Category: esters-buliding-blocks

Electric Literature of 6942-39-8, 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. 6942-39-8 name is Methyl 2-bromo-5-fluorobenzoate, 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.

b)4′-Chloro-4-fluoro-3′-[[(tricyclo[3.3.1.13’7]dec-l-ylmethyl)amino]carbonyl]-[l,l’-biphenyI]-2-carboxylic acid, methyl ester[4-Chloro-3-[[(tricyclo[3.3.1.13>7]dec-l-ylmethyl)amino]carbonyl]phenyl]-boronic acid(Example 2 (a)) (200 mg), 2-bromo-5-fluoro-benzoic acid, methyl ester (Example 51 (a))(170 mg), tetrahydrofuran (2 mL), a solution of potassium carbonate (166 mg) in water (1mL) and fe(triphenylphosphine)palladium(II) chloride (20 mg) were placed in a 10 mLmicrowave vial. The mixture was heated to 70 C for 1 hour in a microwave thenevaporated. The residue was partitioned between dichloromethane (20 mL) and water (20mL). The layers were separated and the aqueous was extracted with dichloromethane(2×20 mL). The combined organics were dried (MgSCU,), filtered and evaporated.Purification by chromatography (SiOa, 1:4 ethyl acetate :isohexane as eluant) gave the sub- title compound as an oil (79 mg).MS: APCI(+ve) 456/458 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-bromo-5-fluorobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; WO2006/25783; (2006); A1;,
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Application of 18014-00-1, These common heterocyclic compound, 18014-00-1, name is Dimethyl 2,5-dibromoterephthalate, 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.

210 mg of 4-chlorothiophene boric acid,151 mg of dimethyl 2,5-dibromobenzene-1,4-dicarboxylate,116mg PdCl2(PPh3)2, 434.7mg saturated K2CO3 aqueous solution was placed in a two-port bottle,Add 12 mL of tetrahydrofuran,The mixture was heated and stirred under reflux for 9 hours under argon.After cooling to room temperature, it was extracted with 30 mL of ethyl acetate.The combined organic layers were washed with saturated brine andNa2SO4 is dry.The solution was then filtered and the solvent removed to give a crude material which was crystallised from ethanol.The product was obtained as a yellow solid.

Statistics shows that Dimethyl 2,5-dibromoterephthalate is playing an increasingly important role. we look forward to future research findings about 18014-00-1.

Reference:
Patent; Lanzhou University; Zhang Haoli; Liu Duanwu; Lin Zewei; Xu Zhuguo; Shi Zifa; (13 pag.)CN109678877; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 57486-69-8, These common heterocyclic compound, 57486-69-8, name is Methyl 2-(2-bromophenyl)acetate, 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.

Methyl 2-bromophenylacetate (3.8 g) in tetrahydrofuran (50 mL) cool to -78 C,1.6 mol / L lithium hexamethyldisilazide(13.3 mL, 21 mmol) was added dropwise and the mixture was stirred for 1 hour. Subsequently, methyl iodide was added, the temperature was raised to room temperature, and the mixture was stirred for 3 hours. Saturated ammonium chloride aqueous solution was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate, After filtration, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography,The target compound was obtained (3.0 g, 75%).

Statistics shows that Methyl 2-(2-bromophenyl)acetate is playing an increasingly important role. we look forward to future research findings about 57486-69-8.

Reference:
Patent; SUMITOMO DAINIPPON PHARMA COMPANY LIMITED; SUMIYOSHI, TAKAAKI; TAKAHASHI, YOKO; URUNO, YOSHIHARU; TAKAI, KENTARO; SUWA, ATSUSHI; MURATA, YASUKO; (58 pag.)JP2015/83543; (2015); A;,
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Ester – an overview | ScienceDirect Topics

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. 76783-59-0, name is Ethyl 3-(trifluoromethyl)benzoate, This compound has unique chemical properties. The synthetic route is as follows., category: esters-buliding-blocks

General procedure: A typical procedure is as follows. Magnesium turnings (0.36 g, 15 mmol) for Grignard reagent with no pre-treatment were placed in a 100 mL four-necked flask and were heated to dry. Carbon dioxide was introduced to the flask and a balloon filled with carbon dioxide was attached to the flask. Chlorotrimethylsilane (3.17 mL, 25 mmol) in dry DMF (30 mL) was added to the flask and the reaction mixture was stirred for 30 minutes at room temperature. Ethyl benzoate 1a (0.72 mL, 5 mmol) was added dropwise by means of a syringe and the reaction mixture was stirred at room temperature until the starting material disappeared. Then the reaction mixture was carefully poured into 1 M hydrochloric acid solution (100 mL) and the product was extracted with diethyl ether (40 mL) four times. The combined organic layer was washed with 1 M potassium carbonate solution (40 mL) twice and the product was transferred to the water layer. To the combined water layers, 3 M hydrochloric acid (200 mL) was added and the product was extracted with ether (40 mL) four times. The combined ether layer was washed with water (50 mL) and brine (50 mL), dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the product 2a.

According to the analysis of related databases, 76783-59-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Maekawa, Hirofumi; Okawara, Hikaru; Murakami, Taro; Tetrahedron Letters; vol. 58; 3; (2017); p. 206 – 209;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 1187318-53-1,Some common heterocyclic compound, 1187318-53-1, name is 3-Bromo-5-fluoro-2-methyl-benzoic acid methyl ester, molecular formula is C9H8BrFO2, 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.

[0517] To a solution of methyl 3-bromo-5-fluoro-2-methylbenzoate (2.0 g, 8.13 mmol) in CCl4 (20 mL) at rt was added NBS (2.2 g, 12.19 mmol) and AIBN ( 533 mg, 3.25 mmol). The suspension was stirred at 90C for 16 hrs, cooled to rt, and filtered. The filtrate was concentrated under vacuum to afford the crude product, which was purified on silica gel with petroleum ether / EA = 50/1 to afford methyl 3-bromo-2-(bromomethyl)-5- fluorobenzoate (2.5 g yield : 96% ) as a yellow oil.

The synthetic route of 1187318-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOTHERYX, INC.; CHAN, Kyle, W.H.; FUNG, Leah; SULLIVAN, Robert; ERDMAN, Paul, E.; MERCURIO, Frank; (225 pag.)WO2017/201069; (2017); A1;,
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Synthetic Route of 61500-87-6, A common heterocyclic compound, 61500-87-6, name is Methyl 2-amino-4-(trifluoromethyl)benzoate, molecular formula is C9H8F3NO2, 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.

2-Amino-5-iodo-4-trifluoromethyl-benzoic acid methyl ester; A mixture of 2-amino-4-trifluoromethyl-benzoic acid methyl ester (51.5 g, 235 mmol), iodine (55.1 g, 217 mmol) and silver sulfate (73.3 g, 234 mmol) in EtOH (1560 mL) was stirred for 1 h at r.t. under nitrogen. The suspension was then filtered and the filtrate diluted with EtOAc and washed once with a 10% aqueous sodium thiosulfate solution. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give 2-amino-5-iodo-4-trifluoromethyl-benzoic acid methyl ester (67.5 g, 196 mmol, 83%) as a brown solid, m.p. 101-103 0C, ESI-MS: m/z 346 [M+H]+.

The synthetic route of 61500-87-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/108591; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 260806-90-4, name is Methyl 3-bromo-2-methoxybenzoate, molecular formula is C9H9BrO3, 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. Computed Properties of C9H9BrO3

Methyl 3-bromo-2-raethoxybenzoate (1.9 g, 7.75 mmol, 1.0 eq) was dissolved in toluene and treated with 4-chloro phenyl boronic acid (1.2 g, 7.75 mmol, 1 eq). The reaction mixture was stirred for 10 minutes, purged with nitrogen for 10 minutes and degassed with vacuum. Tetrakis triphenylphosphine palladium (0.447 g, 0.387 mmol, 0.05 eq) and K2CO3 (1.6 g, 11.62 mmol, 1.5 eq) were then added to the mixture. The mixture was heated to reflux for 12 h at 120C and cooled to ambient temperature. The solvents were evaporated under reduced pressure and the reaction mass was diluted with water. The aqueous mixture was extracted with ethyl acetate. The organic layer was dried with anhydrous Na?SC^ and concentrated under vacuum. The residue was purified by silica gel (60-120) column chromatography eluting with 5-10 % ethyl acetate/hexane as the eluent to afford the desired product (1.7 g, 80 %). 1H NMR (400 MHz, CDCl3) delta 3.49 (s, 3H), 3.93-3.95 (s, 3H), 7.20-7.25 (t, 1H), 7.39- 7.53 (m, 5H), 7.74-7.78 (t, 1H). MS (ESI): 277.1 (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 260806-90-4, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/152082; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 651734-58-6, name is Methyl 2-fluoro-3,5-dimethoxybenzoate, 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 651734-58-6, COA of Formula: C10H11FO4

S02C12 (4.13g, 30.84 mmol) was added dropwise to a solution of methyl 2-fluoro-3,5-dimethoxy benzoate (6g, 28.03 mmol) in acetonitrile (lOOmL) at 0 C under nitrogen atmosphere. The resulting reaction mixture was wanned to room temperature slowly and stined for lh. The reaction mixture was quenched with saturated sodium bicarbonate solution, and extracted with ethyl acetate (3x30mL). The organic phase was washed with brine, dried over Na2S04, filtered and concentrated. The residue was purified by triturating with 30% ether-pentane to afford the desired title compound (5g, 71%) as a solid. ‘HNMR (CDCI3, 400MHz): delta 6.63 (d, 1H), 3.96 (s, 3H), 3.9 (d, 6H).

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, Methyl 2-fluoro-3,5-dimethoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; REYNOLDS, Dominic; HAO, Ming-Hong; WANG, John; PRAJAPATI, Sudeep; SATOH, Takashi; SELVARAJ, Anand; (96 pag.)WO2016/164754; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 139911-28-7, 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. 139911-28-7, name is Ethyl 2-bromo-5-fluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Zinc cyanide (26.5 g; 0.225 mol) and Pd2(dba)3 (1.9 g; 3.4 mmol) were added to a solution of ethyl 2-bromo-5-fluorobenzoate (27.9 g; 0.112 mol) in DMF (71 ml). Triphenyl phosphine (2.9 g; 11 mmol) was added and then the reaction mixture was stirred at 130C under nitrogen atmosphere for 4 hours. The mixture was poured out into H2O (300 ml) and then extracted with EtOAc (200 ml). The organic layer was separated, washed with H2O (2 x 100 ml), brine (100 ml), dried (MgSO4), filtered and the solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: hexanes/EtOAc (5/1, v/v)). The product fractions were collected and the solvent was evaporated. Yield: 20 g (93%; orange solid).

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, Ethyl 2-bromo-5-fluorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Elanco Animal Health Ireland Limited; EP2487176; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 174579-31-8, name is tert-Butyl 2-(4-aminophenyl)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 174579-31-8

synthesis of a long wavelength BODDPY conjugated potassium sensor involves the formation of a Schiffs base using aldehyde 1 with t-butyl-4- aminophenylacetate 2 and in situ reduction to produce secondary amine 3. formation of a Schiff s base using aldehyde 1 with t-butyl-4-aminopehnylacetate 2 and in situ reduction to produce a secondary amine 3.

The synthetic route of 174579-31-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; WO2007/44866; (2007); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics