Category: 139102-34-4

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 139102-34-4 as follows. Quality Control of Methyl 4-bromo-2-methoxybenzoate

A solution of 4-bromo-2-methoxybenzoic acid methyl ester (0.1 mol) and tetrahydro- 2H”-pyran-4-amine (0.3 mol) in 1 -methyl-2-pyrrolidinone (800 ml) was stirred at 400C. Cs2CO3 (0.2 mol) was added. The reaction mixture was stirred for 5 minutes. Pd2(dba)3 (0.002 mol) and BINAP (0.003 mol) were added. The reaction solution was degassed by applying alternating nitrogen atmosphere and vacuum. The reaction mixture was stirred overnight at 110C. The 1 -methyl-2-pyrrolidinone solvent was evaporated. The residue was purified by high-performance liquid chromatography. The product fractions were collected and the solvent was evaporated, yielding 13 g of intermediate (29).

According to the analysis of related databases, 139102-34-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WO2009/62990; (2009); A2;,
Ester – Wikipedia,
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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. 139102-34-4, name is Methyl 4-bromo-2-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C9H9BrO3

General procedure: To 2 dram, stir-bar equipped vials, were added the aryl bromides (1.0 equiv). A stock solution of Ir[dF(CF3)ppy]2(dtbbpy)PF6 (1.0 mol%) and carboxylic acid 5 (1.1 equiv) in DMF (0.15 M with respect to carboxylic acid 5) was prepared, and to this stock solution was added TMG (1.1 equiv). The resulting stock solution was kept under a blanket of nitrogen. A separate solution of [Ni(dtbbpy)(H2O)4]Cl2 (10 mol%) in DMF (0.04 M) was prepared. The stock solution of Ir cat./acid/TMG was added to the aryl bromide monomers, followed by the Ni stock solution. The reaction mixtures were purged by blowing nitrogen over the top, sealed, and irradiated with blue LED (34 W LED Kessil lamps) for 24 h at room temperature. The reaction mixtures were diluted with EtOAc (3 mL) and H2O (4 mL). The organic layer was separated and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography with a solvent gradient from 0%EtOAc/hexanes to 100% EtOAc/hexanes to deliver the title compound.

According to the analysis of related databases, 139102-34-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Suen, Linda M.; Wang, Cheng; Hunter, David N.; Mitchell, Helen J.; Converso, Antonella; Elmarrouni, Abdellatif; Synthesis; vol. 50; 16; (2018); p. 3177 – 3186;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 139102-34-4, 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 139102-34-4 as follows.

[00197] Step 1: A mixture of methyl 4-bromo-2-methoxybenzoate (2.66 g, 10.85 mmol), 28% ammonium hydroxide (25 mL, 642 mmol) and ammonium chloride (2.0 g, 37.4 mmol) was stirred at RT for 20 min and then at 50 0C. Once the material converted forms to an oil (ca. 20 min), the mixture was cooled to RT and more ammonium hydroxide (25 mL, 642 mmol) and ammonium chloride (2.0 g, 37.4 mmol) were added. Upon completion of addition, the reaction mixture was stirred at RT overnight. After this time, the mixture was heated to reflux in an open flask to drive off the excess ammonia and then cooled to RT. The mixture was neutralized with cone. HCl and then extracted with ethyl acetate. The extract was dried (Na2SO4) and then concentrated to give a residue. The residue was purified by flash chromatography (40 g silica gel cartridge; EtO Ac/Hex) to give 4-bromo-2- methoxybenzamide (510 mg, 2.22 mmol, 20 % yield) as a white solid.

According to the analysis of related databases, 139102-34-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CARTER, Percy H.; CORNELIUS, Lyndon A., M.; WO2008/42925; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 139102-34-4, name is Methyl 4-bromo-2-methoxybenzoate, 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 139102-34-4, Recommanded Product: Methyl 4-bromo-2-methoxybenzoate

To a degassed solution of methyl 4-bromo-2-methoxybenzoate (0.70 g, 2.86 mmol) in 1,4-dioxane (10 mL) and MeOH (2.5 mL) at room temperature under nitrogen blanketing is added 4-chlorophenyl boronic acid (0.536 g, 3.43 mmol), Pd(dppf)Cl2 (0.233 g, 0.286 mmol) and K3PO4 (0.728 g, 3.43 mmol). The resulting suspension is heated to 80 C. and stirred for 3 hours after which the reaction is cooled to room temperature and filtered through Celite. The collected solids are washed with additional MeOH and the filtrate concentrated under reduced pressure. The crude material is purified over silica (hexanes:EtOAc gradient 6:1 to 4:1) to afford 0.614 g (78% yield) of the desired product as orange crystals. 1H NMR (400 MHz, CDCl3) delta ppm 7.89 (1H, d, J=8.0 Hz), 7.52-7.56 (2H, m), 7.44 (2H, d, J=8.7 Hz), 7.17 (1H, d, J=8.0 Hz), 7.12 (1H, d, J=1.6 Hz), 3.99 (3H, s), 3.92 (3H, s). HPLC-MS: m/z 277 [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-bromo-2-methoxybenzoate, and friends who are interested can also refer to it.

Reference:
Patent; The Procter & Gamble Company; US2007/299086; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 139102-34-4, 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 139102-34-4 as follows.

Example 25A methyl 4-(4-((4′-chlorobiphenyl-2-yl)methyl)piperazin-1-yl)-2-methoxybenzoate Methyl 4-bromo-2-methoxybenzoate (700 mg), EXAMPLE 7B (983 mg), K3PO4 (909 mg), tris(dibenzylideneacetone)dipalladium(0) (78 mg), and 2-(di-t-butylphosphino)biphenyl (102 mg) were stirred in 1,2-dimethoxyethane (10 mL) at 80 C. for 24 hours. The reaction mixture was chromatographed on silica gel with 20-50% ethyl acetate/hexanes.

According to the analysis of related databases, 139102-34-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT LABORATORIES; US2010/184750; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 139102-34-4, 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. 139102-34-4, name is Methyl 4-bromo-2-methoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under the protection of nitrogen,Compound 49E (150 mg, 0.66 mmol),Methyl 4-bromo-2-methoxybenzoate (168 mg, 0.69 mmol),Palladium acetate (15 mg, 0.066 mmol), BINAP (42 mg, 0.066 mmol),Barium carbonate (324mg, 0.99mmol)The 1,4-dioxane solution was heated to 110 C for 4 hours and then lowered to room temperature.The reaction was quenched with EtOAc (EtOAc)EtOAc.The compound was quenched under reduced pressure to give compound 49F (90 mg, 35% yield)

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 4-bromo-2-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Xiansheng Pharmaceutical Co., Ltd.; Chen Huanming; Liang Bo; Cao Wenjie; Zhang Guiping; Zhao Zhongqiang; Jiang Zhaojian; Zuo Gaolei; Xu Wanmei; Gong Hongju; Zhang Peng; Wang Jianghuai; Li Qingsong; Gao Chunhua; (79 pag.)CN104045552; (2019); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 139102-34-4 as follows. name: Methyl 4-bromo-2-methoxybenzoate

A solution of 4-bromo-2-methoxybenzoic acid methyl ester (0.1 mol) and tetrahydro- 2H”-pyran-4-amine (0.3 mol) in 1 -methyl-2-pyrrolidinone (800 ml) was stirred at 400C. Cs2CO3 (0.2 mol) was added. The reaction mixture was stirred for 5 minutes. Pd2(dba)3 (0.002 mol) and BINAP (0.003 mol) were added. The reaction solution was degassed by applying alternating nitrogen atmosphere and vacuum. The reaction mixture was stirred overnight at 110C. The 1 -methyl-2-pyrrolidinone solvent was evaporated. The residue was purified by high-performance liquid chromatography. The product fractions were collected and the solvent was evaporated, yielding 13 g of intermediate (29).

According to the analysis of related databases, 139102-34-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WO2009/62990; (2009); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 139102-34-4, 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. 139102-34-4 name is Methyl 4-bromo-2-methoxybenzoate, 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.

Under the protection of nitrogen,Compound 46C (232 mg, 1 mmol),Methyl 4-bromo-2-methoxybenzoate (257 mg, 1.05 mmol),Palladium acetate (22.5 mg, 0.1 mmol), BINAP (62.5 mg, 0.1 mmol),The 1,4-dioxane solution of cesium carbonate (489 mg, 1.5 mmol) was heated to 110 C for 4 hours, then cooled to room temperature, quenched with aqueous solution, filtered, and extracted with ethyl acetate.Dry with anhydrous sodium sulfate,The compound was quenched under reduced pressure to give compound 46D (158 mg, 40% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-bromo-2-methoxybenzoate, and friends who are interested can also refer to it.

Reference:
Patent; Jiangsu Xiansheng Pharmaceutical Co., Ltd.; Chen Huanming; Liang Bo; Cao Wenjie; Zhang Guiping; Zhao Zhongqiang; Jiang Zhaojian; Zuo Gaolei; Xu Wanmei; Gong Hongju; Zhang Peng; Wang Jianghuai; Li Qingsong; Gao Chunhua; (79 pag.)CN104045552; (2019); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 139102-34-4, name is Methyl 4-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. Application In Synthesis of Methyl 4-bromo-2-methoxybenzoate

Step 1: Methyl 2-methoxy-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)benzoateTo a 100 mL round-bottomed flask equipped with a stir bar was added methyl 4- bromo-2-methoxybenzoate (1.79 g, 7.30 mmol), 4,4,4?,4?,5 ,5 ,5?,5?-octamethyl-2,2?- bi(1,3,2-dioxaborolane) (2.78 g, 10.9 mmol), PdCl2(dppf) (0.267 g, 0.365 mmol), and potassium acetate (2.15 g, 21.9 mmol) at ambient temperature. The flask was sealed witha septum, dioxane (36.5 ml) was added, and the atmosphere was purged with N2 (g). The reaction was then heated to 90 C with stirring for 3 h and cooled to room temperature. The reaction was concentrated, the residue was dissolved in EtOAc and washed with 1 M aq. HC1 and sat. aq. NaC1. The organics were dried (Na2504), filtered, and concentrated. The residue was purified by silica gel column chromatography (Teledyne ISCOCombiFlash Rf, gradient of 0% to 100% using solvent A/B=CH2C12/EtOAc over 15 column volumes, RediSep 5i02 80 g, loaded as DCM solution) to afford (methyl 2- methoxy-4-(4,4,5 ,5 -tetramethyl- 1,3 ,2-dioxaborolan-2-yl)benzoate (1 .87 g, 88 %) as a tan solid: ?H NMR (400 MHz, CDC13) oe 7.76 (d, J=7.7 Hz, 1 H), 7.42 (dd, J=7.7, 0.9 Hz, 1 H), 7.39 (s, 1 H), 3.96 (s, 3 H), 3.90 (s, 3 H), 1.36 (s, 12 H); HPLC: RT=1.284 mm(Waters Acquity BEH C,8 1.7 urn 2.0 x 50 mm, CH3CN/H20/0. 1% TFA, 1.5 mill gradient, wavelength=254 nm); MS (ES): mlz= 293 [M+1].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 139102-34-4, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; DELUCCA, George V.; GAVAI, Ashvinikumar V.; QUESNELLE, Claude A.; GILL, Patrice; O’MALLEY, Daniel; VACCARO, Wayne; LEE, Francis Y.; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; FANG, Haiquan; HILL, Matthew D.; HUANG, Hong; SCHMITZ, William D.; STARRETT, JR, John E.; HAN, Wen-Ching; TOKARSKI, John S.; MANDAL, Sunil Kumar; WO2015/100282; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 139102-34-4,Some common heterocyclic compound, 139102-34-4, name is Methyl 4-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.

To a solution of methyl 4-bromo-2-methoxybenzoate (0.95 g, 3.9 mmol) and 4- nitrophenylboronic acid (1.29 g, 7.75 mmol) in toluene (10 mL) was added Na2CO3 (1.85 g, 17.4 mmol), l,r-bis(diphenylphospMno)ferrocenepalladium(IT) chloride complex with dichloromethane (0.06 g, 0.08 mmol), 1,4-dioxane (5 mL), and water (5 mL). The mixture was heated at reflux for 3 h and then allowed to cool to it. The mixture was diluted with EtOAc and water, and the organic layer was isolated, dried over MgSO4, and concentrated in vacuo. The material was purified by column chromatography (25% EtOAc in hexanes), yielding 0.675 g (61%) of the title compound. LC/MS m/z 287.9 (MH+); retention time 3.14 min.

The synthetic route of 139102-34-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/44775; (2006); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics