Category: ethers-buliding-blocks

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. 887267-47-2, name is 2-Bromo-5-(trifluoromethoxy)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 887267-47-2

Intermediate 117 4-(Trifluoromethoxy)biphenyl-2-amine 2-Bromo-5-(trifluoromethoxy)aniline (CAS 887267-47-2; 200 mg), phenylboronic acid (143 mg) and a 2 M aqueous solution of sodium carbonate (1.17 ml) were combined at r.t. under argon with dioxane (9.4 ml) and water (3.75 ml). [Iota, – Bis(diphenylphosphino)ferrocene]dichloropalladium(II), dichloromethane adduct (31.9 mg) was added to give yellow suspension. The reaction mixture was heated to 80 C and stirred overnight at 80 C. The reaction mixture was cooled down and filtered through glass fiber paper, washed with 30 mL water and 30 mL EtOAc, the layers were separated, the aqueous layer was back- extracted with EtOAc. The organic layers were combined, dried over MgS04 and concentrated in vacuo. The product was purified by flash chromatography (silical gel, 0% to 70% EtOAc in n- heptane) to give the title compound (198 mg) as a yellow oil.

The synthetic route of 887267-47-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BUETTELMANN, Bernd; CECCARELLI, Simona M.; CONTE, Aurelia; KUEHNE, Holger; KUHN, Bernd; NEIDHART, Werner; OBST SANDER, Ulrike; RICHTER, Hans; WO2014/146994; (2014); A1;,
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Synthetic Route of 151414-47-0, 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. 151414-47-0, name is 2,6-Difluoro-4-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step A: Preparation of N-[(6-chloro-3-pyridinyl)methylene]-2,6-difluoro-4-methoxybenzenamineTo a mixture of 2,6-difluoro-4-methoxybenzenamine (0.98 g, 6.9 mmol) in toluene (20 mL) was added 6-chloro-3-pyridinecarboxaldehyde (1.0 g, 6.3 mmol). The reaction mixture was heated at reflux with the use of a Dean-Stark trap for azeotropic removal of water. After 16 h the reaction mixture was cooled to room temperature and concentrated under reduced pressure. The resulting material was dried in a vacuum oven at 55 C. overnight to provide the title compound as a light brown solid (1.66 g).1H NMR (CDCl3): delta 8.74 (s, 1H), 8.73 (d, J=2.44 Hz, 1H), 8.32 (dd, J=2.20 Hz, J=8.29 Hz, 1H), 7.44 (d, J=8.29 Hz, 1H), 6.59-6.52 (m, 2H), 3.82 (s, 3H).1F NMR (CDCl3): delta-121.48 to 121.40 (m, 2F).

The synthetic route of 2,6-Difluoro-4-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E.I. Du Pont De Nemours and Company; US2011/45101; (2011); A1;,
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These common heterocyclic compound, 349-60-0, name is 1-Methoxy-3,5-bis(trifluoromethyl)benzene, 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. HPLC of Formula: C9H6F6O

3,5-Bis(trifluoromethyl)anisole (5.0 g 21 mmol) and TMEDA (4.0 mL, 3.0 g,26 mmol) were dissolved in dry Et2O (60 mL), cooled to -10 0C and treated in portions with H-BuLi (2.5 M in hexanes; 10 mL, 25 mmol). The mixture was warmed to 25 0C and stirred for 90 min. The mixture was cooled to -78 0C, treated dropwise with DMF (2.3 mL, 2.2 g, 30 mmol), stirred for 30 min, warmed to 25 0C and stirred for 30 min. The reaction was quenched by addition of H2O (50 mL) and extracted with Et2O (2 x 75 mL). The combined organic fractions were washed with satd NaCl solution (30 mL), dried (Na2SO4) and evaporated. The residue was purified by silica gel chromatography to give the anisaldehyde derivative (3.3 g). This material (3.0 g, 11 mmol) was dissolved in CH2Cl2 (75 mL), cooled to -78 0C and treated with BBr3 (1 M solution in CH2Cl2; 12 mL, 12 mmol). The mixture was stirred for 30 min at -78 0C, warmed to 25 0C and stirred for 90 min. H2O (100 mL) was added and stirring was continued for 30 min. The separated organic phase was washed with satd NaCl solution, dried (Na2SO4) and evaporated. The residue was purified by silica gel chromatography with 0-20percent EtOAc/hexane to give the purified aldehyde (2.0 g): 1H NMR (400 MHz, CDCl3) delta 12.27 (s, IH), 10.34 (s,lH), 7.51 (s, IH); EIMS m/z 258.

The synthetic route of 1-Methoxy-3,5-bis(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; YOUNG, David; SHABER, Steven; AVILA-ADAME, Cruz; BREAUX, Nneka; RUIZ, James; SIDDALL, Thomas; WEBSTER, Jeffery; WO2010/83307; (2010); A2;,
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Application of 4457-67-4, A common heterocyclic compound, 4457-67-4, name is 1-Bromo-4-methoxybutane, molecular formula is C5H11BrO, 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.

c) 2-(4-Methoxybutoxy)-terephthalic acid dimethyl ester Alkylation of 2-hydroxy-terephthalic acid dimethyl ester (10 g) with 4-methoxybutyl bromide in anhydrous acetone in the presence of dried potassium carbonate and potassium iodide in a manner analogous to that described in Example 16a) yields the title compound, Rf (B)=0.20, in the form of a slightly yellowish oil.

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; Ciba-Geigy Corporation; US5641778; (1997); A;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 121588-79-2 as follows. Recommanded Product: trans-4-Methoxycyclohexanamine

General procedure: To a suspension of 9 (26.6 g, 76.3 mmol) in N,N-dimethylformamide (380 mL) was added 1-amino-2-methyl-propan-2-ol (8.16 g, 91.5 mmol) and triethylamine (31.9 mL, 228 mmol) at 0 C. The reaction mixture was stirred at room temperature for 5.5 h. Then the reaction mixture was diluted with cold water (1000 mL) and the mixture was stirred at room temperature for 1 h. The resulting precipitate was collected and washed with water. The precipitate was triturated with a mixture of diethyl ether and diisopropyl ether (1:1, 60 mL) to give the title compound (27.7 g, 83%) as a tan colored powder.

According to the analysis of related databases, 121588-79-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Koizumi; Tanaka, Yoshihito; Matsumura, Takehiko; Kadoh, Yoichi; Miyoshi, Haruko; Hongu, Mitsuya; Takedomi, Kei; Kotera, Jun; Sasaki, Takashi; Taniguchi, Hiroyuki; Watanabe, Yumi; Takakuwa; Kojima, Koki; Baba, Nobuyuki; Nakamura, Itsuko; Kawanishi, Eiji; Bioorganic and Medicinal Chemistry; vol. 27; 15; (2019); p. 3440 – 3450;,
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Application of 6850-60-8, These common heterocyclic compound, 6850-60-8, name is (4-Ethoxyphenyl)methanamine, 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.

General procedure: To a solution of 18 (75 mg, 0.25 mmol) in 5 mL EtOH in sealed tubewas added various anilines or benzylamines, the mixture was stirred at150 C. After completion, the reaction was cooled to room temperature.In the cases of solid precipitation in the reaction, the precipitates werecollected by filtration, washed with cold EtOH and dried to afford thefinal products. When no solid precipitated in the reaction, the solventwas removed in vacuo and then purified by flash column chromatographyto afford the final products.

Statistics shows that (4-Ethoxyphenyl)methanamine is playing an increasingly important role. we look forward to future research findings about 6850-60-8.

Reference:
Article; Li, Wenlong; Yin, Ying; Shuai, Wen; Xu, Feijie; Yao, Hong; Liu, Jie; Cheng, Keguang; Xu, Jinyi; Zhu, Zheying; Xu, Shengtao; Bioorganic Chemistry; vol. 83; (2019); p. 380 – 390;,
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Synthetic Route of 2186-92-7, 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. 2186-92-7, name is P-anisaldehyde dimethyl acetal belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2) Synthesis of [6-Methoxy-3,4,5-Tris(4-Methoxy-Benzyloxy)Tetrahydropyran-2-yl]Methanol of Formula (V)a) Step 1: Synthesis of 6-methoxy-2-(4-methoxyphenyl)-hexahydropyrano[3,2-D][1,3]dioxine-7,8-diol of formula (VII)The synthesis begins with the protection of the primary alcohol (VIII) (3,4,5-trihydroxy-6-methoxytetrahydro-pyran-2-ylmethanol) in the form of an acetal (VII) (6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-D]-[1,3]dioxine-7,8-diol) through the action of p-anisaldehyde dimethyl acetal (III) in the presence of camphorsulfonic acid in DMF (dimethylformamide).The reaction is carried out at ambient temperature under an industrial vacuum (pressure=40 mbar) (evaporation of the methanol form) for 2 hours, so that a significant advancement in the formation of the desired product is observed, such that only traces of the starting product remain.After an aqueous treatment in a basic medium, the traces of starting product are eliminated by washing with cyclohexane; this makes it possible to isolate the compound (VII) in the form of a white solid with yields of between 60% and 80%

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, P-anisaldehyde dimethyl acetal, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Vachy, Robert; US2011/136748; (2011); A1;,
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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. 121588-79-2, name is trans-4-Methoxycyclohexanamine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H15NO

Example 660: 2-[3-(5-chloro-2-{[trans-4-methoxycyclohexyl]amino}pyrimidin-4-yl)-5-oxo- 5H,6H,7H-pyrrolo[3,4-b]pyridin-6-yl]-N-[(1S)-2-hydroxy-1-(3-methylphenyl)ethyl]acetamide (3567) DIPEA (59.9 muIota, 0.343 mmol) was added to a stirred solution of (S)-2-(3-(2,5-dichloropyrimidin- 4-yl)-5-oxo-5H-pyrrolo[3^-b]pyridin-6(7H)-yl)-N-(2-hydroxy-1-(m-tolyl)ethyl)acetarnide (80 mg, 0.137 mmol) and (1 r,4r)-4-methoxycyclohexanamine (26.6 mg, 0.206 mmol) in dioxane (1 mL) under nitrogen. The mixture was heated to 90 C and stirred for 16 h. The mixture was allowed to cool to room temperature and was diluted with EtOAc (20 mL) and water (20 mL). The phases were separated and the aqueous layer was extracted with EtOAc (2 x 20 mL). The combined organic extracts were washed with brine (60 mL), dried (MgS0 ) and concentrated. The crude product was purified by chromatography (SiO2, 24 g column, 0-10% MeOH in DCM) to afford a beige solid. The product was loaded onto a column packed with SCX (0.5 g) in MeOH. The column was washed with MeOH and the product eluted with 0.7 M ammonia in MeOH. The resulting mixture was concentrated in vacuo to afford the title compound (52 mg, 66.4 %) as a beige solid. 1 H NMR (DMSO-d6, 400 MHz) delta 9.09 (1 H, s), 8.54 (1 H, d), 8.48 (1 H, s (br)), 8.40 (1 H, d), 7.62 (1 H, s (br)), 7.21 (1 H, t), 7.15 – 7.08 (2H, m), 7.07 – 7.03 (1 H, m), 4.91 (1 H, t), 4.88 – 4.80 (1 H, m), 4.64 (2H, s), 4.34 (1 H, d), 4.29 (1 H, d), 3.77 – 3.62 (1 H, m), 3.61 – 3.50 (2H, m), 3.22 (3H, s), 3.17 – 3.05 (1 H, m), 2.29 (3H, s), 2.10 – 1.84 (4H, m), 1.41 – 1.24 (2H, m), 1.24 – 1.11 (2H, m). LCMS: [M+H]+ = 565.

According to the analysis of related databases, 121588-79-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; BERDINI, Valerio; BUCK, Ildiko Maria; DAY, James Edward Harvey; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; HOWARD, Steven; MURRAY, Christopher William; NORTON, David; O’REILLY, Marc; WOOLFORD, Alison Jo-Anne; COOKE, Michael Liam; COUSIN, David; ONIONS, Stuart Thomas; SHANNON, Jonathan Martin; WATTS, John Paul; (867 pag.)WO2017/68412; (2017); A1;,
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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. 57602-02-5, name is 1,14-Dibromo-3,6,9,12-tetraoxatetradecane, A new synthetic method of this compound is introduced below., Safety of 1,14-Dibromo-3,6,9,12-tetraoxatetradecane

General procedure: Thioacetate 3 (2.2 eq) and dibromide (1eq) were dissolved in dry DMF. DEA was added dropwise and the reaction was stirred for 3 h at room temperature. Then the reaction mixture was washed with 1 M HCl (aq), extracted with CH 2Cl 2, dried with Na 2SO 4. The solution was concentrated and purified by column chromatography.

The synthetic route of 57602-02-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Yang; He, Yun; Li, Xingzhe; Dinh, Hieu; Iyer, Suri S.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 2; (2014); p. 636 – 643;,
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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. 1236000-51-3, name is N-Methyl-1-(4-(trifluoromethoxy)phenyl)methanamine hydrochloride, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H11ClF3NO

Intermediate 26 {[5-(4-bromophenyl)-2-thienyl]methyl}methyl({4[(trifluoromethyl)oxy]phenyl}methyl)amine (1-[5-(4-bromophenyl)-2-thienyl]-N-methyI-N-({4-[(trifluoromethyl)oxy]phenyl}methyl)methanamine). To a solution of 0.3 g of Intermediate 25 and 0.26 g of Intermediate 1 in 8.5 ml of DCE under N2 atmosphere were added dropwise 0.226 ml of Et3N and 0.342 g of NaHB(AcO)3 consecutively. The mixture was stirred overnight at room temperature and 1 N NaOH was added. The resulting mixture was extracted with CH2CI2, the combined organic layers were dried over Na2SO4, filtered and concentrated to dryness. The crude was purified by chromatography on silica gel eluting with EtOAc-Hex 0:100 to 10:90 to afford 0.383 g of the desired compound with 10% of the starting aldehyde. This mixture was re-purified on silica gel eluting with EtOAc-Hex 0:100 to 10:90 to afford 0.348 g (67%) of the title compound as a colourless oil.1H NMR (delta, ppm, CDCI3): 7.47 (dd, 4H); 7.42 (d, 2H); 7.18 (d, 2H); 7.15 (d, 1 H); 6.90 (d, 1 H); 3.75 (s, 2H); 3.58 (s, 2H); 2.28 (s, 3H). [ES MS] m/z: 456 (MH+).

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; GLAXO GROUP LIMITED; BUENO-CALDERON, Jose Maria; FERNANDEZ-MOLINA, Jorge; LEON-DIAZ, Maria Luisa; MALLO-RUBIO, Araceli; MANZANO-CHINCHON, M Pilar; WO2010/81904; (2010); A1;,
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