Category: 1535-73-5

Synthetic Route of 1535-73-5, 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. 1535-73-5, name is 3-Trifluoromethoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

3-(trifluoromethoxy)phenylamine (50 mg, 0.28 mmol) was dissolved in dry DCM (5 mL) , triethylamine (56 mg, 0.52 mmol) and triphosgene (27 mg, 0.094 mmol) were added to the reaction mixture and stirred at room temperature for three hours. In the reaction solution N-(6-(3-amino-4-fluorophenoxy)benzo[d]thiazol-2-yl)cyclopropanecarboxamide (96 mg, 0.28 mmol) was added thereto, and after reacting for 2 h, the reaction mixture was evaporated to dryness.The residue was directly purified by column chromatography (eluent: dichloromethane / methanol = 100:3). Finally, 32 mg of a white solid was obtained in a yield of 20percent.

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, 3-Trifluoromethoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Second Military Medical University; Zhuang Chunlin; Miao Zhenyuan; Zhang Hao; Chen Xiaofei; Cai Zhenyu; Zhang Wannian; Xu Lijuan; (36 pag.)CN109053630; (2018); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 1535-73-5, The chemical industry reduces the impact on the environment during synthesis 1535-73-5, name is 3-Trifluoromethoxyaniline, I believe this compound will play a more active role in future production and life.

To a 100 mL one-necked flask was added compound Q6 (100 mg, 0.29 mmol), EDCI (113.1 mg, 0.59 mmol), HOBt (79.7 mg, 0.59 mmol), DMAP (144.2 mg, 1.18 mmol) and m-trifluoromethoxyaniline (10 mL) was added, and the mixture was stirred at room temperature for 12 h. The reaction was complete with TLC, and 20 mL of water was added. The aqueous phase was extracted with DCM (20 mL x 3) and the organic phases were combined. , Saturated NaCl solution (30 mL), dried over anhydrous NaSO4 and concentrated under reduced pressure and subjected to silica gel column chromatography (PE: EA = 2: 1) to give compound Q20 (120 mg white solid, 82percent).

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, 3-Trifluoromethoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; East China Normal University; Qiu Wenwei; Yi Zhengfang; Yang Lianfang; Xing Yajing; Liu Mingyao; Xie Jia; (25 pag.)CN106928095; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 1535-73-5,Some common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, molecular formula is C7H6F3NO, 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.

Example 85; Preparation of 8-iodo-2,7-dimethyl-N-(3-(trifluoromethoxy) phenyl)quinazolin-4- amiue4-Chloro-8-iodo-2,7-dimethylquinazoline (0.30 g, 0.94 mmol) and 3- (trifluoromethoxy)benzenamine (0.20 g, 1.1 mmol) were placed in a microwave vial containing 3 mL of IPA. The vial was capped and heated in a microwave reactor at 170 0C for 10 min. The mixture was concentrated in vacuo and the residue was taken up in ethyl acetate and washed (2x) with an aqueous saturated solution of sodium bicarbonate, then with water and then brine. The organic layer was dried with sodium sulfate, concentrated and purified by column chromatography on silica gel using a gradient of 20 to 60 percent EtOAc in hexanes to give a 8-iodo-2,7-dimethyl-N-(3- (trifluoromethoxy)phenyl)quinazolin-4-amine (0.32 g, 74percent) as an off-white solid. MS (M+H)+ 460.

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

Reference:
Patent; AMGEN INC.; WO2007/76092; (2007); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 1535-73-5,Some common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, molecular formula is C7H6F3NO, 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.

Example 2. Preparation of Additional N-(3-oxo-2-(optionally substituted phenyl)isoindolin-4-yl) carboxamides of the Invention: Synthesis of 7-nitw-2-(3-(trifluowmethoxy)phenyl)isoindolin-l-one (6):A mixture of methyl 2-(bromomethyl)-6-nitrobenzoate from Example 1, Step 2 (3; 0.86 g, 3.14 mmol), 3-(trifluoromethoxyl)benzenamine (21; 0.56 g, 3.14 mmol) and HOAc (0.3 mL) in dioxane (3 mL) was stirred in microwave at 140 0C for 20 min. The mixture was adjust to pH=7 and extracted with ethyl acetate (3 x 25 mL). The combined organic layers were dried over Na2SO4, concentrated in vacuo and purified by chromatography on silica gel to afford 7-nitro-2-(3- (trifluoromethoxy)phenyl)isoindolin-l-one 6 (0.67 g, 1.98 mmol, 63percent). MS (ESI) calcd for Ci5H9F3N2O4: 338; found: 339 [M+H]. 7-nitro-2-(3- (trifluoromethoxy)phenyl)isoindolin-l-one 6 was converted to the corresponding amine and then coupled to various acids as in Steps 3-4 of Example 1 to producevarious compounds of the formula: . See for example, Compound 108.

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

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; VU, Chi, B.; MCPHERSON, Lauren; NG, Pui, Yee; BLUM, Charles; WO2010/77686; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, 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. category: ethers-buliding-blocks

Preparation of A/-(3-(5-(3-(trifluoromethoxy)phenylamino)pyridin-3- vDphenvDacetamide (Compound 152) [00296] A mixture of 3,5 -dibromopyridine (2.0Og, 8.44mmol), 3-acetamidophenylboronic acid (1.5 Ig, 8.44mmol), potassium carbonate (1.17g, 8.44mmol) and palladium (tetrakis)triphenylphosphine (294mg, 0.025mmol) in DME/H20 (4OmL, 3:1) was refluxed for 16h. The solvent was removed in vacuo, the resulting yellow solid was partitioned between DCM (30OmL) and brine (15OmL) and the two layers were separated. The aqueous layer was extracted further with DCM (2x10OmL) and the combined extracts were dried over anhydrous MgSO4. Evaporation of the solvent afforded crude iV-(3-(5-bromopyridin-3- yl)phenyl)acetamide in 74percent purity (LC). This material (1.2Og, 4.12mmol), 3- (trifluoromethoxy)aniline (66IuL, 4.95mmol), cesium carbonate (3.36g, 10.3mmol), palladium bis-acetate (47mg, 0.21mmol) and Xantphos (238mg, 0.41mmol) were dissolved in dioxane (7.5mL) and the resulting mixture was heated, under microwave activation, at 15O0C for 20mins. The crude mixture was partitioned between EtOAc (10OmL) and brine (10OmL) and the two layers were separated. The aqueous layer was extracted further with EtOAc (10OmL), the combined layers were dried over anhydrous MgSO4 and evaporated to dryness. The resulting solid was purified by column chromatography eluting using a gradient (EtOAc/hexanes 0:1 v/v to EtOAc/hexanes 1 :0 v/v) to afford 590mg (37percent) of the title compound. LCMS RT= 1.59min, MH+ 388.2. 1U NMR (d6-DMSO): 10.07 (IH, s), 8.83 (IH, s), 8.39 (IH, d, J2.5), 8.36 (IH, d, J 1.9), 7.91 (IH, s), 7.65 (IH, t, J2.2), 7.60 (IH, d, J 8.0), 7.45-7.33 (3H, m), 7.17 (IH, dd, J 8.2 1.8), 7.02 (IH, s), 6.84 (IH, d, J 8.2), 2.07 (3H, s).

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

Reference:
Patent; BioMarin IGA, Ltd.; WREN, Stephen Paul; WYNNE, Graham Michael; LECCI, Cristina; WILSON, Francis Xavier; DAVIS, Paul James; WO2010/57833; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 1535-73-5, name is 3-Trifluoromethoxyaniline, belongs to ethers-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 1535-73-5, Safety of 3-Trifluoromethoxyaniline

(a) Synthesis of 4-bromo-3-(trifluoromethoxy)aniline A solution of N-bromosuccinimide (3.78 g, 21.2 mmol) in N,N-dimethylformamide (11 ml) was added dropwise to a solution of 3-trifluoromethoxyaniline (3.84 g, 21.2 mmol) in N,N-dimethylformamide (11 ml) at room temperature over a period of 40 minutes. After completion of the dropwise addition, the resulting mixture was stirred overnight. After completion of the reaction, the reaction mixture was poured into water and extracted with ethyl acetate, and the organic layer was dried over magnesium sulfate and filtered. The filtrate was concentrated and the crude product thus obtained was purified by a silica gel column chromatography (hexane/chloroform = 6/4) to obtain 4-bromo-3-(trifluoromethoxy)aniline (4.96 g, 91percent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Trifluoromethoxyaniline, and friends who are interested can also refer to it.

Reference:
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1500643; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 1535-73-5, The chemical industry reduces the impact on the environment during synthesis 1535-73-5, name is 3-Trifluoromethoxyaniline, I believe this compound will play a more active role in future production and life.

General procedure: To the stirred mixture of benzaldehyde (0.20 mL, 2.0 mmol) and amine (2.0 mmol, aniline: 0.18 mL, 4-toluidine: 0.21 g, biphenyl-4-amine: 0.34 g, 4-fluoroaniline: 0.19 mL, 4-chloroaniline: 0.26 g, 4-bromoaniline: 0.24 g, 4-nitroaniline: 0.28 g, ethyl 4-aminobenzoate: 0.33 g, 4-methoxyaniline: 0.25 g, 3,4-dimethoxyaniline: 0.31 g, 2-(methylthio)aniline: 0.25 mL, 2-aminobenzophenone: 0.39 g, 3-phenoxyaniline: 0.37 g, 3-(trifluoromethyl)aniline: 0.25 mL, 3-(trifluoromethoxy)aniline: 0.27 mL, naphthalene-1-amine: 0.29 g) was added (1.2 mL, 2.0 mmol) of T3P (Aldrich 50percent solution in EtOAc). If the mixture did not become a solution, (in the cases of the examples covered by entries 3 and 7 of Table 1) CH2Cl2 (2 mL) and EtOAc (2 mL) were added. After 5 min, (0.35 mL, 2.0 mmol) of P(OEt)3 was added and the mixture was stirred at 26 °C. After completion of the reaction (5?10 min), the mixture was diluted with EtOAc (15 mL) and washed with 10percent NaHCO3 solution (15 mL). The organic phase was dried (Na2SO4), filtered and concentrated. The residue was purified by flash chromatography on silica gel (Merck 107736 Silica gel 60H, CH2Cl2?MeOH) to afford products 3a?p.

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, 3-Trifluoromethoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference of 1535-73-5,Some common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, molecular formula is C7H6F3NO, 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.

General procedure: To a stirred solution of substituted aniline (1 eq) in methanol (3 mL), oxetan-3-tert-butylsulfinimine (1.5 eq) was added under argon atmosphere. Reaction mixture was heated at 60 C for appropriate time (Table 2). After the completion of reaction (TLC), reaction mixture was then concentrated. To the resulting residue water was added and then extracted with ethyl acetate (2 X 3 mL). Organic layer was then dried over anhydrous sodium sulphate and filtered. Solvent was removed under reduced pressure. The resulting products were then purified by chromatography using n-hexane?ethyl acetate (7:3) to afford pure 2-methyl-N-[(3-phenylamino)oxetan-3-yl]-2-propanesulfinamide derivatives. All synthesized compounds were characterized by IR, 1H-NMR, HRMS and 13C-NMR spectroscopic techniques.

The synthetic route of 1535-73-5 has been constantly updated, and we look forward to future research findings.

Related Products of 1535-73-5, 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. 1535-73-5, name is 3-Trifluoromethoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 3- (trifluoromethoxy) aniline (110 mg, 0.624 mmol), pyridine (151 muL, 1.87 mmol) in N, N- dimethylacetamide (3 mL) was added phenyl chloroformate (83.0 muL, 0.625 mmol) with stirring under ice-cooling, and the mixture was stirred at room temperature for 1 hr. 4- [ (5- Methyl-5H-pyrrolo [3, 2-d]pyrimidin-4-yl) oxy] aniline (100 mg, 0.416 mmol) was added to the reaction mixture, and the mixture was stirred at 900C for 15 hr. The reaction mixture was diluted with water, and extracted with ethyl acetate (chi3) . The organic layer was washed with saturated brine, dried over EPO anhydrous magnesium sulfate, and filtrated. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=10/90->100/0) and recrystallized from ethyl acetate-hexane to give the title compound (74.6 mg, 40%) as a white solid.1H-NMR (DMSO-de, 300 MHz-) delta 4.09 (3H, s) , 6.57 (IH, d, J = 3.0 Hz), 6.93 (IH, d, J = 8.4 Hz), 7.22 (2H, d, J = 8.8 Hz), 7.29(IH, d, J = 8.4 Hz), 7.38 (IH, t, J = 8.4 Hz), 7.51 (2H, d, J = 8.8 Hz), 7.69 (IH, s), 7.75 (IH, d, J = 3.0 Hz), 8.25 (IH, s), 8.83 (IH, s), 9.01 (IH, br s) .

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, 3-Trifluoromethoxyaniline, other downstream synthetic routes, hurry up and to see.

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. 1535-73-5, name is 3-Trifluoromethoxyaniline, A new synthetic method of this compound is introduced below., Formula: C7H6F3NO

General procedure: 2-Chloro-4,6-dimethoxy-1,3,5-triazine (1 mmol) (2), substituted aniline (1 mmol)/heterocyclic amines (3) (1 mmol), anhydrous K2CO3 (2 mmol) were added in dry THF (5 mL) taken in a round bottom flask. The reaction mixture was refluxed at 70 °C for 4 h. After completion of the reaction the product is confirmed on thin-layer chromatography (TLC) using eluent (2:8 mL,ethyl acetate-hexane). The reaction mixture was quenched with water and the crude product was extracted with ethyl acetate (3 times) and organic layer was separated and dried over anhydrous Na2SO4. The solvent evaporated on rotavapour. The Crude material was purified by column chromatography (ethylacetate-n-hexane) and product 4(a-x) with good yield (70-75 percent) were obtained (Scheme-II).

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.