Author: Jessica.F

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

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

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

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

Synthetic Route of 53078-85-6, 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. 53078-85-6, name is 2-Bromo-5-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of compound 36b (3.3 g, 17.7 mmol), glycerin (3.3 g, 35.5 mmol), nitrobenzene (2.2 g, 17.7 mmol) and 75% aqueous sulfuric acid (10 ml_, 138 mmol) is stirred at 1500C for 3 h (mixture turns black and viscous). The reaction mixture is cooled down, poured into 200 ml. ice-water and 10 N aqueous NaOH is added (30 ml_, 300 mmol). The black mixture is then shaken with 100 ml. EtOAc and is centrifuged in 50 ml_ portions. The upper EtOAc layers are combined and the bottom aqueous layers containing the black tar are shaken with EtOAc and re-centrifuged. All EtOAc extracts are combined, washed with brine, dried over Na2SO4, filtered and concentrated under vacuum to give 4.8 g of a brown-red oil. This material is chromatographed on 80 g silica gel column (CombiFlash Companion apparatus, hexanes-EtOAc gradient). The fractions containing the compound are concentrated under vacuum to afford compound 36c as a white solid (3.26 g, 83% yield).

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-5-methylaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; WO2009/62308; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 51376-06-8, name is 5-Bromobenzo[c][1,2,5]oxadiazole, 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 51376-06-8, Quality Control of 5-Bromobenzo[c][1,2,5]oxadiazole

5-Bromo-2,1,3-benzoxadiazole (10 g, 50.3 mmol) was dissolved in toluene (300 ml) and added Lithium chloride (6.4 g, 150 mmol), Pd(Ph3P)4 (2.90 g, 2.50 mmol), and allyl tributyltin (19 ml, 60 mmol). The reaction mixture was degassed and refluxed under N2 for 3 hrs. It was cooled and poured into water then extracted with ethyl acetate. The organic layer was washed with brine 1x, dried and evaporated to dryness. The residue was chromatographed through 120g ISCO Redi-Sep columns and eluted with 0-10% ethyl acetate / hexane to yield 5-allyl-2,1,3-benzoxadiazole. 1H-NMR (500 MHz, DMSO): delta ppm 7.96 (d, J=9.1 Hz, 1H), 7.44(d, J= 9.1 Hz, 2H), 5.95-6.04 (m, 1H), 5.17 (d, J=14.7Hz, 1H), 5.15 (d, J=8.9Hz, 1H), 3.50 (d, J= 6.7Hz, 2H)

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, 5-Bromobenzo[c][1,2,5]oxadiazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Sharp & Dohme Corp.; TANG, Haifeng; PASTERNAK, Alexander; YANG, Lihu; WALSH, Shawn, P.; PIO, Barbara; SHAHRIPOUR, Aurash; TEUMELSAN, Nardos; (111 pag.)EP2632465; (2015); B1;,
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. 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

In a 3 L four-necked flask purged with nitrogen, 148.3 g of 4-pentylphenylboronic acid, 102 g of 1-bromo-2,3-difluorobenzene, 5.56 g of tetrakistriphenylphosphine palladium (0) complex and 270 g of hydrogen carbonate Sodium and 750 ml of N, N-dimethylacetamide were added, and the mixture was stirred at 100 ° C. for 8 hours. The completion of the reaction was confirmed with a gas chromatograph (GC), and the system was cooled to room temperature. 1 L of water was added to the reaction system and stirring was carried out, 1 L of heptane was added thereto, and the mixture was vigorously stirred. The organic layer was separated and then extracted twice with 1 L of heptane. After washing the obtained heptane solution twice with 300 ml of water, the solvent was distilled off, and purification was carried out using 250 g of silica gel using heptane as a solvent, to obtain 100 g of the desired product as a colorless transparent liquid . Yield 72.8percent. GC purity 97.7percent. M + 260.

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; DIC CORPORATION; KUSUMOTO, TETSUO; AOKI, YOSHIO; (47 pag.)JP6136589; (2017); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

698-19-1, name is 1-(2-Bromophenyl)-N-methylmethanamine, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 698-19-1

General procedure: To an oven dried Schlenk tube, were added amine 2 (1 mmol) and alkyl (ethyl or methyl or tert-butyl) acrylate (5 mmol) at room temperature under nitrogen atmosphere. The reaction mixture was stirred at 110 C in an oil bath, for 24 h (in case of methyl as well as ethyl acrylates) and for 48 h (in case of tert-butyl acrylate). Progress of the Michael addition was monitored by TLC. The reaction mixture was allowed to attain room temperature, and excess of alkyl acrylate was removed under vacuum (10-2 mbar). To the resultant reaction intermediate (i.e., Michael addition product 3) at room temperature, were added Pd(OAc)2 (10 mol %), PPh3 (20 mol %), and Cs2CO3 (2 mmol) followed by toluene (3 mL) under nitrogen atmosphere. The reaction mixture was then allowed to stir at 80 C for 24 h (in case of 4a-c and 4f), 36 h (in case of 4d, 4e, 4g, 4i, 4j and 4l-n), and 48 h (in case of 4h and 4k) in an oil bath and the progress was monitored by TLC. The mixture was cooled to room temperature, treated with aqueous NH4Cl solution and then extracted with ethyl acetate (3×15 mL). The organic layer was washed with saturated NaCl solution, dried (Na2SO4), and filtered. Evaporation of the solvent under reduced pressure and purification of the crude material by silica gel column chromatography (petroleum ether/ethyl acetate) furnished the tetrahydroisoquinoline 4 (70-85%).

The synthetic route of 698-19-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Reddy, Alavala Gopi Krishna; Satyanarayana, Gedu; Tetrahedron; vol. 68; 38; (2012); p. 8003 – 8010;,
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 626-88-0 as follows. category: bromides-buliding-blocks

Example 271 N-(1H-5-Indazolyl)-N-[1-(4-methylpentyl)-4-piperidyl]amine 4-Piperidone hydrochloride monohydrate (768 mg) and potassium carbonate (1.38 g) were dissolved in anhydrous N,N-dimethylformamide (10 ml), and 1-bromo-4-methylpentane (603 mg) was added dropwise to the solution at room temperature. The reaction solution was stirred at room temperature for 18 hr. Ethyl acetate was then added thereto, and the mixture was washed with water and saturated brine and was dried over anhydrous sodium sulfate. The organic layer was concentrated under the reduced pressure to give an intermediate. This intermediate (766 mg) was dissolved in titanium tetraisopropoxide (3.8 ml). 5-Aminoindazole (445 mg) was added to the solution, and the mixture was stirred at room temperature for 18 hr. Methanol (3.8 ml) and sodium borohydride (79 mg) were added to the reaction solution, and the mixture was stirred for 18 hr. The reaction solution was diluted with ethyl acetate (40 ml), and a minor amount of water was added thereto, and the mixture was then filtered under the reduced pressure. The filtrate was concentrated under the reduced pressure, and the residue was purified by column chromatography on silica gel [chloroform/methanol] to give the title compound (200 mg, yield 13.3%). 1H-NMR (CDCl3, 400 MHz): 0.89 (d, J = 6.6 Hz, 6H), 1.15 – 1.26 (m, 2H), 1.49 – 1.59 (m, 5H), 2.07 – 2.23 (m, 1H), 2.35 – 2.39 (m, 2H), 2.90 – 3.00 (m, 2H), 3.29 – 3.38 (m, 1H), 6.80 – 6.82 (m, 2H), 7.26 (s, 1H), 7.88 (s, 1H) Mass spectrum (ESI-MS, m/z): 301 (M++1), 299 (M+-1)

According to the analysis of related databases, 626-88-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1256574; (2002); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 54962-75-3,Some common heterocyclic compound, 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, molecular formula is C7H5BrF3N, 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 3-amino-5-bromo-benzotrifluoride (1.0 g) in degassed (argon) tetrahydrofuran (2 mL) is added bis-(tri-o-tolylphosphino)palladium (0.15 g), a solution of dimethylamine in tetra-hydrofuran (2M, 4.2 mL), and a solution of lithium bis(trimethylsilyl)amide in tetrahydrofuran (1M, 10.4 mL). The reaction mixture is heated in a sealed vessel to 100C for approximately 2.5 hours to complete the reaction. The mixture is then cooled to room temperature, quenched by addition of water, and diluted with ethyl acetate. The product is extracted three times into 5% aqueous hydrochloric acid, and pooled acidic extracts are then basified with cooling by addition of 5N aqueous sodium hydroxide. This basic solution is then extracted with ethyl acetate, and these pooled organic extracts are washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and evaporated to dryness under reduced pressure. The resulting residue is chromatographed over silica gel (20-30% ethyl acetate in hexanes is used as the eluant) to provide the desired product as a slightly tinted solid.

The synthetic route of 54962-75-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; EP1137645; (2004); B1;,
Bromide – Wikipedia,
bromide – Wiktionary