Category: bromides-buliding-blocks

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. 4117-09-3, name is 7-Bromo-1-heptene, A new synthetic method of this compound is introduced below., Recommanded Product: 7-Bromo-1-heptene

Take N-(1-adamantane)-3-indolecarboxamide (322 mg, 1.10 mmol)In dimethylformamide (5ml),Sodium hydride (88 mg, 2.20 mmol) was slowly added under ice-water bath.After the absence of bubbles, 7-bromo-1-heptene (244 mg, 1.30 mmol) was added.After 30 min reaction, the intermediate (7-(3-((1-adamantamine) formyl))-indolyl)heptene (187 mg, 44%) was obtained.

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; East China Normal University; Shanghai Bangyao Biological Technology Co., Ltd.; Zhang Hankun; Pang Xiufeng; Liu Mingyao; Jiang Beier; Liu Zhitao; Yu Weiwei; Liang Qiuwen; (41 pag.)CN109879790; (2019); A;,
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. 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

116.05g trifluorobromobenzene and 400ml tetrahydrofuran were added to a clean flask. The resulting mixture was cooled to -10 to -5C, and then 864ml (0.7mol) methyl magnesium bromide was added thereto dropwisely. The mixture was stirred for 1 hour for use. 23.5g (S)-methyl 3-(benzyloxycarbonylamino)-4-oxo n-butyrate was dissolved in 300ml THF, and added dropwisely to the mixture mentioned above and kept at this temperature for 3 hours after completion of the addition. 400ml solution of ammonium chloride was added dropwisely. Layers were separated. The aqueous layer was extracted with tetrahydrofuran (200ml X 2). The organic layer was dried and concentrated to get 31.4g (3S)-methyl 3-(benzyloxycarbonylamino)-4-hydroxy-4-(2,4,5-trifluorophenyl) butyrate (yield: 78.5%).

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Jiuzhou Pharmaceutical Co., Ltd.; EP2481722; (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. 6274-57-3, name is 1-(4-Bromophenyl)-N,N-dimethylmethanamine, A new synthetic method of this compound is introduced below., SDS of cas: 6274-57-3

To a solution of (4-bromophenyl)-N,N-dimethylmethanamine (4.26 g, 20.00 mmol, 1.00 equiv) in tetrahydrofuran (60 mL) maintained under nitrogen at -78C was added in 30 min a 2.5M solution of n-butyllithium (8.8 mL, 1.10 equiv) in hexane dropwise with stirring. The resulting solution was stirred at -78C for 2 h. Sulfur dioxide gas was then bubbled into the solution at -78C for 1 h. Ether (200 mL) was added and the precipitate was collected by filtration. The solid was washed with ether and dried in vacuum to give 4 g (98%) of lithium 4-((dimethylamino)methyl)benzenesulfinate as a yellow solid.

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; THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLAND UNISERVICES LIMITED; RUGA CORPORATION; GIACCA, Amato; LAI, Edwin; RAZORENOVA, Olga; CHAN, Denise; HAY, Michael, Patrick; BONNET, Muriel; SUN, Connie; TABIBIAZAR, Ray; YUEN, Po-wai; WO2013/155338; (2013); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 57946-63-1, 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 57946-63-1 as follows.

EXAMPLE 6 4-(2-Bromo-4-trifluoromethyl-phenylcarbamoyl)-piperidine-1-carboxylic acid tert-butyl ester Piperidine-1,4-dicarboxylic acid mono-tert-butyl ester (4.90 g, 21.00 mmol) was dissolved in dry methylene chloride (30 mL) and dry pyridine (4.30 mL). To the reaction mixture was then added thionyl chloride (3.00 g, 25.20 mmol) under nitrogen atmosphere and the reaction mixture was stirred at room temperature for 30 minutes. To the reaction mixture was then added successively, under nitrogen atmosphere, 2-bromo-4-trifluoromethyl-phenylamine (5.60 g, 23.50 mmol), dry triethylamine (7.43 g, 73.5 mmol), dry methylene chloride (38 mL), 4-(dimethylamino)pyridine (0.26 g, 2.18 mmol) and the reaction mixture was stirred at room temperature for 24 hours. The reaction mixture was then partitioned with aqueous 2N HCl and tert-butyl methyl ether. The organic layer was washed with aqueous 2N HCl, aqueous NaHCO3, brine, dried with Na2SO4, filtered and the solvent evaporated in vacuo to yield a crude oil. The crude oil was purified via flash chromatography (30percent ethyl acetate/hexanes) to yield the title compound as an oil. 1H NMR (300 MHz, CDCl3) delta 8.5 (1H, d, J=9 Hz), 7.6 (1H, bs) 7.5 (1H, d, J=7.0 Hz), 7.3 (1H, d, J=8 Hz), 4.18 (2H, m), 2.8 (2H, m), 1.9 (2H, d), 1.8 (2H, m), 1.47 (9H, s) MS (ES+) m/z 475.0 (MNa)+

According to the analysis of related databases, 57946-63-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Battista, Kathleen A.; Bignan, Gilles C.; Connolly, Peter J.; Liu, Jessica J.; Middleton, Steven A.; Orsini, Michael J.; US2007/112016; (2007); 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. 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 22385-77-9

The title compound 1e was prepared according to a proceduredescribed by Zhu et al.31 Where 1-bromo-3,5-di-tert-butylbenzene(2.50 g, 9.30 mmol), CuI (0.177 g, 0.93 mmol), NaN3 (1.21 g,18.57 mmol), l-proline (0.321 g, 2.74 mmol) and NaOH (0.11 g,2.79 mmol) were added to EtOH:H2O (7:3, 20 mL) and heated to95 C in a sealed tube for 23 h. The reaction mixture was thenadded water (30 mL) and extracted with EtOAc (3 30 mL). Dryingover MgSO4 and evaporation under reduced pressure yielded a yellowoil, which then was purified using flash column chromatography(pentane), affording 1e as a colorless oil (0.725 g, 3.13 mmol,34percent). 1H NMR spectra coincided with previously reported data.441H NMR (400 MHz, CDCl3): d 7.20 (t, 1H, J = 1.5 Hz, HPh-4), 6.86(d, 2H, J = 1.6 Hz, HPh-2 and HPh-6), 1.31 (s, 18H, 2 t-Bu).

The synthetic route of 22385-77-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bakka, Thomas A.; Str°m, Morten B.; Andersen, Jeanette H.; Gautun, Odd R.; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5380 – 5395;,
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. 615-59-8, name is 1,4-Dibromo-2-methylbenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H6Br2

In a dry 500ml round-bottomed flask (equipped with a water-cooled condenser, a gas outlet, and a stir bar) palladium acetate (0.449g, 2.00mmol), tri(o-tolyl)phosphine (1.22g, 4.00mmol), and potassium tert-butoxide (1 1 .2g, lOOmmol) were combined. The apparatus was sealed, purged with nitrogen, and 60mL anhydrous toluene was added. To the resulting suspension 3-S-methylmorpholine (4.04g, 40.0mrnoi), and 2,5-dibromotoluene (12.5g,

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; ATHENEX, INC.; SMOLINSKI, Michael P.; NASIEF ABDEL-SAYED, Nader N.; HANGAUER, JR., David G.; (197 pag.)WO2018/31988; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 51437-00-4, The chemical industry reduces the impact on the environment during synthesis 51437-00-4, name is 4-Bromo-1-fluoro-2-methylbenzene, I believe this compound will play a more active role in future production and life.

To a stirred solution of di-isopropyl amine (4.01 g, 39.88 mmol) in THF (20 mL) was added n-butyl lithium (1.6 M in hexane) (19.9 mL, 31.91 mmol) at -78 C. slowly dropwise over the period of 10 min, the reaction mixture was stirred at -78 C. for 30 min. A solution of 4-bromo-1-fluoro-2-methylbenzene (5.0 g, 26.6 mmol) in THF (30.0 mL) was added at -78 C., and the reaction mixture was stirred for 1 h at the same temperature. DMF (5.0 mL) was added and stirred at -78 C. for another 30 min. The reaction was monitored by TLC; then the reaction mixture was quenched with 1N HCl solution (aq) at 0 C. The aqueous layer was extracted with diethyl ether, washed with water and saturated brine solution. The combined organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to obtain the crude compound purified by flash column chromatography (SiO2, 100-200 mesh; eluting with 5% ethyl acetate/pet ether) to afford the title compound as a white solid (3.6 g, 64%); mp 48-50 C.: 1H NMR (400 MHz, CDCl3) delta 8.33 (s, 1H), 8.22 (s, 1H), 7.67 (s, 1H), 7.60 (s, 1H), 6.75 (dd, J=17.6, 10.8 Hz, 1H), 5.92 (dd, J=17.6, 10.8 Hz, 1H), 5.52 (d, J=17.6 Hz, 1H), 2.21 (s, 3H); ESIMS m/z 211.35 ([M-H]-).

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, 4-Bromo-1-fluoro-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dow AgroSciences LLC; Lo, William C.; Hunter, James E.; Watson, Gerald B.; Patny, Akshay; Iyer, Pravin S.; Boruwa, Joshodeep; US2014/171312; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 3814-30-0,Some common heterocyclic compound, 3814-30-0, name is (Bromomethyl)cyclopentane, molecular formula is C6H11Br, 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 2: To a suspension of 6-(4-methylbenzyl)-3-(tetrahydro-2H-pyran-4-yl)- [1 ,2,4]triazolo[4,3-a]pyrazin-8(7H)-one (150 mg, 462.42 micromol) in anhydrous DMF (5 ml_) was added (bromomethyl)cyclopentane (91 mg, 554.90 micromol) and K2CO3 (96 mg, 693.63 micromol). The mixture was heated at 60C for 12 h. LCMS showed 44% of desired product. The mixture was concentrated and the residue was dissolved in DCM (20 ml_) and H2O (20 ml_). The aqueous layer was extracted with DCM (20 ml_). The combined organics were washed with H2O (20 ml_), dried over Na2SO4, filtered, concentrated and purified by preparative HPLC (base) to give 7- (cyclopentylmethyl)-6-(4-methylbenzyl)-3-(tetrahydro-2H-pyran-4-yl)- [1 ,2,4]triazolo[4,3-a]pyrazin-8(7H)-one (47.00 mg, 24.74% yield) . 1H NMR (CDCI3 varian 400): 5 7.17 (d, J=7.6 Hz, 2H), 7.03 (d, J=8.0 Hz, 2H), 6.65 (s, 1 H), 4.1 1 -4.08 (m, 2H), 3.90-3.86 (m, 4H), 3.56-3.51 (m, 2H), 3.12-3.09 (m, 1 H), 2.34 (s, 3H), 2.35- 2.25 (m, 1 H), 2.16-2.13 (m, 2H), 1 .92-1 .89 (m, 2H), 1 .67-1 .63 (m, 4H), 1 .53-1 .51 (m, 2H), 1 .31 -1 .26 (m, 2H). LC-MS: tR = 2.95 min (METHOD 3), m/z = 407.2 [M + H]+

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

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; JESSING, Mikkel; (126 pag.)WO2016/55618; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 58534-95-5, 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. 58534-95-5 name is 3-Bromo-2-fluoroaniline, 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.

General procedure: A 100 mL round bottom flask equipped with a stirbar and condenser was charged with 3-bromo-2-methylaniline (2.74 ml, 22.25 mmol), sodium 3-nitrobenzenesulfonate (8.93 g, 39.7 mmol), and 2-methylpropane-1,2,3-triol (6.61 g, 62.3 mmol). The mixture was then taken up in water (3.85 mL) and then carefully treated with concentrated sulfuric acid (7.12 mL). The reaction mixture was then heated to 150 C with stirring. After reaching 140 C the reaction was stopped and all glassware was washed alternatingly with 1 N aq sodium hydroxide and dichloromethane to 250 mL total volume into a 400 mL beaker equipped with a stirbar. The aqueous layer was adjusted to pH 8 with SN aq sodium hydroxide and the mixture stirred for ~1 h. The mixture wastransferred to a 1 L separatory funnel, diluted with ~400 mL dichloromethane, and the layers were separated. The resulting emulsion was treated with ~200 mL saturated brine and allowed to sit overnight to separate the layers. The organic layer was isolated and the aqueous re-extracted with an additional quantity of dichloromethane. The organics were then pooled, dried over sodium sulfate, filtered, and concentrated to a residue. Theresidue was purified by flash chromatography (15-65% dichloromethane:hexanes). Fractions containing the desired material were pooled and concentrated to a residue. The residue was then taken up in dichloromethane and extracted repeatedly with 1 N aq hydrochloric acid. The organic layer was isolated and the aqueous re-extracted with an additional portion of dichloromethane. The organics were then pooled, dried oversodium sulfate, filtered, and concentrated to afford the title compound as a light orange solid (0.995 g, 4.00 mmol, 18% yield). Following the procedure described in Example 15a using 3-bromo-2-fluoroanilineand propane-1,2,3-triol afforded the title compound as a solid (75%). 1H NMR (400 MHz,dichloromethane-d2) ppm 7.44 – 7.53 (m, 2H) 7.61 (dd, J=8.84, 6.06 Hz, 1H) 8.15 (dt,J=8.34, 1 .52 Hz, 1H) 8.92 (dd, J=4.29, 1.52 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-2-fluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE LLC; MOORE, Michael, Lee; PARRISH, Cynthia, Ann; SQUIRE, Michael, Damien; WO2013/52716; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 51554-93-9,Some common heterocyclic compound, 51554-93-9, name is 1-Bromo-4-octylbenzene, molecular formula is C14H21Br, 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 the solution of 1 -bromo-4-octylbenzene (3.733 g; 12.48 mmol;) in dry THF (20.0 cm3) at -78 C was added n-BuLi (5.0 cm3; 12.5 mmol). The mixture was stirred at -78 C for 2 hours to yield a pale-yellow clear solution. The solid of diethyl 2,5-di(thieno[3,2-b]thiophen-2-yl)terephthatate (3) (1.30 g; 2.60 mmol) was added in one portion and the mixture (a yellow suspension) was stirred at -78 C for 20 minutes. The cooling bath was removed and the mixture was stirred at 22 C for 50 hours to yield a deep yellow clear solution. Saturated ammonium chloride solution (50 cm3) was added and the mixture was stirred for 15 minutes. The orange oil was taken into diethyl ether (2 x 50 cm3). The solvent was concentrated till a yellow solid started crashing out. Methanol (50 cm3) was added to the residue and the precipitate was collected by suction filtration and washed with methanol.The solid was dissolved in dry DCM (50 cm3) andBF3 etherate (1.0 cm3; 8.10 mmol) was added. The blue clear solution was stirred at 22 C for 1 hour followed by the addition of methanol (150 cm3). The yellow precipitate was suction filtered off and washed with methanol. The solid was further purified by flash column chromatography on silica (9:1 petroleum ether 40- 60-chloroform) to yield the productas a bright-yellow solid (1.06 g, 36%). *H-NMR (CDCI3, 300 MHz): delta= 0.86 (t, J = 6.7 Hz, 6H), 1.25 (m, 20H), 1.58 (m, 4H), 2.54 (t, J = 7.8 Hz, 4H), 7.07 (d, J = 8.3 Hz, 4H), 7.18 (d, J = 8.3 Hz, 4H), 7.25 (d, J = 5.2 Hz, 1H), 7.27 (d, J = 7.2 Hz, 1H), 7.50 (s, 1H).

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-octylbenzene, its application will become more common.

Reference:
Patent; MERCK PATENT GMBH; WANG, Changsheng; TIERNEY, Steven; D’LAVARI, Mansoor; NANSON, Lana; WO2013/10614; (2013); A2;,
Bromide – Wikipedia,
bromide – Wiktionary