Category: 107317-58-8

Synthetic Route of 107317-58-8, 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. 107317-58-8, name is Methyl 4-bromo-3-(trifluoromethyl)benzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of the product from Step A (17.3 g, 61.2 mmol) in 1,4-dioxane is added A- (4,4,5, 5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-buty ester (18.9 g, 61.2 mmol), 2 M aqueous potassium carbonate (61.2 mL, 122 mmol), and tetrakistriphenylphosphinepalladium(O) (7.07g, 6.10 mmol). The reaction vessel is sealed and heated to 140 C for 4 hours. The mixture is cooled to room temperature and the dioxane is removed in vacuo. The resulting residue is diluted with water and ethyl acetate, filtered to remove insoluble material, and the layers are separated. The aqueous layer is extracted twice with ethyl acetate and the combined organics are dried over Na2SO4, filtered, and the solvent is removed in vacuo. The brown residue is then passed through a short bed of silica rinsing first with 10% ethyl acetate in hexane, then 20% ethyl acetate in hexane. The material collected from the 20% ethyl acetate fraction is evaporated to afford the desired product as a light yellow solid (19.6 g, 83%). LCMS: 371.51 (M+CEta3CN-56).

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-3-(trifluoromethyl)benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; BENTZIEN, Joerg, Martin; BOYER, Stephen, James; BURKE, Jennifer; ELDRUP, Anne, Bettina; GUO, Xin; HUBER, John, David; KIRRANE, Thomas, Martin; SOLEYMANZADEH, Fariba; SWINAMER, Alan, David; WO2010/5783; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

107317-58-8, name is Methyl 4-bromo-3-(trifluoromethyl)benzoate, 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. Product Details of 107317-58-8

To a DMF solution (20 mL) of 4-bromo-3-trifluoromethylbenzoic acid methyl ester (1.07 g), copper(I) iodide (720 mg) and fluorosulfonyldifluoroacetic acid methyl ester (4.78 mL) were added, and the mixture was stirred overnight at 90C. The reaction mixture was left to stand to cool to room temperature and filtered through a Celite pad. The filtrate was concentrated under reduced pressure. Saturated brine was added to the residue, followed by extraction thrice, each with ethyl acetate. The extracts were combined and washed with saturated brine, followed by drying over sodium sulfate anhydrate. Insoluble matter was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography (Yamazen Hi-Flash column 2L), whereby a mixture (632 mg) of the title compound and raw materials were yielded.

The synthetic route of 107317-58-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP2017263; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

107317-58-8, name is Methyl 4-bromo-3-(trifluoromethyl)benzoate, 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

General procedure: A suspension of 4-(((lS,4S,5R)-2-azabicyclo[2.2.1]heptan-5-yoxy)methy)-5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazole hydroiodide salt l2dd (0.52 mrnol, 1 equiv.),methyl4-bromo-2/3-substituted benzoate 106-y (0 68 mmol, 1.3 equiv.), Cs2C03 (1.3 mmol,15 2.5 equiv.), Pd?(dha)3 (0.15 equiv.), BINAP (0.2 equiv.) in Toluene (10.0 mL) was heatedunder a nitrogen atmosphere at 1 J 0C for 16 h. The reaction rnixture was cooled to roomtemperature, diluted with ethyl acetate and filtered through a pad ofCelite. The organic layerwas washed with brine, dried over anhydrous Na2S04, filtered and concentrated 1..mderreduced pressure. The crude material v.·as purified on ISCO silica gel column20 chromatography using hexane/ethyl acetate as eluents to give the desired methyl ester l06zwhich was used as such in the next step.

The synthetic route of 107317-58-8 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

These common heterocyclic compound, 107317-58-8, name is Methyl 4-bromo-3-(trifluoromethyl)benzoate, 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. Safety of Methyl 4-bromo-3-(trifluoromethyl)benzoate

A mixture of methyl 4-bromo-3-(trifluoromethyl)benzoate (3.0 g, 10.6 mmol), 2- ethylphenylboronic acid (2.38 g, 15.9 mmol), cesium fluoride (4.83 g, 31.8 mmol), palladium acetate (48 mg, 0.21 mmol) and 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (261 mg, 0.64 mmol) was prepared in dioxane (30 mL) and water (15 mL), and then heated at 900C for 2.5 hours. The reaction mixture was diluted with MTBE (150 mL) and washed with water (50 mL) and brine (50 mL). The aqueous layers were extracted with MTBE (75 mL). The organic layers were combined, dried (MgSO4) and concentrated under vacuum. After purification by flash chromatography (silica, heptane/EtOAc), the title compound was obtained as a colorless oil (3.05 g, 93%). HPLC (Method A) Rt 5.6 min (Purity: 97.3%).

The synthetic route of Methyl 4-bromo-3-(trifluoromethyl)benzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SERONO S.A.; QUATTROPANI, Anna; MONTAGNE, Cyril; SAUER, Wolfgang; CROSIGNANI, Stefano; BOMBRUN, Agnes; WO2010/112461; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 107317-58-8, name is Methyl 4-bromo-3-(trifluoromethyl)benzoate, A new synthetic method of this compound is introduced below., Product Details of 107317-58-8

To a mixture of methyl 4-bromo-3-(trifluoromethyl)benzoate (1.00 g, 3.53 mmol), bis(pinacolato)diboron (1.79 g, 7.06 mmol), and KOAc (1.04 g, 10.6 mmol) in DMSO (15 mL) was added Pd(PPh3)4 (816 mg, 0.706 mmol) under N2 atmosphere. Then the mixture was heated to 120C for 3 hours. The reaction mixture was cooled followed by an aqueous/EtOAc workup to give the crude product (2.3 g) as a yellow oil.

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; N30 PHARMACEUTICALS, LLC; SUN, Xicheng; QIU, Jian; STOUT, Adam; WO2012/83165; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 107317-58-8, 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 107317-58-8 as follows.

To a solution of methyl 4-bromo-3-(trifluoromethyl)benzoate (10 g, 35.33 mmol) in THF (100 mL) under nitrogen was added 2 M lithium borohydride in THF (2.309 g, 106.0 mmol). The mixture was heated at reflux. The mixture was cooled to 0C and carefully quenched with 6 N HC1 (aq) (about 20 mL or less) (vigorous in the beginning 3-5 mL) up to pH 3. The mixture was diluted with water (25 mL) and extracted with EtOAc (2X). The combined organics were dried over anhydrous Na2S04and filtered. The filtrate was concentrated in vacuo to dryness to afford the crude (4-bromo-3- (trifluoromethyl)phenyl)methanol as a brown solid.

According to the analysis of related databases, 107317-58-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; SADEQUE, Abu J.M.; BUZARD, Daniel J.; (82 pag.)WO2020/51378; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics