Month: July 2021

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. 156682-52-9, name is 1,4-Dibromo-2,3-difluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1,4-Dibromo-2,3-difluorobenzene

To a solution of R-43c (1.29 mL, 10 mmol) in THF (5 mL) at -40 C. was added the iso-PrMgCl.LiCl solution (5.5 mL, 11 mmol, 2.0M in THF) at a rate that maintained the reaction temperature below -30 C. Stirring was continued at -35 to -30 C. for 1 h then warmed to -7 C. for an additional 1 h. The reaction mixture was cooled to -30 C. and DMF (1.00 mL, 13 mmol) was added in one portion (temperature rose to -23 C.) and stirring continued for 3.5 h at -25 to +15 C. The reaction mixture was poured into 1M H2SO4 and ice and the resulting mixture was saturated with solid NaCl and twice extracted with MTBE. The combined extracts were dried (MgSO4), filtered and concentrated in vacuo to afford 2.17 g (98%) of R-43d as a white 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; Billedeau, Roland Joseph; Sweeney, Zachary Kevin; US2009/170856; (2009); A1;,
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 7745-91-7 as follows. Quality Control of 3-Bromo-4-methylaniline

A suspension of 3-bromo-4-methylaniline (184 mg, 1.0 mmol), 2-(tributylstannyl)- 1,3-oxazole (430 mg, 1.2 mmol), CuO (8 mg, 0.1 mmol) and Pd(PPh3)4 (115 mg, 0.1 mmol) in dioxane (2 mL) was stirred at 100 C for 3 hours under argon atmosphere on microwave synthesizer. The crude product was purified by prep-HPLC (MeCN/10 mM NH4HCO3) to give 4-methyl-3-(1,3-oxazol-2-yl)aniline (92 mg, 52%) as an oil. ES-MS m/z: 175.2 [M + H]+. LC- MS Purity (254 nm): > 99%; tR = 1.31 min.

According to the analysis of related databases, 7745-91-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; LANSBURY, Peter, T.; GOOD, Andrew, C.; BOURQUE, Elyse Marie, Josee; (134 pag.)WO2016/73889; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 61326-44-1, 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. 61326-44-1 name is 1,1,2,2-Tetrakis(4-bromophenyl)ethene, 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: Chlorodimethyl(octyl)silane (1.03 g, 5.0mmol) was used as reagentinstead of chlorotrimethylsilane. The reaction and purification wereconducted by following the same procedure as that for the synthesisof TPE1. The final product was obtained as a slightly colorless liquid.1H NMR (500 MHz, CDCl3, delta): 7.19 (d, 8H), 6.96 (d, 8H), 1.25?0.66 (m,68H), 0.18 (s, 24H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,1,2,2-Tetrakis(4-bromophenyl)ethene, and friends who are interested can also refer to it.

Reference:
Article; Jin, Young-Jae; Choi, Young-Ghil; Park, Hyosang; Kwak, Giseop; Journal of Molecular Liquids; vol. 265; (2018); p. 260 – 268;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 937046-98-5, A common heterocyclic compound, 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, molecular formula is C6H5BrN4, 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.

7-Bromo-pyrrolo[2,1-f]triazine-4-ylamine 3 (2.78 gm, 1.1 equiv 13.2 mmol, prepared according to WO2007056170) was suspended in anhydrous THF (70 mL). Under inert atmosphere, 1,1,4,4-tetramethyl-1,4-dichlorodisilyethylene (2.83 gm, 1,1 equiv, 13.2 mmol) was added along with sodium hydride (1.05 gm, 26.3 mmol, 2.2 equiv) was added and the mixture was stirred for 20 min at room temperature. The reaction was then cooled to -78 C before n-BuLi (27.4 mL, 43.89 mmol, 1.6 M in Hexanes) slowly over 5 min. The reaction was allowed to stir for a further 15 min before lactone 4 (dissolved in 3 mL was added dropwise). When the reaction was complete by LCMS, the reaction was quenched with acetic acid. The reaction was concentrated in vacuo before being diluted in EtOAc and washing with water, saturated NH4Cl and brine. The organic layers were dried over MgSO4, filtered and concentrated in vacuo. The material was purified by silica chromatography (0-50% EtOAc/Hexanes) provided a 3:1 mixture of 5 anomers. 4.38 gm (y. 60%) of a white solid was obtained.1H NMR (400 MHz) (CD3)2CO 8.00 (s, 1H), 7.30-7.47 (m, 15H), 7.20 (d, 8.4 Hz, 1H), 6.87 (d, 8.4 Hz, 1H), 5.40 (d, 8.2 Hz, 1H), 4.65-4.4.0 (m, 3 H), 3.65 (dd, 8.8, 4.3.2, 1 H), 3.55 (dd, 8.8, 4.3.2, 1 H) LC-MS (m/z 553.01, M+H+).

The synthetic route of 937046-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Metobo, Sammy E.; Xu, Jie; Saunders, Oliver L.; Butler, Thomas; Aktoudianakis, Evangelos; Cho, Aesop; Kim, Choung U.; Tetrahedron Letters; vol. 53; 5; (2012); p. 484 – 486;,
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. 656-64-4, name is 3-Bromo-4-fluoroaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 656-64-4

A solution of DCl (10 mmol) was added dropwise to a solution of 3-bromo-4-fluoroaniline (1.8 g, 10 mmol) in diethyl ether (10 mL) at 0C, and stirred at room temperature for 20 minutes. After a solid appeared, it was filtered andwashed with diethyl ether to give 1.9 g solid. 20 mL of deuterated water was added and the reaction was reacted undermicrowave at 150C for 1 hour. The reaction mixture was cooled to room temperature, neutralized with saturated sodiumbicarbonate solution, and extracted with dichloromethane. The organic phase was collected to obtain 1.2 g of a yellowsolid with a yield of 67%. LC-MS (APCI): m/z = 192.0 (M+1)+; 1H NMR (300 MHz, DMSO-d6) (delta/ppm) 6.98 (d, J = 9.0Hz, 1H), 5.20 (br s, 2H).

The synthetic route of 656-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen Targetrx, Inc.; WANG, Yihan; LI, Huanyin; (30 pag.)EP3398942; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 33070-32-5, These common heterocyclic compound, 33070-32-5, name is 5-Bromo-2,2-difluorobenzodioxole, 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.

Step B: 3-(2.2-Difluoro-benzo? .31dioxol-5-ylmethyl)-pyrrolidine-1 – carboxylic acid tert-butyl ester. A stream of N2 was bubbled through neat 3- methylene pyrrolidine-1 -carboxylic acid te/t-butyl ester (792 mg, 4.33 mmol) for 15 min before charging the flask with 9-BBN (0.5 M in THF, 8.8 ml_). The reaction mixture was heated at reflux for 2.5 h; then cooled to rt. The resultant mixture was then added, via cannula, to a preformed solution consisting of 5-bromo-2,2-difluoro-1 ,3-benzodioxole (1.01 g, 4.24 mmol), Pd(dppf)CI2»CH2CI2 (92 mg), and potassium carbonate (760 mg, 5.50 mmol) in DMF/H2O (10 mL/1 ml_). The reaction mixture was heated at 60 0C for 18 h, cooled to rt and poured into water. The pH of the mixture was adjusted to 11 with NaOH (1 N), and extracted with EtOAc (3x). The organic layers were combined, dried (Na2SO4), and concentrated. The crude residue was purified (FCC) to give the title compound (1.4 g, 94%).

The synthetic route of 33070-32-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BREITENBUCHER, Guy, J.; TICHENOR, Mark, S.; MERIT, Jeffrey, E.; HAWRYLUK, Natalie, A.; CHAMBERS, Alison, L.; KEITH, John, M.; WO2010/141809; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 10485-09-3, A common heterocyclic compound, 10485-09-3, name is 2-Bromoindene, molecular formula is C9H7Br, 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.

Preparation of 2-Propylindene To an oven-dried 250 mL round bottom flask containing a magnetic stir bar and equipped with a reflux condenser and vacuum adapter was added 2-bromoindene (15.0 g, 76.9 mmol) and Ni(dppp)Cl2 (0.42 g, 0.77 mmol) (dppp=1,3-bis(diphenyl-phosphino)propane). The flask was stoppered and evacuated. Deoxygenated anhydrous diethyl ether (150 mL) was added via cannula under argon at -78 C. The reaction was stirred under argon without exterior cooling as 42 mL of a 2.0 M propylmagnesium chloride in ether solution was added via syringe (84 mmol propylmagnesium chloride). The reaction was placed in a dry ice/acetone bath when a vigorous reflux was achieved. The dry ice/acetone bath was removed after 2 minutes, and the reaction was stirred at room temperature under argon for 90 minutes. The reaction was carefully poured into water and 10 weight percent aqueous HCl was added until the mixture was acidic. The mixture was extracted with ether (3*200 mL), and the combined organic layers were washed with water (1*250 mL), with aqueous sodium bicarbonate (1*250 mL), and with aqueous saturated sodium chloride solution (1*250 mL). Drying over anhydrous sodium sulfate followed by filtration and solvent removal yielded 12.14 g (99.7 percent) of the desired product. 1 H NMR (300 MHz, CDCl3, TMS): delta7.4-7.0 (m, 4H), 6.48 (s, 1H), 3.26 (s, 2H), 2.43 (t, 3 JHH =7.4 Hz, 2H), 1.61 (s, 3 JHH =7.4 Hz, 2H), 0.96 (t, 3 JHH =7.4 Hz, 3H). 13 C NMR (75 MHz, CDCl3), delta150.17, 145.46, 142.83, 126.03, 125.96, 123.30, 123.10, 119.64, 40.81, 33.23, 22.15, 13.95. GC-MS: Calculated for C12 H14 158.11, found 158.05.

The synthetic route of 10485-09-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Dow Chemical Company; US6015868; (2000); 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. 3344-70-5, name is 1,12-Dibromododecane, A new synthetic method of this compound is introduced below., Recommanded Product: 1,12-Dibromododecane

General procedure: Finelyground KOH (2.24 g, 40 mmol) was added to a solution of3,5-dimethylpyrazole (1.92 g, 20 mmol) in DMSO (10 ml).The suspension was thoroughly stirred for 30 min at 80°.Then a solution of 1,4-dibromobutane (2.16 g, 1.21 ml,10 mmol) in DMSO (10 ml) was added dropwise over30 min, while cooling the reaction mixture with water.After finishing the addition of dibrom derivative, stirringand heating at 80° were continued for additional 4 h, andthe reaction mixture was then poured into water (200 ml).The white precipitate that formed was filtered off, washedwith water, and dried.

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:
Article; Zatonskaya, Lina V.; Schepetkin, Igor A.; Petrenko, Tatiana V.; Ogorodnikov, Vladimir D.; Khlebnikov, Andrei I.; Potapov, Andrei S.; Chemistry of Heterocyclic Compounds; vol. 52; 6; (2016); p. 388 – 401; Khim. Geterotsikl. Soedin.; vol. 52; 6; (2016); p. 388 – 401,14;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 656-64-4, 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. 656-64-4, name is 3-Bromo-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

Step 1: N-(3-Bromo-4-fluoro-ph nyl)-2-hydroxyimino-acetamideTo a 500 mL round bottom flask, 3-bromo-4-fluoraniline (5 g, 0.0261 mol), water (300 mL), chloral hydrate (5.19 g, 0.0314 mol), hydroxylamine hydrochloride (5.8 g, 0.0835 mol) and sodium sulfate (25 g) were added. To this reaction mixture, cone. HCl (7.5 mL) was slowly added. The reaction mixture was stirred at 90 C for 3 h. The precipitate was formed and was collected by filtration. The solid was dried to get the title compound (4.2 g, 61%). 1H NMR (300 MHz, DMSO-d6): delta 12.28 (s, 1H), 10.51 (s, 1H), 8.12 (dd, J = 2.4 Hz, J = 2.7 Hz, 1H), 7.68 (m, 2H),7.36 (t, J = 8.7 Hz, 1H); LC-MS (ESI): Calculated mass: 260.0; Observed mass: 259.0 [M-H]+ (RT: 0.88 min).

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-4-fluoroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ENDO PHARMACEUTICALS INC.; SMITH, Roger, Astbury; THOMPSON, Scott, Kevin; HOSAHALLI, Subramanya; BEJUGAM, Mallesham; NANDURI, Srinivas; PANIGRAHI, Sunil, Kumar; MAHALINGAM, Natarajan; WO2012/58671; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1252934-30-7,Some common heterocyclic compound, 1252934-30-7, name is 3-(Bromomethyl)-1,1-difluorocyclobutane, molecular formula is C5H7BrF2, 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.

3 -(Bromomethyl)- 1,1 -difluoro-cyclobutane (505 mg, 2.73 mmol) was added dropwisc over 15 mm, to a mixture of tert-butyl 4,6-dihydro-2H-pyrrolo[3,4- c]pyrazole-5-carboxylate (560 mg, 2.67 mmol), cesium carbonate (1.39 g, 4.28 mmol) and DMF (5 mL) at 0 C. The reaction mixture was allowed to warm to ambient temperature and stirred for 18 h. The solvent was concentrated and the material was partitioned betweenwater (50 mL) and EtOAc. The aqueous layer was washed with EtOAc (2 x 30 mL). The combined organic layers were washed with brine, dried (MgSO4), and the solvent was concentrated. Purification (FCC, Si02 using ether) provided the title compound (344 mg, 41%). ?H NMR (300 MHz, CDC13) 3 = 7.10 (d, J = 10.0 Hz, 1H), 4.50 -4.37 (m, 4H), 4.18 (d, J = 5.5 Hz, 2H), 2.78-2.56 (m, 3H), 2.47-2.25 (m, 2H), 1.50 (s, 9H); [M+H] = 314.26.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(Bromomethyl)-1,1-difluorocyclobutane, its application will become more common.

Reference:
Patent; DART NEUROSCIENCE, LLC; BASINGER, Jillian; BOOKSER, Brett; CHEN, Mi; CHUNG, DeMichael; GUPTA, Varsha; HUDSON, Andrew; KAPLAN, Alan; NA, James; RENICK, Joel; SANTORA, Vincent; WO2015/164520; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary