2-Sep-21 News The origin of a common compound about 773134-11-5

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Adding a certain compound to certain chemical reactions, such as: 773134-11-5, name is Methyl 4-bromo-2,6-difluorobenzoate, belongs to esters-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 773134-11-5, Quality Control of Methyl 4-bromo-2,6-difluorobenzoate

4-Bromo-2,6-difluoro-benzoic acid methyl ester (250 mg, 1 mmol) was dissolved intriethylamine (5 mL) and dichloropalladium(bis)triphenylphosphine (36 mg, 0.05 mmol) was added followed by copper iodide (10 mg, 0.05 mmol) and cyclopropylacetylene (85 iL, 1.2 mmol). The reaction mixture was heated for 1 hour at 100 G under microwave radiation. The mixture was cooled to room temperature and filtered through DecaliteTM and concentrated under reduced pressure. The crude residue was purified by column chromatography (heptane to ethyl acetate = 9/1 v/v%) to afford 214mg of the title compound (yield: 90.6%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; NETHERLANDS TRANSLATIONAL RESEARCH CENTER B.V.; DE MAN, Adrianus Petrus Antonius; UITDEHAAG, Joost Cornelis Marinus; STERRENBURG, Jan Gerard; DE WIT, Joeri Johannes Petrus; SEEGERS, Nicole Wilhelmina Cornelia; VAN DOORNMALEN, Antonius Maria; BUIJSMAN, Rogier Christian; ZAMAN, Guido Jenny Rudolf; (88 pag.)WO2017/153459; (2017); A1;,
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1-Sep-21 News Extended knowledge of 773134-11-5

The synthetic route of 773134-11-5 has been constantly updated, and we look forward to future research findings.

Related Products of 773134-11-5,Some common heterocyclic compound, 773134-11-5, name is Methyl 4-bromo-2,6-difluorobenzoate, molecular formula is C8H5BrF2O2, 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 methyl 4-bromo-2,6-difluorobenzoate (22.5 g, 90 mmol) in N,N- dimethylformamide (100 mL) was added (2,4-dimethoxyphenyl)methanamine (16.49 g, 99 mmol) and K2C03 (18.58 g, 134 mmol) and the mixture was heated to 100 C and stirred overnight. The mixture was added to 50 mL water, extracted with ethyl acetate (30 mL x 3), dried over Na2S04 and evaporated to afford a brown oil. The oil was purified by column chromatography on silica gel (ethyl acetate/petroleum ether = 0 – 10%) affording methyl 4-bromo-2-((2,4-dimethoxybenzyl)amino)-6-fluorobenzoate (20 g, 45.2 mmol, 50 % yield) as a yellow solid. NMR (400 Hz, DMSO-d6 ) delta: ppm 7.85 (t, 1 H, J = 4.4 Hz), 7.16 (d, 1 H, J = 6.4 Hz), 6.755 (s, 1 H), 6.66 (d, 1 H, J = 8.8Hz), 6.60 (m, 1 H), 3.83 (s, 3 H), 3.81 (s, 3H), 4.13-3.94 (m, 3H), 3.48-3.50 (m, 1 H), 3.74 (s, 3H)

The synthetic route of 773134-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; JIN, Qi; POHLHAUS, Denise Teotico; SPLETSTOSER, Jared; (320 pag.)WO2017/98440; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The important role of 773134-11-5

The synthetic route of 773134-11-5 has been constantly updated, and we look forward to future research findings.

Electric Literature of 773134-11-5, These common heterocyclic compound, 773134-11-5, name is Methyl 4-bromo-2,6-difluorobenzoate, 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.

To a 25 mL round-bottom flask was added methyl4-bromo-2,6-difluorobenzoate104h (160 mg, 0.64 mmol, 1.2 equiv.), (1S,4S,5R)-5-[5-cydopropyl-3-(2,6-dichlorophenyl)L2-oxazol-4-yl]methoxy-2-azabicyclo[2.2.1]heptane 12dd (200 mg, 0.394 mmol, 1.0 equiv.),25 Pd(OAc)2 (60 mg, 0.27 mmoL 0.69 equiv.), Xantphos (150 mg, 0.26 mmol, 0.66 equiv.),Cs2C01 (340 mg, 1.04 mmol, 2.64 equiv.), and toluene (4 mL). The resulting mixture was stirred at 90C overnight. Upon cooling, the mixture v.·as diluted vvith 20 mL ofi-bO andextracted with ethyl acetate (20 mL x 2). The combined organic extracts vvere washed withVater (20 mL x 2), dried over anhydrous sodium sulfate and concentrated under vacuum. Theresidue was purified by silica gel colunm chromatography eluting with ethyl5 acetate/petroleum ether (1 :5) to give 4-[(lS,4S,5R)-5-[[5-cyclopropy-3-(2,6-dichlorophenyl)-1 ,2-oxazol-4-yl]methoxy ]-2-azabicyclo[2.2.1 ]heptan-2-yl]-2,6-difluorobenzoate l04c (26 mg, 12.31()) as a yellow oil.

The synthetic route of 773134-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Continuously updated synthesis method about C8H5BrF2O2

773134-11-5, name is Methyl 4-bromo-2,6-difluorobenzoate, belongs to esters-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: esters-buliding-blocks

773134-11-5, name is Methyl 4-bromo-2,6-difluorobenzoate, belongs to esters-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: esters-buliding-blocks

Methyl 4-bromo-2,6-difluorobenzoate (Intermediate 5a, 502 mg, 2 mmol) was dissolved in A/,N-dimethylformamide (5 mL) and triethylamine (1 .59 mL, 10 mmol). The solution was purged with nitrogen for 5 min and copper(l)iodide (19 mg, 0.1 mmol) and bis(triphenylphosphine)palladium(ll)chloride (70.2 mg, 0.1 mmol) were added. The mixture was stirred for 5 min after which cyclohexylacetylene (1.29 mL, 10 mmol) was added and the reaction mixture was stirred at 80 C for 2 h. The reaction mixture was added to a stirred mixture of water/brine/ethyl acetate = 1/1/1 v/v% (45 mL). The organic layer was separated, washed with water, brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude residue was purified by column chromatography (heptane/ethyl acetate = 95/5 v/v%) to afford 360 mg of the title compound (yield: 64.7%).

The synthetic route of 773134-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NETHERLANDS TRANSLATIONAL RESEARCH CENTER B.V.; DE MAN, Adrianus Petrus Antonius; UITDEHAAG, Joost Cornelis Marinus; STERRENBURG, Jan Gerard; DE WIT, Joeri Johannes Petrus; VAN CAUTER, Freek; SEEGERS, Nicole Wilhelmina Cornelia; VAN DOORNMALEN, Antonius Maria; BUIJSMAN, Rogier Christian; ZAMAN, Guido Jenny Rudolf; (89 pag.)WO2019/43103; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Simple exploration of Methyl 4-bromo-2,6-difluorobenzoate

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. 773134-11-5, name is Methyl 4-bromo-2,6-difluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: Methyl 4-bromo-2,6-difluorobenzoate

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. 773134-11-5, name is Methyl 4-bromo-2,6-difluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: Methyl 4-bromo-2,6-difluorobenzoate

Step 2 : Methyl 4-bromo-2-fluoro-6-iiitrometh lbenzoate To a 50 mL flask is added nitromethane (1.0 mL, 16.9 mmol), anhydrous magnesium sulfate (4.0 g), DMSO (15 mL), and in portion sodium hydride (405 mg, 16.9 mmol). After 30 min, methyl 4-bromo-2,6-difluorobenzoate (530 mg, 2.1 mmol) is added. After stirring for 2 days, water (80 mL) and aqueous hydrochloric acid (6 M, 50 mL) are added, followed by dichloromethane (100 mL). The aqueous layer is separated and extracted with dichloromethane (2 X 50 mL). The combined organic phases are washed with brine (50 mL), dried over anhydrous sodium sulfate, filtered, and concentrated. The residue is purified on a silica gel flash chromatography with ethyl acetate/petroleum ether (1 :30) to provide the titled compound as a light yellow solid (270 mg, 44% yield). ( MS: [M+l] 292)

The synthetic route of 773134-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CROWN BIOSCIENCE INC. (TAICANG); ZHONG, Boyu; SHIH, Chuan; YUAN, Hongbin; ZHOU, Feng; WO2014/32498; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Introduction of a new synthetic route about Methyl 4-bromo-2,6-difluorobenzoate

The synthetic route of 773134-11-5 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 773134-11-5, A common heterocyclic compound, 773134-11-5, name is Methyl 4-bromo-2,6-difluorobenzoate, molecular formula is C8H5BrF2O2, 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.

Under argon, a microwave vessel was charged with 54 mg(0.22 mmol) of methyl 4-bromo-2,6-difluorobenzoate, 118 mg (1.01 mmol, 4.7 eq.)of tert-butyl carbamate, 4.6 mg (0.02 mmol, 0.1 eq.) of palladium(II) acetate,15 mg (0.026 mmol, 0.13 eq.) of Xantphos, 137 mg (0.42 mmol, 2 eq.) of caesiumcarbonate and 2 ml of 1,4-dioxane. A stream of argon was passed through thesuspension for 2 min. The reaction mixture was heated in the microwave at 140 Cfor 20 min. After filtration through kieselguhr, the filtrate was concentratedunder reduced pressure. The crude product was purified by normal phasechromatography (mobile phase: dichloromethane/methanol 10-50% mixtures). Yield: 37 mg (60% of theory)

The synthetic route of 773134-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; Rurik, Jujane; Hilliswe, Alexander; Strassburke, Yulia; Hidemeyer, Stefan; Smith, Martina Victoria; Schlemmer, Karl-Heinz; Terstigen, Adrian; Buchmuller, Anya; Gerdes, Hirstoph; Schappe, Martina; Kinchel, Tom; Teller, Henryk; Shirok, Hartmut; Klar, Juergen; Jimenez, Nunez Eloisa; (352 pag.)KR2015/137095; (2015); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Discovery of 773134-11-5

The chemical industry reduces the impact on the environment during synthesis Methyl 4-bromo-2,6-difluorobenzoate. I believe this compound will play a more active role in future production and life.

Synthetic Route of 773134-11-5, 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. 773134-11-5, name is Methyl 4-bromo-2,6-difluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

To a 50 mL round-bottom flask was added (1S,4S,5R)-5-[[4-cyclopropyl-l-(2,6- dichlorophenyl)-1H-pyrazol-5-yl]methoxy]-2-azabicyclo[2.2.1]heptane li (117 mg, 0.31 mmol, 1.00 equiv.), toluene (3 mL), methyl 4-bromo-2,6-difluorobenzoate (85 mg, 0.34 mmol, 1.10 equiv.), Ruphos precatalyst (53 mg, 0.06 mmol, 0.20 equiv.), Ruphos (29 mg, 0.06 mmol, 0.20 equiv.), and Cs2CO3 (303 mg, 0.93 mmol, 3.00 equiv.). The resulting mixture was heated at 110C overnight and concentrated under vacuum. The residue was purified by silica gel column chromatography eluting with ethyl acetate/petroleum ether (1 : 1) to give methyl 4-[(1S,4S,5R)-5- [[4-cyclopropyl-l-(2,6-dichlorophenyl)-1H-pyrazol-5-yl]methoxy]-2-azabicyclo[2.2.1]heptan-2- yl]-2,6-difluorobenzoate 3a (80 mg, 47%) as a light yellow solid.

The chemical industry reduces the impact on the environment during synthesis Methyl 4-bromo-2,6-difluorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; (231 pag.)WO2019/55808; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics