Ethers-buliding-blocks

Synthetic Route of 57478-19-0, These common heterocyclic compound, 57478-19-0, name is 4-(4-(Trifluoromethyl)phenoxy)aniline, 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 benzoic acid derivatives (5 or 9 or 15 or 19, 1.0 equiv.) and HATU (1.1 equiv.) in DMF at room temperature, substituted amine (1.05 equiv.) and DIPEA (1.2 equiv.) were added sequentially. The reaction mixture was stirred at room temperature for 1-2h. The resulting mixture was diluted with 5% HCl, and extracted with EtOAc. The combined organic layers were washed with saturated aqueous NaHCO3 and brine, dried over anhydrous Na2SO4, concentrated, and recrystallized from MeOH to afford the crude product.

The synthetic route of 57478-19-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xie, Fangzhou; Liang, Yaoyao; Xia, Yu; Luo, Shuhua; Jiang, Faqin; Fu, Lei; Bioorganic Chemistry; vol. 92; (2019);,
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Adding a certain compound to certain chemical reactions, such as: 2734-70-5, name is 2,6-Dimethoxyaniline, 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 2734-70-5, Application In Synthesis of 2,6-Dimethoxyaniline

[0729j N-(2,6-dimethoxyphenyl)-6-methylnicotinamide, Example 370.1. To a stirred solution of 6-methylnicotinic acid (3.1 g, 22.8 mmol) and TEA (9.5 mL, 68.5 mmol) in DMF (76 mL) was added HATU (9.6 g, 25.1 mmol). After 3 mi 2,6- dimethoxyaniline (3.5 g, 22.9 mmol) was added. The resulting mixture was stirred at RT until LCMS analysis indicated that the reaction was complete. The reaction mixture was quenched using a mixture of saturated aqueous sodium bicarbonate and brine, then was extracted with EtOAc (4X). The combined organic layers were dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography (eluent: 25-100percent EtOAc/hexanes) to provide 370.1 (4.2 g, 68percent yield) as atan solid. LCMS-ESI (POS), mlz: 273.2 (M+H).

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Reference:
Patent; AMGEN INC.; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HEATH, Julie Anne; HORNE, Daniel B.; HOUZE, Jonathan; KALLER, Matthew R.; KHAKOO, Aarif Yusuf; KOPECKY, David John; LAI, Su-Jen; MA, Zhihua; MCGEE, Lawrence R.; MEDINA, Julio C.; MIHALIC, Jeffrey T.; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; YANG, Kevin; YEH, Wen-Chen; DEBENEDETTO, Mikkel V.; FARRELL, Robert P.; HEDLEY, Simon J.; JUDD, Ted C.; KAYSER, Frank; (1266 pag.)WO2016/187308; (2016); A1;,
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Electric Literature of 1836-62-0, These common heterocyclic compound, 1836-62-0, name is 2-(2-Methoxyphenoxy)ethylamine, 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.

Example 1 : Preparation of carvedilol phosphate 4-(Oxiranylmethoxy)-9H-carbazole (75 gm) was added to 2-(2- methoxyphenoxy)ethylamine (140 gm) at room temperature, followed by stirring the reaction mixture for 37 hours at room temperature. Ethyl acetate (385 ml) was added to the reaction mass, followed by maintaining the resulting mass at room temperature for 1 hour 30 minutes. The resulting mass was cooled to 0 to 5C and then maintained at the same temperature for 1 hour 30 minutes. The separated solid was filtered, washed with chilled ethyl acetate and then dried to obtain carvedilol. To the carvedilol obtained was added acetone (300 ml) and water (100 ml) at room temperature. To the reaction mixture was added phosphoric acid (5 ml), followed by stirring the reaction mixture at room temperature. The separated solid was filtered and then dried to obtain 90 gm of carvedilol phosphate.

The synthetic route of 1836-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; RATHNAKAR REDDY, Kura; MURALIDHARA REDDY, Dasari; SUBASH CHANDER REDDY, Kesireddy; VAMSI KRISHNA, Bandi; WO2014/108921; (2014); A2;,
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These common heterocyclic compound, 767-91-9, name is 2′-Methoxyphenyl acetylene, 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. Recommanded Product: 2′-Methoxyphenyl acetylene

General procedure: A mixture of aryl iodide (2 mmol), aryl alkyne (2.4 mmol), Ni(OAc) 2 (10 mol %), Et3N (6 mmol) and 1,4-dioxane (15 mL) were charged into the reactor (steel bomb). The reactor was closed and pressurized to ~2bar CO and then stirred at 100 C for 4 h. The reaction Progress was monitored by TLC. The reaction mixture was cooled to room temperature, before being filtered through a pad of Celite. The filtrate was concentrated and purified by silica gel with a mixture of hexane and ethyl acetate to give the pure product. For all examples, reactions were performed on 100 mg scale of corresponding aryl iodides.

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

Reference:
Article; Charugandla, Renuka; Vangala, Markandeya Sarma; Chidara, Sridhar; Korupolu, Raghu Babu; Tetrahedron Letters; vol. 59; 34; (2018); p. 3283 – 3287;,
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Related Products of 77775-71-4, 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. 77775-71-4, name is 1-(3,5-Dimethoxyphenyl)-N-methylmethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[00199] To a suspension of 0.30 g (1.15 mmol) 2-methylsulfanyl-5-o-tolyl-pyrimidine-4-carboxylic acid in 20 ml CH2Cl2, 0.32 ml (2.3 mmol) triethylamine, 0.17 g (1.15 mmol) 1-hydroxy-benzotriazole and 0.22 g (1.15 mmol) N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride 0.25 g (1.38 mmol) (3,5-dimethoxy-benzyl)-methyl-amine were added. The reaction mixture was stirred for 16 hrs. The reaction mixture was washed with 50 ml 0.5N HCl and 50 ml H2O. The aqueous layers were back extracted with 50 ml CH2Cl2. The combined organic layers were dried (MgSO4), filtered and evaporated. The residue was purified by chromatography (SiO2, CH2Cl2/MeOH 40:1) to give 0.45 g (92%) 2-methylsulfanyl-5-o-tolyl-pyrimidine-4-carboxylic acid (3,5-dimethyoxy-benzyl)-methyl-amide as a white foam, MS (EI): 423 (M+).

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, 1-(3,5-Dimethoxyphenyl)-N-methylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffmann-La Roche Inc.; US6756380; (2004); B1;,
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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 1462-37-9 as follows. Quality Control of ((2-Bromoethoxy)methyl)benzene

Under Ar atmosphere, n-BuLi (1.58M in n-hexane, 0.64mL, 1.00mmol) was added to a solution of 32 (300mg, 0.773mmol) in ether (10mL) at 0¡ãC, and stirred for 1h at room temperature. Then benzyl 2-bromoethyl ether (249mg, 1.16mmol) was added to the mixture and stirred for 18h at room temperature. Then the reaction was quenched with water, and the reaction mixture was diluted with AcOEt. The organic layer was washed with water and brine, dried with Na2SO4 and concentrated. Purification by silica gel column chromatography (eluent; hexane/ethyl acetate, 20:1) gave 265mg (66percent) of 33 as colorless oil. 1H NMR (CDCl3, 400MHz) delta 7.33?7.25 (m, 5H), 4.37 (s, 2H), 3.3?1.3 (br m, 10H), 3.23 (t, J=7.1Hz, 2H), 3.23 (s, 2H), 3.08 (s, 2H), 1.93 (t, J=7.1Hz, 2H), 1.42 (q, J=7.5Hz, 4H), 0.89 (t, J=8.1Hz, 9H), 0.78 (t, J=7.5Hz, 6H), 0.51 (q, J=7.7Hz, 6H).

According to the analysis of related databases, 1462-37-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Fujii, Shinya; Kano, Atsushi; Songkram, Chalermkiat; Masuno, Hiroyuki; Taoda, Yoshiyuki; Kawachi, Emiko; Hirano, Tomoya; Tanatani, Aya; Kagechika, Hiroyuki; Bioorganic and Medicinal Chemistry; vol. 22; 4; (2014); p. 1227 – 1235;,
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Synthetic Route of 67191-35-9, A common heterocyclic compound, 67191-35-9, name is 1-Isopropoxy-2-vinylbenzene, molecular formula is C11H14O, 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 flame-dried Schlenk reaction flask is charged with a stir bar and put under an Ar atmosphere. 849 mg 1b (1.00 mmol), 173 mg 2-isopropoxystyrene (1.05 mmol; 1.05 equiv) and 1026 mg Amberlyst 15-A resin in dry form (4.00 mmol; 4 equiv) was loaded into the reaction flask and 25 mL THF is added. The reaction was stirred at 40 C. for 1.5 hour, during which the reaction mixture colors from pink to green. Then, the reaction mixture is sent through a Pasteur pipette equipped with a cotton plug to remove the polystyrene sulfonic acid resin. Evaporation of all volatiles, suspending in 20 mL hexane and subsequent filtration and drying in vacuo afforded the desired compound 3b as a green air-stable product. 1H and 13C NMR analyses are in agreement with those found in literature.

The synthetic route of 67191-35-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GHENT UNIVERSITY; UMICORE AG & CO. KG; Monsaert, Stijn Frans; Verpoort, Francis Walter Cornelius; US2013/35494; (2013); A1;,
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Related Products of 145903-31-7, These common heterocyclic compound, 145903-31-7, name is 7-Methoxy-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepine, 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.

Compound 1 is converted into compound 4 or its free base 4a as described in Example 1. To prepare compound 40, a mixture of compound 4 or its free base 4a, methyl 1-bromoacetate and pyridine are reacted in DMF for a suitable amount of time. To this mixture, ethyl acetate is added, and if necessary, the reaction mixture is washed with a basic solution (for example NaHCO3), or water. The product compound 39 (ARM110), as an oil, may be purified, for example by SiO2 column chromatography.

The synthetic route of 145903-31-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Deng, Shixian; Belvedere, Sandro; Yan, Jiaming; Landry, Donald; US2009/227788; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 74654-07-2, name is 2-(2-(2-Methoxyethoxy)ethoxy)ethanamine, 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 74654-07-2, HPLC of Formula: C7H17NO3

A solution of methoxy-oligo(ethylene glycol) amine (2c-4c) (8.2 mmol, 1.0 eq.) and DMAP (2.00 g,16.4 mmol, 2.0 eq.) in acetonitrile (15 mL) was added dropwise to a solution of bis(4-nitrophenyl)carbonate (2.74 g, 9.0 mmol, 1.1 eq.) in acetonitrile (15 mL) and the resulting solution was stirred at50 C for 3 h. The reaction mixture was then diluted in DCM (150 mL) and washed with 0.5 N HCl(100 mL). The aqueous layer was washed with DCM (5 ¡Á 100 mL) and all the organic fractions werecollected, dried over MgSO4 and filtered. The solvent was evaporated under reduced pressure and theresidue was purified by flash chromatography. 4-Nitrophenyl (2-(2-(2-methoxyethoxy)ethoxy)ethyl)carbamate (2c). Purified by flash chromatographyusing DCM/Acetone = 9:1 as eluent. 87% yield as a pale yellow oil. 1H-NMR (250 MHz, CDCl3) delta(ppm): 3.31 (s, 3H, -O-CH3), 3.37-3.43 (m, 2H, -O-CH2-CH2-NH-), 3.49-3.63 (m, 10H, 2 ¡Á-O-CH2-CH2-O- + -O-CH2-CH2-NH-), 6.06 (t, 1H, -NH-, 3JH-H = 5 Hz), 7.25 (d, 2H, Ar-H,3JH-H = 9.25 Hz), 8.15 (d, 2H, Ar-H, 3JH-H = 9.25 Hz); 13C-NMR (62.9 MHz, CDCl3) delta (ppm): 155.9,153.1, 144.3, 124.8, 121.8, 71.6, 70.2, 70.2, 69.9, 69.3, 58.7, 40.8; ESI-MS (ion trap): m/z 329 [M + H]+.HRMS (ESI+): m/z 329.1357 [M + H]+, calcd for C14H21N2O7: 329.1349.

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Reference:
Article; Mattarei, Andrea; Azzolini, Michele; Zoratti, Mario; Biasutto, Lucia; Paradisi, Cristina; Molecules; vol. 20; 9; (2015); p. 16085 – 16102;,
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Adding a certain compound to certain chemical reactions, such as: 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, 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 126-38-5, HPLC of Formula: C5H11BrO2

1-bromo-2,2-dimethoxypropane (1a) (20 g, 109.27 mmol) was dissolved in chloroform (100 mL)Trifluoroacetic acid (74.75 g, 655.59 mmol) was added and reacted at room temperature for 4 hours.The reaction solution was added with dichloromethane (30 mL) and water (150 mL), and the layers were extracted. The organic phase was washed with saturated brine (100 mL x 4), dried over anhydrous sodium sulfate and concentrated at 30 C under reduced pressure to give the title compound Ib as a black oil (11 g, yield 73.5%).

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Reference:
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Wei Yonggang; Qiu Guanpeng; Lei Bolin; Li Yao; Wang Song; Zhu Guozhi; (39 pag.)CN106279128; (2017); A;,
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