Tag: M.W=200-300

Related Products of 99548-54-6, 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. 99548-54-6, name is Methyl 3-bromo-2-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of Compound II (200 mg) and anisole (6.0 mL) were added phenylboronic acid (117 mg), PdCl2(dppf) (64 mg), potassium iodide (435 mg) and potassium carbonate (362 mg). The mixture was stirred at room temperature for 2.5 hours under carbon monoxide (1 atm) atmosphere, and then stirred at 100C overnight. The reaction mixture was diluted with ethyl acetate, and filtered through Celite. The filtrate was washed with brine, and the organic layer was dried over sodium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate = 100/0 to 85/15) to give Compound III (105 mg).

The synthetic route of Methyl 3-bromo-2-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; HORIUCHI, Yoshihiro; FUJIWARA, Hiroaki; SUDA, Hitoshi; SASAKI, Izumi; IWATA, Mitsutaka; SAWAMURA, Kiyoto; EP2612848; (2013); A1;,
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Related Products of 6279-86-3,Some common heterocyclic compound, 6279-86-3, name is Triethyl methanetricarboxylate, molecular formula is C10H16O6, 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 well-stirred solution of (1R)- l-(4-chlorophenyl)ethanol (1.00 g, 6.38 mmol) and triethylmethanetricarboxylate (2.69 mL, 12.8 mmol) in dry toluene (12.8 mL) under dry nitrogen is added a 1M solution of trimethylphosphine in THF (12.8 mL, 12.8 mmol) via syringe. The mixture is cooled at -78 C and DIAD (2.51 mL, 12.8 mmol) is added slowly over a period of 15 min. The reaction is stirred at -78 C for lh, the bath is removed and stirring is continued as the bath warmed to rt for an additional 4 h. The reaction mixture is concentrated, dissolved in diethyl ether (100 mL) and washed with IN NaOH (2 x 50 mL) and IN HC1 (1 x 50 mL). The organics are dried with anhydrous sodium sulfate, concentrated and the residue is subjected to silica gel chromatography (230-400 mesh, 150 g, elution with 5 and 10% ethyl acetate/hexane) to give 1.90 g of triethyl (25)-2-(4- chlorophenyl)propane-l ,l , l-tricarboxylate as an oil. NMR (400 MHz, CDC13) delta ppm 1.20 (9 H, t), 1.47 (3 H, d), 3.82 (1 H, q), 4.17 (6 H, m), 7.24 (2 H, d), 7.36 (2 H, d); MS (ESI+) for Ci 8H23C106 m/z 371.1 (M+H)+; HPLC retention time: 5.20 min. (Method D).

The synthetic route of 6279-86-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIORELIX, INC.; COISH, Philip, D., G.; DIXON, Brian, R.; OSTERMAN, David; ARISTOFF, Paul, Adrian; NAVIA, Manuel; SCIAVOLINO, Frank; AVOLA, Stephanie; BABOULAS, Nick; BELLIOTTI, Thomas, R.; BELLO, Angelica; BERMAN, Judd; CHRUSCIEL, Robert, A.; EVANS, Bruce, R.; KAUR, Harpreet; MOON, David; PHAM, Vinh; ROUGHTON, Andrew; WICKENS, Phil; WILSON, Jeffrey; WO2011/126567; (2011); A1;,
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6279-86-3, name is Triethyl methanetricarboxylate, 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. Application In Synthesis of Triethyl methanetricarboxylate

To a solution of tert-butyl [2-[1-(2-iodoethyl)cyclohexyl]ethoxy]diphenylsilane (540 mg) and ethyl methane tricarboxylate (727 mg) in N, N-dimethylformamide (5 ML) was added potassium carbonate (575 mg) at room temperature.. The solution was stirred at 110 C for 6 hours, to which water and 3N hydrochloric acid were added.. The solution was extracted with ethyl acetate.. The organic layer was washed in turn with a 1N aqueous sodium hydroxide solution, water and saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure.. The resulting residue was purified by chromatography (silica gel, hexane:ethyl acetate=85:15) to give the title compound (470 mg).1H-NMR (CDCl3) delta: 1.03 (s, 9H), 1.17-1.40 (m, 12H), 1.23 (t, 9H, J=6.8 Hz), 1.60 (t, 2H, J=8.0 Hz), 1.96-2.04 (m, 2H), 3.68 (t, 2H, J=8.0Hz), 4.18 (q, 6H, J=6. 8 Hz), 7.73-7.45 (m, 6H), 7.64-7.70 (m, 4H).

The synthetic route of 6279-86-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kyorin Pharmaceutical Co., Ltd.; Nisshin Pharma Inc.; EP1443046; (2004); A1;,
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251458-15-8, name is Methyl 2-(3-bromophenyl)-2-methylpropanoate, 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. HPLC of Formula: C11H13BrO2

To a solution of ferf-butyl (4-(4,4,5,5-tetramethyl-1.3,2-dioxaborolan-2-yl)benzyl)carbamate (1.46 g, 4.40 mmol) in 1 .4-dioxane (20 mL) and water (2 mL) was added methyl 2-(3-bromo- phenyl)-2-methylpropanoate (1.13 g, 4.40 mmol), Na2C03(1.20 g, 8.80 mmol) and Pd(dppf)CI2(150 mg) and the mixture was stirred at 90C for 3 h under N2, cooled, diluted with water (40 mL) and extracted with EA (3 x 20 mL). The combined organic layer was washed with brine (30 mL), dried over Na2S04, filtered, concentrated and purified by FCC (PE:EA = 10: 1 ) to give compound 24a as a white solid.

The synthetic route of 251458-15-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHENEX-FXR GMBH; GEGE, Christian; BIRKEL, Manfred; HAMBRUCH, Eva; DEUSCHLE, Ulrich; KREMOSER, Claus; (203 pag.)WO2019/16269; (2019); A1;,
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Synthetic Route of 82702-31-6, 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. 82702-31-6, name is Methyl 3-bromo-4-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Potassium carbonate (681 mg, 4.93 mmol) was added to 2-chloro-4-cyclopropyl-6-methylphenol (300 mg, 1.64 mmol) and methyl 3-bromo-4-fluorobenzoate (363 mg, 1.56 mmol) ) in a solution of dimethyl sulfoxide (10 mL). The reaction solution was reacted at 80 C for 5 hours under a nitrogen atmosphere. The reaction solution was cooled and added to water (25 mL). Ethyl acetate extraction (25 mL * 2), the organic phase was dried and evaporated to dryness to give a crude product, the crude product was separated by column ( petroleum ether: ethyl acetate = 20:1) Methyl 3-bromo-4-(2-chloro-4-cyclopropyl-6-methylphenoxy)benzoate (500 mg, yield 77%).

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

Reference:
Patent; Shanghai Hansen Bio-pharmaceutical Technology Co., Ltd.; Jiangsu Haosen Pharmaceutical Group Co., Ltd.; Ye Guozhong; Liu Lei; Bao Rudi; Wu Shenghua; Deng Haining; (130 pag.)CN110041253; (2019); A;,
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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. 98545-64-3, name is Methyl 4-amino-2-bromobenzoate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 4-amino-2-bromobenzoate

A solution of methyl 2-bromo-4-amino benzoate (3 g, 13 mmol) and triethylamine (2.5 ml, 18 mmol) in dichloromethane (50 ml) was cooled to 0 and was treated with a slurry of 2-(pyridin-2-yl)benzoyl chloride in dichloromethane (20 ml). Stirring at room temperature was maintained for 4 hours. The reaction was quenched with 20% acetic acid, wash sequentially with saturated aqueous sodium bicarbonate, water then saturated brine solution. The solution was dried (MgSO4), filtered and concentrated in vacuo to give 5.23 g of a white foam. MS (+FAB) m/z 411/413 (M+H)+. Analysis for: C20H15BrN2O3 Calcd: C, 58.41; H, 3.68; N, 6.81. Found: C, 57.73; H, 3.66; N, 6.54

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; Wyeth; EP1021444; (2003); B1;,
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Related Products of 53518-15-3, These common heterocyclic compound, 53518-15-3, name is 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, 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.

General procedure: The commercially available 7-aminocoumarin 1a,b (1.0 eq) was treated with benzoxazin-4-ones 2a-c (1.0 eq) in glacial acetic acid and the reaction was refluxed until the consumption of starting materials (TLC monitoring). The reaction mixture was cooled to r.t. and the obtained precipitate was filtered-off, washed with Et2O (3 * 10 ml) and dried under vacuum to afford the desired products 3a-f.

The synthetic route of 53518-15-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bozdag, Murat; Alafeefy, Ahmed Mahmoud; Altamimi, Abdul Malik; Vullo, Daniela; Carta, Fabrizio; Supuran, Claudiu T.; Bioorganic and Medicinal Chemistry; vol. 25; 2; (2017); p. 677 – 683;,
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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. 79669-50-4, name is methyl 5-bromo-2-methyl-benzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 79669-50-4

b) 2.8 g (12.2 mmol) of 5-bromo-2-methylbenzoate was dissolved in 19 mL of CCI4 and then NBS (2.6 g, 14.7 mmol) and benzoyl peroxide (0.28 g, 0.9 mmol) were added. The resulting yellow mixture was heated to 80 5C and stirred at that temperature overnight.The solid was removed by filtration and washed with DCM. The yellow filtrate was concentrated and purified by column chromatography over silica gel eluting with hex/EtAcO 95:5 then 9:1 to yield methyl 5-bromo-2-(bromomethyl)benzoate.

The synthetic route of 79669-50-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; DRACONIS PHARMA, S.L.; ALMIRALL, S.A.; TORRENS JOVER, Andoni; MERCE VIDAL, Ramon; CALDENTEY FRONTERA, Francesc Xavier; RODRIGUEZ GARRIDO, Antonio, David; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi; WO2013/37960; (2013); A1;,
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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 154825-97-5 as follows. Application In Synthesis of Methyl 2-(4-bromophenyl)-2,2-dimethylacetate

Example XExample X.12-(4-Iodo-phenyl)-2-methyl-propionic acid methyl esterTo 0.45 g (1.7 mmol) 2-(4-bromo-phenyl)-2-methyl-propionic acid methyl ester (WO2008/002671) in 1.5 mL 1,4-dioxane are added 34 mg (0.18 mmol) copper(I) iodide, 0.53 g (3.5 mmol) sodium iodide and 0.04 mL (0.35 mmol) N,N’-dimethylethylendiamine under inert gas atmosphere. The mixture is stirred at 110 C. for 12 h. After cooling, the mixture is diluted with EtOAc and washed with 5% ammonia and water. The organic layer is dried over sodium sulphate. The solvent is evaporated to yield the desired product.C11H13IO2 (M=304.12 g/mol)ESI-MS: 305 [M+H]+Rt (HPLC): 2.21 min (method C)

According to the analysis of related databases, 154825-97-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/214782; (2012); A1;,
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Adding a certain compound to certain chemical reactions, such as: 820236-81-5, name is Methyl 2-bromo-6-fluorobenzoate, 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 820236-81-5, Safety of Methyl 2-bromo-6-fluorobenzoate

Step B: methyl 2-fluoro-6-vinylbenzoate To a solution of methyl 2-bromo-6-fluorobenzoate (53 g, 0.228 mol) and potassium trifluoro(vinyl)borate (33.63 g, 0.251 mol) in dioxane and H2O (3:1, 600 mL) was added Pd(dppf)Cl2 (5 g, 6.84 mmol) and sodium carbonate (69 g, 0.684 mol) at RT. The reaction mixture was heated at 100 C. for 12 hours under a nitrogen atmosphere. The mixture was concentrated in vacuo, diluted with water, and extracted with EtOAc (3*200 mL). The combined organic layers were washed with brine, dried over anhydrous Na2CO3, filtered, and concentrated. The crude product was purified by column chromatography eluting with a gradient of EtOAc (1-100%) and PE to give the title compound (31.4 g, 76.5%). 1H NMR (400 MHz, CDCl3) delta ppm 7.45-7.36 (m, 2H), 7.03-7.02 (m, 1H), 6.88-6.81 (m, 1H), 5.77-5.73 (m, 1H), 5.41-5.39 (d, J=10.8 Hz, 1H), 3.95 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-bromo-6-fluorobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Lawson, John David; Sabat, Mark; Scorah, Nicholas; Smith, Christopher; Vu, Phong H.; Wang, Haixia; US2014/256734; (2014); A1;,
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