Category: 1535-73-5

Application 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.

Diethyl 2-(ethoxymethylene)malonate 3 (5.70 mL, 28.2 mmol) was added to 3-(trifluoromethoxy)aniline 2a (3.77 mL, 28.2 mmol) in toluene(30 mL) and the reaction mixture was heated in a sealed tube at120 C for eighteen hours, then concentrated to give diethyl 2-(((3-(trifluoromethoxy)phenyl)amino)methylene)malonate 4a (10.0 g,28.8 mmol, 99% yield) as a dark red syrup. 1H NMR (400 MHz, CDCl3)delta 11.05 (d, 1H, J=14 Hz), 8.47 (d, 1H, J=13 Hz), 7.44-7.37 (m, 1H),7.07 (ddd, 1H, J=8, 2, 1 Hz), 7.04-6.96 (m, 2H), 4.32 (q, 2H,J=7 Hz), 4.27 (q, 2H, J=7 Hz), 1.39 (t, 3H, J=7 Hz), 1.34 (t, 3H,J=7 Hz); LC-MS (LC-ES) M+H=348.

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:
Article; Deaton, David N.; Do, Young; Holt, Jason; Jeune, Michael R.; Kramer, H. Fritz; Larkin, Andrew L.; Orband-Miller, Lisa A.; Peckham, Gregory E.; Poole, Chuck; Price, Daniel J.; Schaller, Lee T.; Shen, Ying; Shewchuk, Lisa M.; Stewart, Eugene L.; Stuart, J. Darren; Thomson, Stephen A.; Ward, Paris; Wilson, Joseph W.; Xu, Tianshun; Guss, Jeffrey H.; Musetti, Caterina; Rendina, Alan R.; Affleck, Karen; Anders, David; Hancock, Ashley P.; Hobbs, Heather; Hodgson, Simon T.; Hutchinson, Jonathan; Leveridge, Melanie V.; Nicholls, Harry; Smith, Ian E.D.; Somers, Don O.; Sneddon, Helen F.; Uddin, Sorif; Cleasby, Anne; Mortenson, Paul N.; Richardson, Caroline; Saxty, Gordon; Bioorganic and Medicinal Chemistry; vol. 27; 8; (2019); p. 1456 – 1478;,
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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, 1535-73-5

Ethyl 6-((3-(trifluoromethoxy)phenyl)carbamoyl)nicotinate (5.5.2)To a stirring solution of 5-(ethoxycarbonyl)picolinic acid (0.50 g, 2.56 mmol) in DMF (10 ml) was added CDI (0.623 g, 3.84 mmol). The reaction was allowed to stir for 10 min and the 3-(trifluoromethoxy)aniline (0.41 ml, 3.07 mmol) was added. The solution was stirred overnight at room temperature. An LC-MS was obtained which indicated the presence of the product. Water was added to the reaction and the white precipitate was filtered. LC- MS of the solid confirmed the product as ethyl 6-((3- (trifluoromethoxy)phenyl)carbamoyl)nicotinate (0.45 g, 50 percent). 1 H NMR (400MHz CDCI3) deltaEta ppm 1 .36 (t, 3H), 4.39 (q, 2H), 7.13 (d, 1 H), 7.50 (t, 1 H), 7.94 (d, 1 H), 8.09 (s, 1 H), 8.29 (d, 1 H), 8.44 (d, 1 H), 9.19 (s, 1 H), 1 1 .1 1 (s, 1 H).

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; ITHEMBA PHARMACEUTICALS (PROPRIETARY) LIMITED; MUSONDA, Chitalu, Christopher; EDLIN, Christopher, David; BOYLE, Grant, Alexander; WO2013/72903; (2013); A1;,
Ether – Wikipedia,
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A common compound: 1535-73-5, name is 3-Trifluoromethoxyaniline, belongs to ethers-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 1535-73-5

General procedure: A solution of cyanic bromide [Caution, highly toxic] (2 equiv) in diethyl ether (10 mL) was added dropwise to a solution of the appropriately substituted aniline (1 equiv) in diethyl ether (10 mL) at 0 ¡ãC. After complete addition the mixture was warmed to ambient temperature and stirred 1?20 h, which was followed by TLC. Solids were filtrated and washed with ether. The filtrate was washed with 1 M HCl (25 mL) followed by brine (25 mL). The organic layer was collected, dried over anhydrous MgSO4, filtrated and evaporated to dryness under reduced pressure. 5.1.33 N-(3-(Trifluoromethoxy)phenyl)cyanamide (24i) The reaction of 3-(trifluoromethoxy)aniline (23i) (1.780 g, 10.05 mmol) according to procedure A yielded, after purification over silica with ethyl acetate/petroleum ether (60-80) (25/75, v/v), the title compound as a white solid (583 mg, 2.88 mmol, 29percent); Rf 0.43 (ethyl acetate/petroleum ether (60-80), 25/75, v/v). 1H NMR (CDCl3) delta 7.39-7.32 (m, 2H, HAryl), 6.99-6.93 (m, 2H, HAryl), 6.88 (s, 1H, NH). 13C NMR (CDCl3) delta 150.34 (Ar-O), 139.03 (Ar-N), 131.15 (Ar), 120.47 (q, CF3, JCF = 258.08 Hz), 115.84 (Ar), 113.82 (Ar), 111.06 (NCN), 108.58 (Ar).

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, 1535-73-5, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Klein, Pieter J.; Christiaans, Johannes A.M.; Metaxas, Athanasios; Schuit, Robert C.; Lammertsma, Adriaan A.; Van Berckel, Bart N.M.; Windhorst, Albert D.; Bioorganic and Medicinal Chemistry; vol. 23; 5; (2015); p. 1189 – 1206;,
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1535-73-5, name is 3-Trifluoromethoxyaniline, belongs to ethers-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. 1535-73-5

As shown in Scheme 4, Compound 3 was prepared in the following manner. To a solution of 2-methyl-1-(3-morpholinopropyl)-5-phenyl-1H-pyrrole-3-carboxylic acid 7 (100 mg; 0.305 mmol) in 5 mL DCM was added thionyl chloride (111 muL; 1.53 mmol) and DMF (20 muL). After stirring for 3 h at rt, the reaction mixture was evaporated and dried under vacuum. To the residue was added DCM (3 mL), 3-trifluoromethoxyaniline 11 (108 mg; 0.61 mmol), and DIPEA (0.22 mL; 1.2 mmol), and the reaction mixture was stirred overnight. To the reaction mixture was added water, and the mixture was extracted with DCM. The organic phase was washed with water, brine, dried by anhydrous sodium sulfate, concentrated, and purified by chromatography to provide Compound 3 (99 mg; 0.203 mmol, 67percent yield). 1H-NMR (CD3OD/400 MHz): delta 7.80 (s, 1H); 7.58 (d, 1H); 7.40 (m, 6H); 6.96 (d, 1H); 6.65 (s, 1H); 4.08 (m, 2H); 3.57 (m, 4H); 2.64 (s, 3H); 2.30 (m, 6H); 1.67 (m, 2H). 19F-NMR (CD3OD/376 MHz): ?59.73 (s). MS (ES+, m/z): 488.0 (M++1, 100.0).

Statistics shows that 1535-73-5 is playing an increasingly important role. we look forward to future research findings about 3-Trifluoromethoxyaniline.

Reference:
Patent; Krizaj, David; Prestwich, Glenn D.; Barabas, Peter; Xu, Yong; Ryskamp, Daniel; US2013/303539; (2013); A1;,
Ether – Wikipedia,
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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. 1535-73-5

Example 61 : 6-(6-Amino-pyrimidin-4-ylsulfanyl)-naphthalene-1-carboxylic acid (3- trifluoromethoxy-phenvP-amide; To 95 mg (0.32 mMol) 6-(amino-pyrimidin-4-ylsulfanyl)-naphthalene-1-carboxylic acid, 85 mg(0.48 mMol) 3-trifluoromethoxy-aniline, 446 mul (3.2 mMol) Et3N and 4 mg (0.03 mMol) DMAP EPO in 3 ml DMF, 0.37 ml (0.63 mMol) propylphosphonic anhydride are added. After 3 h at rt, the reaction mixture is worked up as described for Ex. 58, yielding the title compound: m.p.: 197- 199 ¡ãC; MS: [M+1]+ = 457.

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

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/59234; (2006); A2;,
Ether – Wikipedia,
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1535-73-5, A common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, molecular formula is C7H6F3NO, 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 mixture of a-7 (0.001 mol), meta- (OCF3)-aniline (0.0015 mol), supported cyano-borohydride (0.0021 mol) and acetic acid (6 drops) in methanol was stirred at room temperature for 48 hours, and then filtered. The filtrate was evaporated. The residue was taken up in CH2Cl2/methanol. The organic layer was washed with a solution of K2C03 10percent, dried over magnesium sulfate, filtered and the solvent was evaporated. The residue (0.42g) was purified by column chromatography over silica gel (eluent: CH2Ck/CH30H/NH4OH 93/7/0. 5 ; 15-35 pm). The pure fractions were collected and the solvent was evaporated. The residue (0. 15g, 32percent) was crystallized from CH3CN/methanol. The precipitate was filtered off and dried, yielding 0.085g (18percent, compound 4, melting point: 156¡ãC) of 2-{2-Amino-6-[(3-trifluoromethoxy- phenylamino)-methyl]-benzoimidazol-1-ylmethyl}-6-methyl-pyridin-3-ol.

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

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; WO2005/58869; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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.

Example 3 (4-TERT-BUTYL-PHENYL)- {4- [2- (4-TRIFLUOROMETHYL-PIPERIDIN-1-YL)-PYRIMIDIN-4-YL]-ISOQUINOLIN- 1-YL}-AMINE To a solution of (4-TERT-BUTYLPHENYL)- [4- (2-CHLOROPYRIMIDIN-4-YL)-ISOQUINOLIN-1-YL] AMINE (0.07 g, 1.80 x 104 m) in n-butanol (30 mL) is added 4-trifluoromethylpiperdine (0.07 g, 4. 57 x 104 m) and triethylamine (0. 50 mL). The mixture is heated to 100¡ãC for 16 hours and then allowed to cool to room temperature. The mixture is concentrated in vacuo and then dissolved in methylene chloride (75 mL). The organic phase is washed with a saturated solution of sodium bicarbonate, brine, dried over magnesium sulfate and concentrated to a oil. The oil is purified by flash chromatography (SIO2 : 75percent hexanes/25percent ethyl acetate). A light yellow oil is collected and crystallized from ether, m. p. 179-180¡ãC. CHN analysis calc. percent C: 68.89 ; percent H: 5.98 ; percent N: 13.85. Found percent C: 68.91 ; percent H: 5.73 ; percent N: 13.73.

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

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/28444; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding some certain compound to certain chemical reactions, such as: 1535-73-5, name is 3-Trifluoromethoxyaniline, 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. 1535-73-5

General procedure: To a stirred solution of 11 (13.14 mmol) in 1,2-dichloroethane (240 mL) were added appropriate substituted anilines (19.71 mmol) and AcOH (13.14 mmol), and the mixture was heated to reflux for 2 h under nitrogen atmosphere. The reaction mixture was cooled to 0 ¡ãC, and MeOH (60 mL) and THF (20 mL) were added. To it, (AcO)3BHNa (26.20 mmol) or NaBH4 (52.56 mmol) was added portionwise, and then the reaction mixture was allowed to warm to room temperature and stirred for an additional 3 h. The pH of the reaction mixture was adjusted to 7?8 at 0 ¡ãC with 1 NHCl, and then the organic layer was separated. The aqueous layer was extracted with CH2Cl2 (2¡Á 300 mL). The combined organic layers was washed with brine (300 mL) and dried over anhydrous Na2SO4, filtered, and evaporated to dryness under reduced pressure. The residue was purified by MPLC on silica gel to afford the titled compounds as a solid.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3-Trifluoromethoxyaniline.

Reference:
Article; Jin, Cheng Hua; Krishnaiah, Maddeboina; Sreenu, Domalapally; Subrahmanyam, Vura Bala; Park, Hyun-Ju; Park, So-Jung; Sheen, Yhun Yhong; Kim, Dae-Kee; Bioorganic and Medicinal Chemistry; vol. 22; 9; (2014); p. 2724 – 2732;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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.

Example 3 (4-TERT-BUTYL-PHENYL)- {4- [2- (4-TRIFLUOROMETHYL-PIPERIDIN-1-YL)-PYRIMIDIN-4-YL]-ISOQUINOLIN- 1-YL}-AMINE To a solution of (4-TERT-BUTYLPHENYL)- [4- (2-CHLOROPYRIMIDIN-4-YL)-ISOQUINOLIN-1-YL] AMINE (0.07 g, 1.80 x 104 m) in n-butanol (30 mL) is added 4-trifluoromethylpiperdine (0.07 g, 4. 57 x 104 m) and triethylamine (0. 50 mL). The mixture is heated to 100¡ãC for 16 hours and then allowed to cool to room temperature. The mixture is concentrated in vacuo and then dissolved in methylene chloride (75 mL). The organic phase is washed with a saturated solution of sodium bicarbonate, brine, dried over magnesium sulfate and concentrated to a oil. The oil is purified by flash chromatography (SIO2 : 75percent hexanes/25percent ethyl acetate). A light yellow oil is collected and crystallized from ether, m. p. 179-180¡ãC. CHN analysis calc. percent C: 68.89 ; percent H: 5.98 ; percent N: 13.85. Found percent C: 68.91 ; percent H: 5.73 ; percent N: 13.73.

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

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/28444; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding some certain compound to certain chemical reactions, such as: 1535-73-5, name is 3-Trifluoromethoxyaniline, 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. 1535-73-5

General procedure: To a stirred solution of 11 (13.14 mmol) in 1,2-dichloroethane (240 mL) were added appropriate substituted anilines (19.71 mmol) and AcOH (13.14 mmol), and the mixture was heated to reflux for 2 h under nitrogen atmosphere. The reaction mixture was cooled to 0 ¡ãC, and MeOH (60 mL) and THF (20 mL) were added. To it, (AcO)3BHNa (26.20 mmol) or NaBH4 (52.56 mmol) was added portionwise, and then the reaction mixture was allowed to warm to room temperature and stirred for an additional 3 h. The pH of the reaction mixture was adjusted to 7?8 at 0 ¡ãC with 1 NHCl, and then the organic layer was separated. The aqueous layer was extracted with CH2Cl2 (2¡Á 300 mL). The combined organic layers was washed with brine (300 mL) and dried over anhydrous Na2SO4, filtered, and evaporated to dryness under reduced pressure. The residue was purified by MPLC on silica gel to afford the titled compounds as a solid.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3-Trifluoromethoxyaniline.

Reference:
Article; Jin, Cheng Hua; Krishnaiah, Maddeboina; Sreenu, Domalapally; Subrahmanyam, Vura Bala; Park, Hyun-Ju; Park, So-Jung; Sheen, Yhun Yhong; Kim, Dae-Kee; Bioorganic and Medicinal Chemistry; vol. 22; 9; (2014); p. 2724 – 2732;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem