 MHz) (CD3)2CO 8.00 (s, 1H), 7.30-7.47 (m, 15H), 7.20 (d, 8.4 Hz, 1H), 6.87 (d, 8.4 Hz, 1H), 5.40 (d, 8.2 Hz, 1H), 4.65-4.4.0 (m, 3 H), 3.65 (dd, 8.8, 4.3.2, 1 H), 3.55 (dd, 8.8, 4.3.2, 1 H) LC-MS (m/z 553.01, M+H+).

The synthetic route of 937046-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Metobo, Sammy E.; Xu, Jie; Saunders, Oliver L.; Butler, Thomas; Aktoudianakis, Evangelos; Cho, Aesop; Kim, Choung U.; Tetrahedron Letters; vol. 53; 5; (2012); p. 484 – 486;,
Bromide – Wikipedia,
bromide – Wiktionary