Category: 1996-29-8

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. 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., name: 1-Bromo-4-chloro-2-fluorobenzene

To a stirred and cooled (-78 C) solution of 1-bromo-4-chloro-2-fluorobenzene (1.0 mL, 8.012 mmol) in diethyl ether (10 mL) was added n-BuLi (1.6 M in ether, 5 mL) and stirred for 30 mm. A solution of 1,3-dichloroacetone (1.01 g, 8.012 mmol) in diethyl ether (10 mL) was added to the reaction mixture at -78 C and stirred at -78C to 0 C for lh. To that mixture was added a solution of ferric chloride (26 mg,0.163 mmol) in diethyl ether (5 mL) followed by ethyl magnesium bromide (13.3 mL,40.059 mmol) at 0 C and gradually warmed to RT. The reaction mixture was stirredat RT for 18 h. The reaction mixture was quenched with saturated ammoniumchloride solution (50 mL). The aqueous mixture was extracted with ethyl acetate (2 x100 mL). The combined organic layers were washed with water (100 mL) and driedover anhydrous sodium sulfate. The solution was filtered, concentrated under reduced pressure and the residue thus obtained was purified by silica gel column chromatography to yield 425 mg of the product as a semi-solid. ?H NMR (300 MHz, DMSO-d6) oe 0.96 (d, J = 10.2 Hz, 4H), 6.02 (s, 1H), 7.24 (d, J = 8.7 Hz, 1H), 7.33 (dJ = 9.3 Hz, 1H), 7.51 (t, J = 8.7 Hz, 1H).

According to the analysis of related databases, 1996-29-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; CHAUDHARI, Sachin Sundarlal; THOMAS, Abraham; KADAM, Ashok Bhausaheb; DHONE, Sachin Vasantrao; ADIK, Bharat Gangadhar; KHAIRATKAR-JOSHI, Neelima; SHAH, Daisy Manish; BAJPAI, Malini; WO2015/159233; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, belongs to chlorides-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 1996-29-8, name: 1-Bromo-4-chloro-2-fluorobenzene

1-bromo-4-chloro-2-fluorobenzene (5 g, 23.9 mmol, 1 equiv), piperazine-1 carboxylic acid tert- butyl ester (5.3 g, 1.15 eq), tris dibenzylideneacetone dipalladium (O) ( 0.43 g, 0.05 equiv), rac-BINAP (0.89g, 0.15 eq), sodium tert- butoxide (3.2 g, 1.4 eq) was slurried in toluene (60 mL), and heated overnight the mixture at 65 C.. After cooling to room temperature, it was added ethyl acetate (100mL). The black precipitate was removed by filtration. The filtrate was washed twice with 3N potassium carbonate solution. The organic phase was dried over sodium sulfate, concentrated and treated with 4NHCl in dioxane. The solid was collected by filtration, washed with ether, and dried under high vacuum 1- (4-chloro-2-fluorophenyl) piperazine was obtained as a dihydrochloride salt.

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-4-chloro-2-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHEMOCENTRYX INCORPORATED; ZHANG, PENGLIE; ZENG, YIBIN; (41 pag.)JP5654467; (2015); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 1996-29-8, 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. 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Potassium /-butoxide (3.9 g, 0.33 mmol) was dissolved in DMSO (25 mL). To this solution was added 3 -methyl pyrazole (2.7 g, 0.33 mmol) and the reaction was heated at 50 C for 30 min. l-Bromo-4-chloro-2-fluorobenzene (4.6 g, 0.22 mmol) was then added and the reaction was stirred at 50 C for 16 h. The reaction was cooled to RT and extracted with water and EtOAc, washed with brine, and dried over Na2S04) filtered and concentrated in vacuo. Purification by normal phase silica gel column chromatography (EtO Ac/heptane) provided l-(2- bromo-5-chlorophenyl)-3-methyl-lH-pyrazole and l-(2-bromo-5-chloroplienyl)-5-methyl-lH- pyrazole as a 4: 1 mixture that was used in the next step directly,

The synthetic route of 1-Bromo-4-chloro-2-fluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KAROS PHARMACEUTICALS, INC.; DE LOMBAERT, Stephane; GOLDBERG, Daniel R.; BRAMELD, Kenneth; SJOGREN, Eric Brian; SCRIBNER, Andrew; WO2015/35113; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, I believe this compound will play a more active role in future production and life. 1996-29-8

In a sealed tube, to a stirred solution of ferf-butyl (3-(2-oxoimidazolidin-1 – yl)bicyclo[1 .1 .1 ]pentan-1 -yl)carbamate (0.25 g, 0.935 mmol, 1 .0 equiv.) in 1 , 4-dioxane (5 mL) was added 1 -bromo-4-chloro-2-fluorobenzene (0.19 g, 0.935 mmol, 1 .0 equiv). The mixture was degassed by purging with argon for 5 minutes. Then Pd2(dba)3 (0.085 g, 0.093 mmol, 0.1 equiv), xanthphos (0.1 g, 0.187 mmol, 0.2 equiv) and Cs2C03 (1 .21 g, 3.74 mmol, 4.0 equiv) were added to the reaction mixture under argon atmosphere, and the sealed tube was capped and the mixture was stirred at 80 C for 16 h. The reaction mixture was cooled to room temperature, diluted with ethyl acetate (20 mL), filtered through a Celite bed, and the Celite bed washed with excess ethyl acetate. The filtrate was concentrated under reduced pressure to afford the crude product, which was purified by silica gel column chromatography (Combiflash) using 50 % Ethyl acetate in hexane as eluent to obtain ferf-butyl 3-(3-(4-chloro-2-fluorophenyl)-2-oxoimidazolidin-1 – yl)bicyclo[1 .1 .1 ]pentan-1 -yl)carbamate (0.17 g, 65% yield) as an off-white solid. LCMS (ES) m/z = 396.1 [M+H] +.

The chemical industry reduces the impact on the environment during synthesis 1996-29-8. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; AXTEN, Jeffrey Michael; DEMARTINO, Michael P.; EVANS, Karen Anderson; RALPH, Jeffrey M; KALITA, Biswajit; (278 pag.)WO2018/225093; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

1996-29-8, These common heterocyclic compound, 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, 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.

1-bromo-4-chloro-2-fluorobenzene (5g, 23.9 mmol, 1 eq), 2-methylpiperazine (2.8 g, 1.15 eq), tris – dipalladium (O) (0.43g, 0,05 equiv), rac-BINAP (0.89g, 0.15 eq), sodium tert- butoxide (3.2 g, 1.4 eq) was slurried in toluene (60 mL), followed by the mixture was heated overnight at 65 C.. After cooling to room temperature, it was added ethyl acetate (100mL). The black precipitate was removed by filtration. The filtrate was washed twice with 3N potassium carbonate solution. The organic phase was dried over sodium sulfate, the solid was neutralized with 2N HCl-ether was collected by filtration, washed with ether, and dried in vacuo 1- (4-chloro-2-fluorophenyl) -3- It was obtained methyl piperazine as the dihydrochloride salt.

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 1996-29-8.

Reference:
Patent; CHEMOCENTRYX INCORPORATED; ZHANG, PENGLIE; ZENG, YIBIN; (41 pag.)JP5654467; (2015); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, belongs to chlorides-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 1996-29-8, 1996-29-8

In a 200 mL three-necked flask, 4.3 g (crude)2,6-dihydroxy-1,5-diphenylnaphthalene,8.6 g (0.42 mol) of 1-bromo-4-chloro-2-fluorobenzene, and 13 g (41 mmol) of cesium carbonate.To this mixture, 70 mL of N-methyl-2-pyrrolidone was added,The mixture was degassed by stirring while reducing the pressure.After degassing, the mixture was stirred at 120 C. for 13.5 hours under a nitrogen stream. After stirring, 2.9 g (14 mmol) of 1-bromo-4-chloro-2-fluorobenzene was added and the mixture was stirred at 120 C. for 13.5 hours under a nitrogen stream.After stirring, water was added to this mixture, and after ultrasonic irradiation, filtration was carried out to obtain a solid. The obtained solid was washed with water and ethanol. This solid was purified by silica gel column chromatography (developing solvent: toluene). This solid was recrystallized from toluene / ethanol to obtain 6.3 g of a pale yellow solid in a yield of 66%. The synthesis scheme of Step 2 is shown below.

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-4-chloro-2-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Semiconductor Energy Laboratory Ltd.; Takeda, Kyoko; Ozaka, Harue; Seo, Tetsushi; Suzuki Tsune Toku; Hashimoto Naoaki; Takida Yuu Kai; (218 pag.)JP6339749; (2018); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

1996-29-8, The chemical industry reduces the impact on the environment during synthesis 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, I believe this compound will play a more active role in future production and life.

Step 1 : To a lOOmL three-necked flask was added 20mL toluene and compound 13a (3g, 0.014mol, l .Oeq), compound 13b (4.3g, 0.022mol, 1.5eq) and t-BuONa (2.064g, 0.022mol, 1.5eq). The reaction was heated to 80oC with nitrogen. Then BINAP (0.3g, 0.42mmol, 0.03eq) and Pd2(dba)3.CHCl3 (0.15g, 0.14mmol, O.OOleq) was added to the stirred mixture . The reaction was heated to reflux for 18h. The solution was cooled, concentrated and extracted with 30 EA from lOmL water. The organic layer was washed with brine , dried , concentrated in vacuum and purified by column chromatography on silica gel eluted with PE: EA= 10: 1 to afford the compound 13c (4g, HPLC: 98%) as a white solid. Yield: 86%.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-4-chloro-2-fluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; LIANG, Congxin; (62 pag.)WO2018/5713; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, belongs to chlorides-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 1996-29-8, 1996-29-8

EXAMPLE 13 (3R,4S)-4-(4′-Chloro-2′-fluorobiphenyl-4-yloxy)-1-pyridin-3-yl-pentan-3-ol Prepared according to the method described in Example 12b) from (1S,2R)-4-[2-(tert-butyldimethylsilanyloxy)-1-methyl-4-pyridin-3-ylbutoxy]benzeneboronic acid (0.20 g, Example 11)), 1-bromo-4-chloro-2-fluorobenzene (0.21 g), 2M aqueous sodium carbonate (0.57 ml) and tetrakis(triphenylphosphine)palladium (0) (0.1 g) in toluene (5 ml) and ethanol (2 ml). The reaction mixture was heated at 100 C. for 4 hours. After cooling, the solution was concentrated under reduced pressure. Concentrated hydrochloric acid (1 ml) was added to a solution of the residue in methanol (5 ml) and the suspension was stirred at room temperature for 6 hours. After work up, the residue was purified by normal-phase HPLC eluding with a gradient of 0-25% ethanol in dichloromethane to give an oil (0.13 g). MS (APCI) 386 (M+H)+ 1H-NMR(CDCl3) 8.51(1H,d); 8.45(1H,dd); 7.56-7.54(1H,m); 7.43(2H,dd); 7.33(1H,t); 7.26-7.15(3H,m); 6.94(2H,d); 4.41-4.37(1H,m); 3.87-3.86(1H,m); 3.0-2.95(1H,m); 2,80-2.75(1H,m); 2.15(1H,d); 1.87-1.84(2H,m); 1.31 (3H,d).

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-4-chloro-2-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AstraZeneca AB; US6300352; (2001); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

1996-29-8, 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. 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

This experiment was carried out in two batches of the same scale. n-Butyllithium (2.5 M solution in hexanes; 32.8 mL, 82.0 mmol) was slowly added to a -70 C. solution of 1-bromo-4-chloro-2-fluorobenzene (17.2 g, 82.1 mmol) in diethyl ether (100 mL), while the temperature of the reaction mixture was maintained below -60 C. After the reaction mixture had been stirred at -70 C. for 20 minutes, a solution of 3-bromo-2-hydroxybenzaldehyde (5.5 g, 27 mmol) in diethyl ether (100 mL) was slowly added, while the reaction temperature was maintained below -60 C. After a further 1 hour of stirring at -70 C., the reaction was quenched by addition of aqueous ammonium chloride solution (50 mL) at -70 C., and the resulting mixture was diluted with water (100 mL). The two batches were combined at this point and extracted with ethyl acetate (400 mL); the organic layer was washed with saturated aqueous sodium chloride solution (200 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Silica gel chromatography (Gradient: 0% to 7% ethyl acetate in petroleum ether) afforded C1 as a white solid. Combined yield: 15.7 g, 47.4 mmol, 88%. 1H NMR (400 MHz, chloroform-d) delta 7.44 (dd, J=8.0, 1.5 Hz, 1H), 7.37 (dd, J=8.1, 8.1 Hz, 1H), 7.15 (br dd, J=8.5, 2.1 Hz, 1H), 7.12-7.05 (m, 2H), 6.80 (dd, J=7.8, 7.8 Hz, 1H), 6.78 (s, 1H), 6.31 (d, J=4.8 Hz, 1H), 3.02 (brd, J=4.9 Hz, 1H).

The synthetic route of 1-Bromo-4-chloro-2-fluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc.; Aspnes, Gary Erik; Bagley, Scott W.; Curto, John M.; Edmonds, David James; Flanagan, Mark E.; Futatsugi, Kentaro; Griffith, David A.; Huard, Kim; Lian, Yajing; Limberakis, Chris; Londregan, Allyn T.; Mathiowetz, Alan M.; Piotrowski, David W.; Ruggeri, Roger B.; (127 pag.)US2019/382384; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common compound: 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, belongs to chlorides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 1996-29-8

In a 200 mL three-necked flask, the obtained white solid and 4.2 g (20 mmol) of 1-bromo-4-chloro-2-fluorobenzene, 6.1 g (19 mmol) of cesium carbonate were placed. To this mixture, 30 mL of N-methyl-2-pyrrolidone was added and the mixture was degassed by stirring while reducing the pressure. After degassing, the mixture was stirred at 120 C. for 7 hours under a nitrogen stream. After stirring, water was added to this mixture, and after ultrasonic irradiation, filtration was carried out to obtain a solid. The obtained solid was washed with water and ethanol. This solid was purified by silica gel column chromatography (developing solvent: toluene). The obtained solid was recrystallized from toluene / ethyl acetate to obtain 1.9 g of a white solid in a yield of 42%. The synthesis scheme of Step 2 is shown below.

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, 1996-29-8, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Semiconductor Energy Laboratory Ltd.; Takeda, Kyoko; Ozaka, Harue; Seo, Tetsushi; Suzuki Tsune Toku; Hashimoto Naoaki; Takida Yuu Kai; (218 pag.)JP6339749; (2018); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics