Month: May 2021

Adding a certain compound to certain chemical reactions, such as: 1074-24-4, name is 1,4-Dibromo-2,5-dimethylbenzene, 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 1074-24-4, COA of Formula: C8H8Br2

1,4-dibromo-2,5-dimethylbenzene: 1H-1,2,4-triazole: potassium carbonate: copper oxide molar ratio is 2: 10: 30: 1. A 50mL three-neck round bottom flask equipped with a magnetic stirrer, reflux condenser and thermometer was added CuO (0.0398mg,0.5mmol), potassium carbonate (2.0731g, 15mmol), 1H-1,2,4-triazole (0.345mg, 5mmol), 1,4- dibromo-2,5-dimethylbenzene (0.3360g, 1mmol ), 20mL DMAC. Start stirring at 100 deg.C and react for 24 hours. After completion of the reaction, the reaction solution was cooled to room temperature, filtered and the filtrate was added 100mL of water, heavy precipitate precipitation, filtration, filter cake was collected, yield 60percent.

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, 1,4-Dibromo-2,5-dimethylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Tianjin Normal University; Wang, Zhongliang; Wang, Ying; (12 pag.)CN105732719; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 2924-09-6, 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 2924-09-6 as follows.

Step 1: Synthesis of 4-(5-bromo-2-fluorophenyl)morpholine To a CEM snap top microwave vial (10 ml) equipped with a magnetic stir bar (3*10 mm) was added 5-Bromo-2-fluoroaniline (1.00 g, 5.26 mmol), sodium iodide (2.37 gm, 15.8 mmol), potassium carbonate (1.45 gm, 10.5 mmol), and 2-chloroethyl ether (1.30 gm, 9.09 mmol) in dimethylformamide (6.5 mL). The reaction was capped and irradiated in a CEM Explorer microwave at 120 C. for 4 hours then forced air-cooled. Purification by column chromatography [default gradient (ISCO); EtOAc/hexanes] afforded 397 mg (29%) an oil; 1H NMR (400 MHz, DMSO-d6) delta ppm 3.00 (t, J=1.7 Hz, 4H) 3.69-3.73 (m, 4H) 7.10-7.15 (m, 3H); MS (EI) m/z 259.0 [M+·].

According to the analysis of related databases, 2924-09-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WYETH; US2009/48320; (2009); A1;,
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. 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H7BrFN

A mixture of 5-bromo-4-fluoro-2-methylaniline (2.04 g, 10.0 mmol), CuCN (889 mg, 10.0 mmol) and Cul (1 .9 g, 10.0 mmol) in NMP was purged with N2 for 5 minutes and then sealed and heated at 195 C for 30 minutes under microwave condition. The mixture was subjected to standard aqueous workup to give a residue which was purified by silica chromatography to yield 5-amino-2-fluoro-4-methylbenzonitrile (51 ) (540 mg, 36% yield). MS m/z 151 .0 (M+1 ) +.

According to the analysis of related databases, 627871-16-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IRM LLC; LIU, Xiaodong; LI, Xiaolin; LOREN, Jon; MOLTENI, Valentina; NABAKKA, Juliet; NGUYEN, Bao; PETRASSI, Hank Michael James; YEH, Vince; WO2013/33116; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 630-17-1, name is 1-Bromo-2,2-dimethylpropane, 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. Quality Control of 1-Bromo-2,2-dimethylpropane

Step 3: 4-Bromo-2-terf-butyl-6-(neopentyloxy)pyridine (P8c) To a solution of compound P8b (2.0 g, 8.66 mmol) in dry DMF (20 ml_) was added NaH (0.62 g, 26.0 mmol) under N2 and the mixture was stirred at rt for 1 h. Then 1-bromo-2,2- dimethylpropane (2.37 g, 15.7 mmol) was added and the resulting mixture was heated at 80C overnight, quenched with water (10 ml_) and extracted with EA twice. The combined organic layers were washed with brine (3x), concentrated and purified by CC (PE/EA = 50/1) to give compound P8c (0.5 g, 20%) as an oil.

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

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2013/79223; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1647-26-3,Some common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, molecular formula is C8H15Br, 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.

170a) 1 -Bromo-3-(2-cyclohexylethoxy)benzene To a solution of 3-bromophenol (500 mg, 2.89 mmol) and (2-bromoethyl)cyclohexane (580 mg, 3.03 mmol) in Nu,Nu-dimethylformamide (DMF) (5 mL) was added K2C03 (799 mg, 5.78 mmol) slowly under nitrogen at room temperature. The reaction mixture was stirred at 150 C for 4 h. 10 mL of water was added and extracted with ethyl acetate (3x). The combined organic phase was concentrated to obtain the title compound 1 -bromo-3- (2-cyclohexylethoxy)benzene (700 mg, 1 .977 mmol, 68.4 % yield) which was used in next step without further purification.

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-2-cyclohexylethane, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; CALLAHAN, James Francis; KERNS, Jeffrey K.; LI, Peng; LI, Tindy; MCCLELAND, Brent W.; NIE, Hong; PERO, Joseph E.; DAVIES, Thomas Glanmor; GRAZIA CARR, Maria; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; NORTON, David; VERDONK, Marinus Leendert; WOOLFORD, Alison Jo-Anne; WILLEMS, Hendrika Maria Gerarda; (664 pag.)WO2017/60854; (2017); 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. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 327-51-5

under a nitrogen atmosphere, to a 500ml reaction vessel 2,3-dibromo-thiophene (Wako Pure Chemical Industries, Ltd.) added to 15g and THF160ml did. This solution under ice-cooling ethyl magnesium chloride (Sigma-Aldrich, 2.0M) was added to THF solution 32ml (63mmol) of, and stirred for 10 minutes at the same temperature, 3-bromothiophene-2-magnesium chloride (3-halo thiophene-2-magnesium halide) was prepared. It added another 1l reaction vessel to zinc chloride (Wako Pure Chemical Industries, Ltd.) 10g (73mmol) and THF100ml, was a fine white slurry was stirred under ice-cooling. Then 3-bromo-2-magnesium chloride in an ice-cold solution of the (water bath temperature 10 C) was transferred to the zinc chloride solution, and the mixture was stirred for 30 minutes. Further the temperature was raised to room temperature, stirred for 10 minutes, 3-bromo-2-zinc chloride (3-halo-2-zinc derivative) was prepared. To this mixture 1,4-dibromo-2,5-difluorobenzene (Wako Pure Chemical) 5.5 g (20 mmol), catalyst as tetrakis (triphenylphosphine) palladium (Tokyo Kasei Kogyo) 350 mg (0.30 mmol) (1 , it was added 1.5 mol%) on the 4-dibromo-2,5-difluorobenzene. After carrying out 25 hours cross-coupling reaction at 50 C, the reaction by the addition of water-cooled vessel 1N hydrochloric acid 90ml stopped. It was extracted with toluene and the organic phase was washed with brine, and dried with anhydrous sodium sulfate. Concentrated in vacuo, and filtered resulting residue in a small amount of silica gel, concentrated crystal was further washed with hexane. Heptane / toluene = purified by recrystallization from 2/1, to give a pale yellow solid 5.3g of 1,4-bis (3-bromo-2-thienyl) -2,5-difluoro-benzene (61% yield).

The synthetic route of 327-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tosoh Corporation; Ueda, Saori; Watanabe, Masato; (7 pag.)JP2016/74626; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 58971-11-2, 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 58971-11-2 as follows.

General procedure: To compound 5, 6 or 7 (1 equiv) and the appropriate alkylamine(1.3 equiv) in anhydrous DMF (10 mL/mmol) were added DIEA (3equiv) and PyBOP (1 equiv), and the reaction mixturewas stirred atroom temperature under argon. When the reaction was complete(2 h – 4 h), the solvents were removed under reduced pressure togive a residue that was taken up in CH2Cl2. The solution waswashed with saturated aqueous NaHCO3, then water. The organiclayer was dried over Na2SO4 and then evaporated in vacuo. Purificationby flash chromatography afforded the corresponding amidederivatives 8, 9 or 10 (yield: 40-76%).

According to the analysis of related databases, 58971-11-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Paoletti, Julie; Assairi, Liliane; Gelin, Muriel; Huteau, Valerie; Nahori, Marie-Anne; Dussurget, Olivier; Labesse, Gilles; Pochet, Sylvie; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 1041 – 1056;,
Bromide – Wikipedia,
bromide – Wiktionary

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. Recommanded Product: (Bromomethyl)cyclopentane

Step 3: To a suspension of 6-(3-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 (90 mg, 554.90 micromol) and K2CO3 (96 mg, 693.63 micromol). The mixture was heated at 60C for 12 h. LCMS showed 35% 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 to give 7- (cyclopentylmethyl)-6-(3-methylbenzyl)-3-(tetrahydro-2H-pyran-4-yl)- [1 ,2,4]triazolo[4,3-a]pyrazin-8(7H)-one (25.60 mg, 13.62% yield) . 1H NMR (CDCI3 400MHz): 5 7.28-7.24 (m, 1 H), 7.15 (d, J=7.6 Hz, 1 H), 6.96-6.94 (m, 2H), 6.68 (s, 1 H), 4.13-4.09 (m, 2H), 3.92-3.88 (m, 4H), 3.59-3.53 (m, 2H), 3.14-3.13 (m, 1 H), 2.35 (s, 3H), 2.17-2.10 (m, 3H), 1 .95-1 .90 (m, 2H), 1 .71 -1 .67 (m, 4H), 1 .55-1 .54 (m, 2H), 1 .31 -1 .30 (m, 2H). LC-MS: fR = 3.10 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 3814-30-0, 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

2270-59-9, name is 5-Bromo-2-methylpent-2-ene, 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. Quality Control of 5-Bromo-2-methylpent-2-ene

To a solution of 1- ( 6-Amino-9H-purin-8-yl) -3, 6, 6- trimethyl-1, 5, 6, 7-tetrahydro-indazol-4-one (0.0327 g, 0.105 mmol) in DMF (1 mL) are added Cs2CO3 (0.041 g, 0.126 mmol) , and5-bromo-2-methyl-2-pentene (0.02 mL, 0.126 mmol). The reaction mixture is stirred at RT for 1 day. The resulting precipitate is removed by vaccum filtration, and the filtrate is evaporated under reduced pressure. Purification of the crude material using a Biotage column (10 – 70% EtOAc/hexanes for 10 CV) affords 0.0113 g of 1- [ 6-Amino-9- (4-methyl-pent-3- enyl) -9H-purin-8-yl] -3, 6, 6-trimethyl-l, 5, 6, 7-tetrahydro- indazol-4-one (28%) . LC/MS Calculated for C21H27N7O: m/z = 393. Found: m/z = 394 [M+H]+.

The synthetic route of 2270-59-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SERENEX, INC.; WO2008/24981; (2008); A1;,
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. 1647-26-3, name is 1-Bromo-2-cyclohexylethane, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H15Br

EXAMPLE 1 1-[2-(Cyclohexyl)ethyl]-4-benzamidopiperidine 2-Cyclohexylethyl bromide (1.9 g.) in dimethylformamide (10 ml.) was added to 4-benzamidopiperidine (2.2g.), diisopropylamine (4 ml.) and a trace of sodium iodide in dimethylformamide (10 ml). The mixture was heated at 70 C. for 16 hours, cooled, poured into water, and extracted with methylene chloride. The washed and dried extracts were evaporated and the solid residue was recrystallized from ethanol to give the product (1.25 g.), m.p. 174-5 C. (Found: C, 76.4; H, 9.5; N, 8.9 C20 H30 N2 O requires C, 76.4; H, 9.6; N, 8.9%).

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 1647-26-3.

Reference:
Patent; John Wyeth & Brother Limited; US4029801; (1977); A;,
Bromide – Wikipedia,
bromide – Wiktionary