Category: 2557-13-3

Cao, Ya-Fang; Li, Ling-Jun; Liu, Min; Xu, Hui; Dai, Hui-Xiong published the artcile< Palladium-Catalyzed, Copper(I)-Promoted Methoxycarbonylation of Arylboronic Acids with O-Methyl S-Aryl Thiocarbonates>, Application In Synthesis of 2557-13-3, the main research area is palladium catalyst copper methoxycarbonylation arylboronic acid Me aryl thiocarbonate.

Here, we report O-Me S-aryl thiocarbonates as a versatile esterification reagent for palladium-catalyzed methoxycarbonylation of arylboronic acid in the presence of copper(I) thiophene-2-carboxylate (CuTC). The reaction condition is mild, and a variety of substituents including sensitive -Cl, -Br, and free -NH2 could be tolerated. Further applications in the late-stage esterification of some pharmaceutical drugs demonstrate the broad utility of this method.

Journal of Organic Chemistry published new progress about Arylboronic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 2557-13-3 belongs to class esters-buliding-blocks, and the molecular formula is C9H7F3O2, Application In Synthesis of 2557-13-3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 2557-13-3, name is Methyl 3-(trifluoromethyl)benzoate, molecular formula is C9H7F3O2, 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 3-(trifluoromethyl)benzoate

EXAMPLES 24 AND 25(3-(3-(Trifluoromethyl)phenyl)-4,5-dihydronaphtho[l,2-c]isoxazol-7-yl)methanol (24) andl-((3-(3-(Trifluoromethyl)phenyl)-4,5-dihydronaphtho[l,2-c]isoxazol-7- -3-carboxylic acid (25)[00331] To 6-vinyl-3,4-dihydronaphthalen-l(2H)-one oxime (Intermediate 1, 0.151 g, 0.808 mmol) was added 5 mL of toluene and the contents were concentrated under reduced pressure. The resulting solid was kept under high vacuum for 10 min. The white solid was cooled to 0 C and lithium diisopropylamide (2.0 M, 0.8 mL, 1.61 mmol) was added drop wise over a period of 3 min. The reaction mixture was stirred at 0 C for 20 min., then methyl 3-(trifluoromethyl)benzoate (0.087 mL, 0.539 mmol) was added dropwise over a period of 1 min. at 0 C. After 10 min. at 0C, concentrated sulfuric acid (0.2 mL) was added dropwise at 0 C and the reaction was stirred for 20 minutes. Water (2 mL) was added and the homogenous solution was heated at 60 C for ~2 hr. The reaction mixture was stirred overnight at room temperature. The contents were concentrated under reduced pressure. Next, 5 mL of dioxane was added and the contents were heated at 100 C for 1.5 hr. The reaction mixture was concentrated under reduced pressure and partitioned between ethyl acetate (20 mL) and sat. aq. sodium bicarbonate (10 mL). The ethyl acetate layer was dried over sodium sulfate, concentrated under reduced pressure, and purified by silica gel column chromatography (hexane/ethyl acetate). Fractions corresponding to the product were collected and concentrated to yield 3-(3-(trifluoromethyl)phenyl)-7-vinyl-4,5-dihydronaphtho[l,2-c]isoxazole (0.15 g, 0.439 mmol, 82 % yield) as a pale yellow solid. LC/MS M+1 = 342.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2557-13-3, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DHAR, T.G. Murali; XIAO, Hai-Yun; WATTERSON, Scott Hunter; KO, Soo S.; DYCKMAN, Alaric J.; LANGEVINE, Charles M.; DAS, Jagabandhu; CHERNEY, Robert J.; WO2011/59784; (2011); 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. 2557-13-3, name is Methyl 3-(trifluoromethyl)benzoate, A new synthetic method of this compound is introduced below., Application In Synthesis of Methyl 3-(trifluoromethyl)benzoate

3-trifluoromethyl-benzoic acid methyl ester fluoride to 4.30g (21.1mmol)Cesium 92.6mg the (0.696mmol) added under an argon atmosphere, then cooled to -10 or less of. This trifluoromethyl trimethylsilane about 4mL (about 27mmol) was added dropwise at -10 or less. 1 hour at -10 C., further stirred for 1 hour at room temperature. Then extracted by the addition of methylene chloride and water to the reaction solution. The organic phase is dried over magnesium sulfate, and then concentrated. The residue was purified by silica gel column chromatography (developing solvent = n-hexane / ethyl acetate = 98/2 [volume]). Concentration collect a portion corresponding to Rf value of about 0.9, as a colorless transparent liquid trimethyl (2,2,2-trifluoro-1-methoxy-1- (3- (trifluoromethyl) phenyl) ethoxy) silane 4.46g (65%) obtained. Incidentally, Rf is selected from the group consisting of the ratio of distance traveled from the origin with respect to the distance from the origin to the solvent front of the sample of interest (relative moving distance).

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; NIPPON SODA COMAPNY LIMITED; ITO, YOSHIKAZ; KUBOTA, YASUSHI; ICHINARI, DAISUKE; INOUE, HIROKI; IWATA, JYUN; NAKASHIMA, RYOYO; KURUSHIMA, HIROAKI; MATSUDA, KEIICHIRO; KUTOSE, KOICHI; (90 pag.)JP5653442; (2015); B2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 2557-13-3, name is Methyl 3-(trifluoromethyl)benzoate, molecular formula is C9H7F3O2, 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. Recommanded Product: Methyl 3-(trifluoromethyl)benzoate

EXAMPLES 24 AND 25(3-(3-(Trifluoromethyl)phenyl)-4,5-dihydronaphtho[l,2-c]isoxazol-7-yl)methanol (24) andl-((3-(3-(Trifluoromethyl)phenyl)-4,5-dihydronaphtho[l,2-c]isoxazol-7- -3-carboxylic acid (25)[00331] To 6-vinyl-3,4-dihydronaphthalen-l(2H)-one oxime (Intermediate 1, 0.151 g, 0.808 mmol) was added 5 mL of toluene and the contents were concentrated under reduced pressure. The resulting solid was kept under high vacuum for 10 min. The white solid was cooled to 0 C and lithium diisopropylamide (2.0 M, 0.8 mL, 1.61 mmol) was added drop wise over a period of 3 min. The reaction mixture was stirred at 0 C for 20 min., then methyl 3-(trifluoromethyl)benzoate (0.087 mL, 0.539 mmol) was added dropwise over a period of 1 min. at 0 C. After 10 min. at 0C, concentrated sulfuric acid (0.2 mL) was added dropwise at 0 C and the reaction was stirred for 20 minutes. Water (2 mL) was added and the homogenous solution was heated at 60 C for ~2 hr. The reaction mixture was stirred overnight at room temperature. The contents were concentrated under reduced pressure. Next, 5 mL of dioxane was added and the contents were heated at 100 C for 1.5 hr. The reaction mixture was concentrated under reduced pressure and partitioned between ethyl acetate (20 mL) and sat. aq. sodium bicarbonate (10 mL). The ethyl acetate layer was dried over sodium sulfate, concentrated under reduced pressure, and purified by silica gel column chromatography (hexane/ethyl acetate). Fractions corresponding to the product were collected and concentrated to yield 3-(3-(trifluoromethyl)phenyl)-7-vinyl-4,5-dihydronaphtho[l,2-c]isoxazole (0.15 g, 0.439 mmol, 82 % yield) as a pale yellow solid. LC/MS M+1 = 342.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2557-13-3, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DHAR, T.G. Murali; XIAO, Hai-Yun; WATTERSON, Scott Hunter; KO, Soo S.; DYCKMAN, Alaric J.; LANGEVINE, Charles M.; DAS, Jagabandhu; CHERNEY, Robert J.; WO2011/59784; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 2557-13-3,Some common heterocyclic compound, 2557-13-3, name is Methyl 3-(trifluoromethyl)benzoate, molecular formula is C9H7F3O2, 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 3-(trifluoromethyl)benzoate (2.8 g) in methanol (10 mL) was added NaOH (17.14 mL). The mixture was stirred at RT overnight. After removal of methanol in vacuo, HC1 (2 M) was added to adjust the above mixture to pH 2. The resulting white solid was filtered, washed with water and dried in vacuo to afford 3-(trifluoromethyl)benzoic acid (2.8 g) as a white solid. MS(ES+) m/z 191 (MH+).

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

Reference:
Patent; GLAXO GROUP LIMITED; WANG, Yonghui; CAI, Wei; LIU, Qian; XIANG, Jia-Ning; WO2012/27965; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 2557-13-3, A common heterocyclic compound, 2557-13-3, name is Methyl 3-(trifluoromethyl)benzoate, molecular formula is C9H7F3O2, 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.

Sodium hydride (60% dispersion in oil, 390 mg, 9.75 mmol) was first washed with hexanes to remove the oil and was then suspended in 7 ml dimethylformamide. A solution of methyl 3-(trifluoromethyl)benzoate 29 (1.0 g, 4.9 mmol) in 2 ml dimethylformamide was added drop-wise and with stirring. Upon addition, the mixture was stirred for 1 h at room temperature. Acetone (400 ml, 5.44 mmol) was added drop-wise and the mixture was stirred overnight at room temperature. The mixture was poured into water and the aqueous layer was extracted four times with ether. The aqueous layer was acidified with 2 N hydrochloric acid and was extracted three times with ether. The combined organics were dried over sodium sulphate and evaporated under reduced pressure. The residue was purified using the SP1 Purification System (ethyl acetate-hexane gradient, 0:100 rising to 10:90) to give 30 (640 mg, 2.78 mmol, 56%) as an oil. Purity 100%.

The synthetic route of 2557-13-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Andres, Miriam; Bravo, Monica; Buil, Maria Antonia; Calbet, Marta; Castillo, Marcos; Castro, Jordi; Eichhorn, Peter; Ferrer, Manel; Lehner, Martin D.; Moreno, Imma; Roberts, Richard S.; Sevilla, Sara; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 168 – 184;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

2557-13-3, name is Methyl 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 2557-13-3

In a first step of Method C as illustrated here, N-(2-amino-1-propyl)-3-(trifluoromethyl)benzamide is prepared as an intermediate. A mixture of 4.1 g (20 mmol) methyl 3-(trifluoromethyl)benzoate and 5.9 g (80 mmol) 1,2-diaminopropane is stirred at room temperature for 24 h, and is then placed under high vacuum (0.1 mm Hg) and stirred at room temperature for a further 24 h to remove by volatilization excess 1,2-diaminopropane. The resulting gummy solid is triturated with 50 ml of a 1:1 mixture of ether and hexane, followed by filtration to give a white solid. Recrystallization of the crude product from ether-hexane gives 3.6 g (65% yield) N-(2-amino-1-propyl)-3-(trifluoromethyl)benzamide as a white crystalline material: 1H NMR (DMSO-d6) delta 0.98 (3H, d, J=7 Hz), 2.95 (1H, m), 3.18 (2H, m), 3.43 (1H, br s), 7.70 (2H, t, J=7 Hz), 7.88 (1H, d, J=7 Hz), 8.18 (2H, m), 8.68 (1H, br s).

The synthetic route of 2557-13-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hegde, Shridhar G.; Krupa, Daniel M.; Bohn, Joseph A.; Coffen, David L.; Gustafson, Gary R.; Kaplan, Alan P.; Ma, Yuting; US2002/52295; (2002); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics