Category: 176694-36-3

Related Products of 176694-36-3, A common heterocyclic compound, 176694-36-3, name is Methyl 4-fluoro-3-(trifluoromethyl)benzoate, molecular formula is C9H6F4O2, 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.

a) 4-Dimethylamino-3-trifluoromethyl-benzoic acid methyl ester (12a) To a stirred solution of 4,48 g (22.5 mmol) 4-Fluoro-3-trifluoromethyl-benzoic acid methyl ester (Rarechem) and 60.0 ml dimethylsulphoxid are added 2.23 g (27.0 mmol) dimethylamine hydrochloride and 6.54 g (47.3 mmol) potassium carbonate. The reaction mixture is stirred for 8h at 60C in an autoclave and is reduced with high vacuum rotation evaporator at 65C. The residue is diluted with dichloromethane, washed twice with water. The combined water phases are extracted with dichloromethane. The combined dichloromethane phases are washed with diluted sodium hydrogen carbonate solution, dried with sodium sulphate and concentrated. The oily crude is purified by column chromatography and the desired product 12a is obtained in 72 % yield (4,00 g, 16,2 mmol). MS-ESI: 248 (M+ +1, 100).

The synthetic route of 176694-36-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Schering Pharma Aktiengesellschaft; EP1897885; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 176694-36-3, 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. 176694-36-3 name is Methyl 4-fluoro-3-(trifluoromethyl)benzoate, 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.

EXAMPLE 8: (S)-4-[[4-[(3,4-Dichlorophenyl)methyl]morpholin-2-yl]methylcarbamoylmethyl- sulfanyl]-3-(trifluoromethyl)benzoic acid methyl ester. A solution of (S)-[4-[(3,4-dichlorophenyl)methyl]morpholin-2- yljmethylcarbamoylmethylsulfanylsodium (Preparation 6) (0.104 g) in DMF (1.0 mL) was added to a stirred solution of methyl-4-fluoro-3-(trifluoromethyl)benzoate (0.080 g) in DMF (0.5 mL) at room temperature and stirred for 16 h. The reaction mixture was then quenched with aqueous sodium bicarbonate and was extracted into DCM (10 mL x 3). The organic layers were combined and washed with water and dried over magnesium sulfate, filtered and concentrated to yield a pale oil which was chromatographed (SiO2: eluent gradient DCM to 5 : 95 methanol/DCM) to yield the subtitle compound as a colourless oil (0.09O g).MS (ES+ve) 551/553 [M+H]+; Retention time: 2.69 min (STANDARD).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-fluoro-3-(trifluoromethyl)benzoate, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; WO2007/11292; (2007); 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. 176694-36-3, name is Methyl 4-fluoro-3-(trifluoromethyl)benzoate, A new synthetic method of this compound is introduced below., Computed Properties of C9H6F4O2

To a solution of the crude methyl ester in DMF (5 mL) was added octane- 1 -thiol (0.87 mL, 5 mmol) and Cs2CCh (2.44g, 7.5 mmol). The reaction mixture was stirred at 600C for 1 h, concentrated, quenched with NH4CI, extracted with EtOAc. The organics was dried over Na2SO4, concentrated under reduced pressure to leave the crude methyl 4-(octylthio)-3-(trifluoromethyl)benzoate 2a. MS (ESI, M+H+) = 349.0

The synthetic route of 176694-36-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRAECIS PHARMACEUTICALS INCORPORATED; WO2008/16692; (2008); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 176694-36-3, 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. 176694-36-3, name is Methyl 4-fluoro-3-(trifluoromethyl)benzoate, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of methyl 4-fluoro-3-(trifluoromethyl)benzoate (9.60 g, 43.2 mmol) in N,N-dimethylformamide (100 mL) was added mercaptan sodium (3.33 g, 47.5 mmol) at 0 C. by small portions, and the resulting mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted with ethyl acetate, washed twice with water and once with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was recrystallized from hexane to give the title compound (10.1 g, yield 93%) as colorless crystals.melting point 76-77 C.1H NMR (CDCl3) delta 2.57 (3H, s), 3.94 (3H, s), 7.36 (1H, d, J=8.3 Hz), 8.11 (1H, dd, J=1.9, 8.3 Hz), 8.27 (1H, d, J=1.9 Hz).Elemental analysis (for C10H9F3O2S)Calculated (%): C, 48.00; H, 3.63.Found (%): C, 47.97; H, 3.62.

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

Reference:
Patent; Itoh, Fumio; US2010/69381; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 176694-36-3, These common heterocyclic compound, 176694-36-3, name is Methyl 4-fluoro-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.

b N-tert-butoxycarbonyl-4-([4-methoxycarbonyl-2-methylsulfonyl)phenoxy]-phenylalanine benzyl ester 2.8 g of N-tert-butoxycarbonyl-tyrosine benzyl ester, 2.2 g of 4-fluoro-3-trifluoromethylbenzoic acid methyl ester and 4.0 g of K2 CO3 are stirred in 100 ml of DMF (anhydrous) at 110 C. for 45 minutes. The reaction mixture is poured into 500 ml of water, the pH is brought to 2 with NaHSO4 and the mixture is extracted 3 times with 200 ml of EA each time. The extract is dried over Na2 SO4 and the solvent is removed in vacuo. 4.2 g of a colorless oil. Rf (DIP)=0.12 MS (ES): 584 (M+H)+

Statistics shows that Methyl 4-fluoro-3-(trifluoromethyl)benzoate is playing an increasingly important role. we look forward to future research findings about 176694-36-3.

Reference:
Patent; Hoechst Aktiengesellschaft; US5631293; (1997); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 176694-36-3, name is Methyl 4-fluoro-3-(trifluoromethyl)benzoate, molecular formula is C9H6F4O2, 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. HPLC of Formula: C9H6F4O2

3-Fluoroazetidine hydrochloride (1 10 mg, 0.99 mmol), /V,/V-diisopropylethylamine (0.34 ml_, 1.98 mmol) and methyl 4-fluoro-3-(trifluoromethyl)benzoate (200 mg, 0.90 mmol) were heated to 65 C in dimethyl sulfoxide (1 ml.) for 4 hours, by which time the starting material appeared to have been consumed by TLC. STEP 2: The reaction mixture was then concentrated under reduced pressure and the crude residue was dissolved in toluene (1 ml.) and ethanol (1 ml_). Hydrazine monohydrate (0.17 ml_, 3.60 mmol) was then added and the reaction mixture was heated at 65 C for 16 hours, by which time the starting material appeared to have been consumed by TLC. The reaction mixture was then concentrated under reduced pressure and the crude residue was recrystallised from cyclohexane and diethyl ether to give crude 4-(3- fluoroazetidin-1 -yl)-3-(trifluoromethyl)benzohydrazide (82 mg, 0.30 mmol, 33% yield) as a yellow solid that was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 176694-36-3, its application will become more common.

Reference:
Patent; UCL BUSINESS LTD; FISH, Paul, Vincent; MAHY, William; WILLIS, Nicky, John; WOODWARD, Hannah; ATKINSON, Benjamin, N; BAYLE, Elliott, D; SIPTHORP, James; JONES, Edith, Yvonne; ZHAO, Yuguang; VECCHIA, Luca; RUZA, Reinis, Reinholds; (208 pag.)WO2020/43866; (2020); 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. 176694-36-3, name is Methyl 4-fluoro-3-(trifluoromethyl)benzoate, A new synthetic method of this compound is introduced below., COA of Formula: C9H6F4O2

To a stirred solution of 4,48 g (22.5 mmol) 4-Fluoro-3-trifluoromethyl-benzoic acid methyl ester (Rarechem) and 60.0 ml dimethylsulphoxid are added 2.23 g (27.0 mmol) dimethylamine hydrochloride and 6.54 g (47.3 mmol) potassium carbonate. The reaction mixture is stirred for 8h at 60C in an autoclave and is reduced with high vacuum rotation evaporator at 65C. The residue is diluted with dichloromethane, washed twice with water. The combined water phases are extracted with dichloromethane. The combined dichloromethane phases are washed with diluted sodium hydrogen carbonate solution, dried with sodium sulphate and concentrated. The oily crude is purified by column chromatography and the desired product 2.3.2.a is obtained in 72 % yield (4,00 g, 16,2 mmol). MS-ESI: 248 (M+ +1, 100). Elementary analysis: C 53.44% H 4.89% F 23.05% N 5.67% Determined: C 53.48% H 4.90% F 23.03% N 5.65%

The synthetic route of 176694-36-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Schering Pharma Aktiengesellschaft; EP1916003; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics