Category: 457097-93-7

Reference of 457097-93-7, A common heterocyclic compound, 457097-93-7, name is Methyl 4-amino-3-(trifluoromethoxy)benzoate, molecular formula is C9H8F3NO3, 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.

To a 500 mL round-bottom t1ask was added methyl4-amino-3-(trifluoromethoxy)5 benzoate (7.1 g, 30.19 mmoL 1.0 equiv.), AcOH (100 mL), and NaSCN (12.1 g, 149.25mmol, 5.0 equiv .), followed by the dropwise addition of a solution of bromine (9.6 g, 60.07mrnol, 2.0 equiv.) in AcOH (50 rnL) at 0 C over 1 hr. The mixture vvas stirred at 0 C for 2h, and then at 40 C overnight The reaction mixture vas cooled to 0 C, and a second batchofNaSCN (12.2 g, 150.49 mmol, 5.0 equiv.) was added, followed by the dropwise addition10 of a solution of bromine (9.6 g, 60.07 mmol, 2 0 equiv.) in AcOFf (50 mL) over l hr. Again,the reaction mixture was stirred at 0 C tor 2 h, and then at 40 C for 3 days. The resultingmixture was diluted Vith 200 mL of water and the pH value of the aqueous solution wasadjusted to 9 with sodium hydroxide. The resulting solids were collected by filtration,·washed ·with ·water (20 mL x 2), and dried in an oven at 60 C for 6 h to provide of rnethyl 2-15 amino-4-(trifluoromethoxy)-1 ,3-benzothiazole-6-carboxy late A-4b (54 g, 61 %) as a brornsolid.

The synthetic route of 457097-93-7 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

Synthetic Route of 457097-93-7,Some common heterocyclic compound, 457097-93-7, name is Methyl 4-amino-3-(trifluoromethoxy)benzoate, molecular formula is C9H8F3NO3, 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.

c) 4-Benzyloxycarbonylamino-3-trifluoromethoxy-benzoic acid methyl ester To a solution of 4-amino-3-trifluoromethoxy-benzoic acid methyl ester (4.9 g, 20.8 mmol) and NaHCO3 (5.24 g, 62.4 mmol) in dioxane-water 5:1 (90 mL) is added at 0-5 C. benzyl chloroformate (4.4 mL, 31.3 mmol). After addition the reaction mixture is stirred at 25 C. for 16 h. The reaction mixture is diluted with CH2Cl2 and washed with water, dried over MgSO4 and evaporated. The title compound is obtained after purification by flash-chromatography on silica gel (hexane-EtOAc 30:1 to 10:1) as a colorless oil: TLC (hexane-EtOAc 4:1) Rf=0.52; ESIMS [M-H]-=368.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-amino-3-(trifluoromethoxy)benzoate, its application will become more common.

Reference:
Patent; Briard, Emmanuelle; Lueoend, Rainer Martin; Machauer, Rainer; Moebitz, Henrik; Rogel, Olivier; Rondeau, Jean-Michel; Rueeger, Heinrich; Tintelnot-Blomley, Marina; Veenstra, Siem Jacob; US2009/54427; (2009); 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. 457097-93-7, name is Methyl 4-amino-3-(trifluoromethoxy)benzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 457097-93-7

[Step 1] 4-[(Methylsulfonyl)amino]-3-(trifluoromethoxy)benzoic acid To a solution of methyl 4-amino-3-(trifluoromethoxy)benzoate (600 mg) in chloroform (20 ml), triethylamine (2.12 ml) and methanesulfonyl chloride (0.795 ml) were added dropwise under ice-cooling. The reaction solution was stirred at 0 C. for 10 minutes and at room temperature for 2 hours. Saturated sodium bicarbonate water was added thereto, and the reaction solution was stirred at room temperature for 20 minutes and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The residue was dissolved in methanol (20 ml). A 1 N aqueous solution of sodium hydroxide (20.4 ml) was added and the resultant reaction solution was stirred at 70 C. for one hour while heating. After the temperature of the solution was returned to room temperature and the reaction solution was concentrated up to about half under reduced pressure, 5 N hydrochloric acid (4 ml) was added dropwise. The precipitated solid was collected by filtration and dried under reduced pressure to obtain the title compound (740 mg) as a solid. 1H-NMR (DMSO-D6) delta: 3.17 (3H, s), 7.70 (1H, d, J=8.5 Hz), 7.81-7.84 (1H, m), 7.93 (1H, dd, J=8.9, 2.1 Hz), 10.25 (1H, s), 13.31 (1H, s). MS (ESI/APCI) m/z: 298 [M-1]-

The synthetic route of 457097-93-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daiichi Sankyo Company, Limited; Ota, Masahiro; Inoue, Hidekazu; Kawai, Junya; Ohki, Hitoshi; Toki, Tadashi; (25 pag.)US2019/284198; (2019); 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. 457097-93-7, name is Methyl 4-amino-3-(trifluoromethoxy)benzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 457097-93-7

To a 500 mL round-bottom flask was added methyl 4-amino-3- (trifluorornethoxy)benzoate (7.1 g, 30.19 mmol, 1.0 equiv.), AcOH (100 mL), and NaSCN (12.1 g, 149.25 mmol, 5.0 equiv.) followed by the dropwise addition of bromine (9.6 g, 60.07 mmol, 2.0 equiv.) in AcOH (50 mL) at 0 C over a 1 h. The mixture was stirred at 0 C for 2 h, and then at 40 C overnight. The reaction mixture was again cooled to 0 C, and NaSCN (12.2 g, 150.49 mmol, 5.0 equiv.) was added, followed by the dropwise addition of bromine (9.6 g, 60.07 mmol, 2.0 equiv.) in AcOH (50 mL) over a 1 hr period. The reaction mixture was stirred at 0 C for 2 h, then at 40 C for 3 days. The resulting mixture was diluted with water (200 mL) and the pH value of the solution was adjusted to 9 using sodium hydroxide. The resulting solids were collected by filtration, washed with water (20 ml x 2), and dried in an oven at 60 C for 6 h to provide methyl 2-amino-4-(trifluoromethoxy)-l,3-benzothiazole-6-carboxylate A4b (5.4 g, 61%) as a brown solid.

The synthetic route of 457097-93-7 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; (249 pag.)WO2018/39384; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 457097-93-7, These common heterocyclic compound, 457097-93-7, name is Methyl 4-amino-3-(trifluoromethoxy)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) 4-Amino-3-chloro-5-trifluoromethoxy-benzoic acidmethyl ester The product of the previous step (200.0 mg, 0.74 mmol) was dissolved in a mixture of ACN (9.44 mL) and DMA (0.944 mL) at RT. To this stirred solution was added N-chlorosuccinimide (108.2 mg, 0.81 mmol). The resulting mixture was heated at 60 C. for 1 h, cooled to RT and partitioned between EtOAc (20 mL) and saturated sodium bicarbonate (4 mL). The organic layer was washed with saturated sodium bicarbonate (4 mL) and brine (4 mL), dried over sodium sulfate, filtered, and concentrated to give a yellowish oil, which was purified by silica gel chromatography (12 g silica gel, 0-40% EtOAc/hexanes) to give the title intermediate as a white solid (173.8 mg, 88% yield). Structure confirmed by NMR.

The synthetic route of 457097-93-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LONG, Daniel D.; MCKINNELL, Robert Murray; JIANG, Lan; LOO, Mandy; LEPACK, Kassandra; VAN ORDEN, Lori Jean; OGAWA, Gavin; HUANG, Xiaojun; ZHANG, Weijiang; US2013/115194; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 457097-93-7, 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. 457097-93-7, name is Methyl 4-amino-3-(trifluoromethoxy)benzoate, This compound has unique chemical properties. The synthetic route is as follows.

[Step 1] 4-[(Ethylsulfonyl)amino]-3-(trifluoromethoxy)benzoic acid Using methyl 4-amino-3-(trifluoromethoxy)benzoate (300 mg) and ethanesulfonyl chloride (0.724 ml), synthesis was carried out in the same manner as in Step 1 of Example 8 to obtain the title compound (408 mg) as a solid. 1H-NMR (DMSO-D6) delta: 1.25 (3H, t, J=7.3 Hz), 3.27 (2H, q, J=7.3 Hz), 7.69 (1H, d, J=9.2 Hz), 7.80-7.84 (1H, m), 7.91 (1H, dd, J=8.5, 1.8 Hz), 10.27 (1H, s), 13.31 (1H, br s). MS (ESI/APCI) m/z: 312 [M-H]-

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

Reference:
Patent; Daiichi Sankyo Company, Limited; Ota, Masahiro; Inoue, Hidekazu; Kawai, Junya; Ohki, Hitoshi; Toki, Tadashi; (25 pag.)US2019/284198; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics