Month: August 2021

Reference of 327-75-3,Some common heterocyclic compound, 327-75-3, name is 1-Bromo-2,4-bis(trifluoromethyl)benzene, molecular formula is C8H3BrF6, 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 4-nitro-lH-pyrazole (2.0 g, 6.51 mmol, 1 eq) in DMF (20ml) was added K CO portion wise at 0 C and stirred for 10 minutes. l-(bromomethyl)-2,4- bis(trifluoromethyl)benzene (0.73 gm, 6.51 mmol, 1 eq) was added drop wise 0 C. The reaction mixture was allowed to stir for 1 hour at RT. Product formation was confirmed by LCMS. After completion of reaction, reaction mixture was diluted with water and extracted with ethyl acetate (100 mL X 3). Combined organic extracts were washed with water (100 mL x 4), dried over anhydrous Na2S04 and concentrated under reduced pressure to obtain 1- (2,4-bis (trifluoromethyl) benzyl)-4-nitro-lH-pyrazole (2.1 g, as white solid). LCMS: 326 [M+H]+.

The synthetic route of 327-75-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRAXIS BIOTECH LLC; ALFARO, Jennifer; BELMAR, Sebastian; NUNEZ VASQUEZ, Gonzalo Esteban; PUJALA, Brahmam; SATHE, Balaji Dashrath; BERNALES, Sebastian; CHAKRAVARTY, Sarvajit; THAKRAL, Pooja; PATIDAR, Rajesh Kumar; (344 pag.)WO2019/195810; (2019); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 68322-84-9, These common heterocyclic compound, 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, 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.

The product from Scheme 14, Step 4 (136 mg, 0.407 mmol, 1 eq), 2-bromo-1- fluoro-4-(trifluoromethyl)benzene (148 mg, 0.61 mmol, 1.5 eq), CuI (16 mg, 0.084 mmol, 0.2 eq), and Cs2CO3 (265 mg, 0.82 mmol, 2 eq) were combined in DMF (1.5 ml_) and heated for 3h at 900C. The reaction was filtered and the filtrate was partitioned between EtOAc and water. The aqueous layer was discarded, and the organic layer was washed three times more with water, was dried over anhydrous sodium sulfate, was filtered, and was evaporated to afford a crude residue. Preparative thin layer silica gel chromatography (20cmX20cm, 1000 mum, developed with 3% EtOAc in hexanes) afforded the desired product (145 mg).

Statistics shows that 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene is playing an increasingly important role. we look forward to future research findings about 68322-84-9.

Reference:
Patent; SCHERING CORPORATION; WO2009/140342; (2009); 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. 29086-41-7, name is 1,1-Bis(bromomethyl)cyclopropane, A new synthetic method of this compound is introduced below., Product Details of 29086-41-7

Example 1271: 5-(5-Chloro-6-(2,2,2-trifluoroethoxy)-4′-(trifluoromethyl)biphenyl-3-yl)- spiro[2,3]hexane-5-carboxylic acidStep lEthyl 5-(5-chloro-6-(2,2,2-trifluoroethoxy)-4′-(trifluoromethyl)biphenyl-3-yl)- spiro[2,3]hexane-5-carboxylateEthyl 2-(5-chloro-6-(2,2,2-trifluoroethoxy)-4′-(trifluoromethyl)biphenyl-3-yl)acetate (0.6 g, 1.36 mmol) was dissolved in anhydrous DMF (3OmL), NaH (60% wt. in paraffin oil, 0.136 g, 3.4 mmol) was added at 00C. The reaction mixture was stirred for 30 min at room temperature and l,l-bis(bromomethyl)cyclopropane (0.482 g, 1.4 mmol, for preparation see J. Org. Chem 1993, 58, 4122-26) was added drop wise at 0 0C. The reaction mixture was stirred an additional Ih at 0 0C and saturated NH4CI solution (1OmL) was added. The reaction mixture was extracted with EtOAc (3x20mL) and the combined organic phases were washed with water (3x20mL) and brine (2OmL), and dried over MgSO4. The volatiles were removed under reduced pressure and the residue was purified by flash column chromatography to yield compound ethyl 5-(5-chloro-6-(2,2,2- trifluoroethoxy)-4′-(trifluoromethyl)biphenyl-3-yl)- spiro[2,3]hexane-5-carboxylate (150 mg) as a low melting 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; ENVIVO PHARMACEUTICALS, INC.; WO2009/86277; (2009); 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. 39478-78-9, name is 5-Bromo-2-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C7H8BrN

1-(6-Acetyl-pyridin-2-yl)ethanone [8.33 g (0.051 mol)], 20.0 g (0.107 mol) of 5-bromo-2-methyl-pheny.amine and 200 ml of dry toluene with a few crystals of para-toluenesulfonic acid were refluxed under the flow of the nitrogen using a Dean-Stark trap for 3 d until the calculated amount of the water was separated (1.84 mi). The solvent was removed in a rotary evaporator and the resultant reaction mixture was recrystallized from 50 ml of ethanol. The yield of 26 was 19.88 g (78%) as a pale yellow solid. 1H NMR (500 MHz, C6D6, TMS): delta 1.90 (s, 6 H, Me), 2.12 (s, 6 H, Me), 6.50 (m, 2H, Arom-H), 7.20 (m, 4H, Arom-H), 7.30 (t, 3JHH=7.8 HZ, 1 H1 Py-H), 8.40 (d, 3JHH=7.8 HZ, 2H, Py-H). 13C NMR (500 MHz, C6D6, (selected signals)): delta 167.4 (C=N). Anal. Calculated for C23H2IBr2N3 (MoI. Wi: 499.24): C, 55.33; H, 4.24; N, 8.42. Found: C, 55.48; H, 4.45; N, 8.53.

The synthetic route of 39478-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E.I. DU PONT DE NEMOURS AND COMPANY; WO2007/59015; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 58971-11-2,Some common heterocyclic compound, 58971-11-2, name is 3-Bromophenethylamine, molecular formula is C8H10BrN, 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 2-(3-Bromophenyl) ethylamine (7.3 g, 36 mmol) and triethylamine(15 mL, 107 mmol) in dry dichloromethane (70 mL) is added trifluoroacetic anhydride drop- wise and the reaction mixture is stirred at room temperature for 2 h. The reaction mixture is diluted with dichloromethane, washed with water and brine, dried over sodium sulfate and concentrated. The crude product is purified by column chromatography (silica gel, 60-120 mesh) using 10% ethyl acetate in petroleum ether as eluent to obtain the product as light yellow solid (7.8 g, 72%).

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

Reference:
Patent; NOVARTIS AG; WO2008/76954; (2008); A2;,
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 22385-77-9 as follows. Recommanded Product: 1-Bromo-3,5-di-tert-butylbenzene

General procedure: An oven-dried Schlenk tube with the presence of magnetic stir bar which is Teflon-coated was charged with Pd(dba)2 (11.5 mg, 0.02 mmol, 2 molpercent) and ligand L4 (8.4 mg, 0.02 mmol, 2 molpercent). The flask was evacuated and backfilled with nitrogen (3 cycles). Pre-complexation of palladium and ligand was initiated by injecting freshly distilled dry dichloromethane (2.0 mL) and Et3N (0.1 mL) into the tube. The solution was stirred and warmed with hair drier till the solvent condensed on the tube wall. The solvent was removed under vacuum. Aryl bromide (1.0 mmol), KOt-Bu (0.25 mmol), and potassium hexacyanoferrate(II) trihydrate (0.23 mmol) were charged successively to the tube followed by another 3 evacuation-nitrogen refill cycles. Water (1.0 mL) and acetonitrile (1.0 mL) were used as a solvent mixture. The tube was immersed into a preheated 50 °C oil bath for 24 hours. The reaction was quenched by cooling to ambient temperature and added with EtOAc and water. The organic supernatant was analyzed by GC. The organic layer was separated and the remained aqua medium was further extracted with EtOAc (10 mL .x. 3). The combined organic phases were concentrated under reduced pressure. The crude product was purified by flash column chromatography on silica gel (230-400 mesh). The pure fractions were collected, dried under vacuum, and followed by proton (1H) and carbon (13C) NMR characterization

According to the analysis of related databases, 22385-77-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yeung, Pui Yee; Tsang, Chun Pui; Kwong, Fuk Yee; Tetrahedron Letters; vol. 52; 52; (2011); p. 7038 – 7041;,
Bromide – Wikipedia,
bromide – Wiktionary

627526-90-3, name is 1-Bromo-3-(difluoromethyl)-5-fluorobenzene, 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. category: bromides-buliding-blocks

(A) To a solution of 3-bromo-5-fluorobenzaldehyde (15 g, 73.89 mmol, 1 eq) in DCM (150 ml) was addedDAST (39 ml, 295.5 mmol 4 eq) dropwise at -78C and the mixture was stirred at RT for 16 h. Aftercompletion of the reaction, the mixture was poured into ice-cold water and basified with sat. NaHCO3solution. The mixture was then extracted with DCM (3 x 200 ml), washed with water (200 ml) and brine (200 ml), dried (Na2SQ4), and concentrated in vacuum to give the crude product, which was purified by flash chromatography to afford 1 -bromo-3-(difluoromethyl)-5-fluorobenzene (10 g, 60%).

The synthetic route of 627526-90-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; SCHUNK, Stefan; REICH, Melanie; JAKOB, Florian; DAMANN, Nils; HAURAND, Michael; KLESS, Achim; ROGERS, Marc; SUTTON, Kathy; WO2015/158427; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 21524-34-5, name is 2-Bromo-1,3,5-triisopropylbenzene, 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. Product Details of 21524-34-5

To a stirred tetrahydrofuran solution of bromide S12 (3.0 mmol) at -78 C was slowly added dropwise a solution of n-butyllithium (2.4M, 1.5 mL).After stirring for 30 minutes, phosphorus trichloride was added, and then the reaction mixture was warmed to room temperature and stirred for 12 hours.After the complete conversion (monitored by TLC), the prepared CuCl·LiCl complex and zinc zinc lithium benzoate complex were added to the reaction solution.The reaction was continued for 12 hours and quenched by adding water.The organic layer was separated, dried, filtered and concentrated in vacuo.The residue thus obtained was purified by silica gel column chromatography (petroleum ether: ethyl acetate ratio: 20: 1) to obtain S13 (72% yield).

The synthetic route of 2-Bromo-1,3,5-triisopropylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; South University of Science and Technology of China; Liu Xinyuan; Ma Canliang; Dong Xiaoyang; (27 pag.)CN110590841; (2019); A;,
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., Computed Properties of C7H3BrF2O2

A solution of 5-bromo-2,2-difluoro-1 ,3-benzodioxole (2.65 mmol), 4-(4,4,5,5- tetramethyl-1 ,3,2-dioxaborolan-2-yl)aniline (3.97 mmol), tetrakis(triphenylphosphine)palladium(0) (0.08 mmol), and cesium carbonate (7.94 mmol) in Lambda/,Lambda/-dimethylformamide (8.0 ml.) and water (2.0 ml_) was heated at 100 0C for 18 h. The reaction mixture was cooled, poured into brine (60 ml_), and extracted with ethyl acetate (3 x 50 ml_). The combined organic layers were dried over magnesium sulfate and decolorizing charcoal, filtered through Celite, and concentrated in vacuo. Purification of the residue by Gilson reverse phase HPLC and neutralization of the collected fractions afforded the title product as a white solid (50%). ESMS [M+H]+: 250.2.

According to the analysis of related databases, 33070-32-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; CYTOKINETICS; WO2006/20358; (2006); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 51376-06-8,Some common heterocyclic compound, 51376-06-8, name is 5-Bromobenzo[c][1,2,5]oxadiazole, molecular formula is C6H3BrN2O, 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.

[00779] Intermediate 85: 2,1 ,3-benzoxadiazol-5-amine[00780] In a dry, nitrogen purged 5-10 mL microwave tube were successivelly introduced 5-bromo-2,1 ,3-Benzoxadiazole (200mg, 1.01 mmol), Pd2(dba)3 (46mg, 0.OSmmol) and tri-tertbutylphosphonium tetrafluoroborate (58mg, 0.2Ommol) and toluene (1 mL). The tube was evacuated/backfilled with nitrogen and then sealed. Lithium bis(trimethylsilyl)amide (1.0 M in toluene, 2mL, 2mmol) was added and the reaction mixture was thermally heated at 50 C overnight. After cooling to room temperature, the reaction mixture was diluted with ether (2OmL) and thesilylamide was deprotected by adding 2-3 drops of 1 M HCI(aq). The mixture was transferred to a separatory funnel and washed with sat. aq. NaHCO3 (lOmL). The organic layer was dried over Na2504, filtered and concentrated in vacuo. The residue was purified via column chromatography using an eluent of 0-100% EtOAc in heptane. Three main fractions were collected containing the expected product and unprotected I partially deprotecetd silyl amide. The fractions were pooled,concentrated in vacuo and the residue dissolved in THF (1 mL). 1 M HCI(aq) (1 mL) was added and the mixture was stirred at room temperature for 1 hour. The mixture was made alkaline with 1 M NaOH(aq) and extracted with EtOAc (3 x 1 OmL). The combined organic layers were washed with brine (l0mL), dried over Na2SO4 and concentrated in vacuo. The residue was purified via column chromatography using an eluent of 0-100% EtOAc in heptane to give 2,1 ,3-benzoxadiazol-5-amine (57mg, 0.42mmol, 42%) as a yellow-green solid.1H NMR (DMSO-d6, 400MHz) O/ppm: 7.76 (1H, dd, J= 9.5Hz, 0.6Hz), 7.14 (1H, dd, J= 9.5Hz,1.8Hz), 6.43 (2H, brs), 6.35 (1H, dd, J= 1.8Hz, 0.6Hz).MS Method 2: RT: 1.22 mi mlz 136.0 [M+H]

The synthetic route of 51376-06-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDX PHARMA PLC; ARMER, Richard; BELFIELD, Andrew; BINGHAM, Matilda; JOHNSON, Alice; MARGATHE, Jean-Francois; AVERY, Craig; HUGHES, Shaun; MORRISON, Angus; (278 pag.)WO2016/51193; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary