Month: December 2020

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. 109-85-3, name is 2-Methoxyethylamine, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Methoxyethylamine

Intermediate 8: 6-amino-4-((2-methoxyethyl)amino)nicotinonitrile. A solution of 6-amino-4-fluoronicotinonitrile (intermediate 10, 1 .10 g, 8.02 mmol) in DMA (20 ml) was treated with 2-methoxyethylamine (2.07 ml, 24.1 mmol) and DIPEA (4.20 ml_, 24.1 mmol), heated to 50 C and stirred for 15 h. The reaction mixture was cooled to room temperature and concentrated. The crude material was purified by normal phase chromatography (24 g silica gel cartridge, heptanes/EtOAc 100:0 to 0:100). The product containing fractions were concentrated and dried under vacuum to give the title compound as an off-white solid. 1H NMR (400 MHz, DMSO-d6) delta 7.92 (s, 1 H), 6.39 (s, 2H), 6.15 (t, 1 H), 5.61 (s, 1 H), 3.46 (t, 2H), 3.27 (s, 3H), 3.24 (q, 2H). (UPLC-MS 3) tR 0.62; ESI-MS 193.1 [M+H]+.

According to the analysis of related databases, 109-85-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BUSCHMANN, Nicole; FAIRHURST, Robin Alec; FURET, Pascal; KNOEPFEL, Thomas; LEBLANC, Catherine; MAH, Robert; (124 pag.)WO2016/151499; (2016); A1;,
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Application of 60792-79-2, 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. 60792-79-2, name is 2,2′-Oxybis(ethylamine) dihydrochloride belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[0241j In a typical run, sodium hydroxide (400 mg, 10 mmol) was dissolved in MeOH (70 mL) and 2-(2-aminoethoxy)ethanamine dihydrochloride (1.0 g, 5.65 mmol) was added. The resulting reaction mixture was stirred at room temperature for 30 mm. A solution containing Boc2O (740 mg, 3.40 mmol) in THF (15 mL) was then added dropwise, at room temperature, over a period of 15 mm. The resulting reaction mixture was stirred at room temperature for 18 h. It was then concentrated under reduced pressure. The resulting residue was taken up in CH2C12 (200 mL) and stirred vigorously at room temperature for 4 h. The mixture was filtered and the filtrate was concentrated under reduced pressure to afford tertbutyl 2-(2-aminoethoxy)ethylcarbamate (850 mg, 74%).

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, 2,2′-Oxybis(ethylamine) dihydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CATABASIS PHARMACEUTICALS, INC.; MILNE, Jill C.; JIROUSEK, Michael R.; VU, Chi B.; WO2013/177536; (2013); A2;,
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Electric Literature of 2688-84-8, 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. 2688-84-8, name is 2-Phenoxyaniline, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Unless noted, the reaction was carried out as following: to a solution of 1, 4-dioxane (1.0 mL)was added 1,3-Diphenylpropenes 1 (0.1 mmol), nitrogen-based nucleophiles 2 or 4 (0.12 mmol)and oxidant (0.14 mmol). The reaction mixture was stirred at room temperature for 2-5 h and thenthe solvent was removed under vacuum. The residue was purified by column chromatography onsilica gel to yield the desired products.

The chemical industry reduces the impact on the environment during synthesis 2-Phenoxyaniline. I believe this compound will play a more active role in future production and life.

Reference:
Article; Wu, Yinuo; Kwong, Fuk Yee; Li, Pengfei; Chan, Alberts. C.; Synlett; vol. 24; 15; (2013); p. 2009 – 2013;,
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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. 450-91-9, name is 4-Fluoro-2-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 450-91-9

A solution of 4-fluoro-2-(methyloxy)aniline (Heterocycles 1992, 34, 2301-2311) (5.6 g, 40 mmol) and triethylamine (6.9 ml, 50 mmol) in dichloromethane (200 ml) at 0¡ãC was treated with acetyl chloride (2.85 ml, 40 mmol). After stirring at room temperature for 1 hour the solution was washed with 2N hydrochloric acid. The organic phase was separated, washed with water and brine then dried over anhydrous magnesium sulfate and concentrated in vacua. The residue was purified by chromatography on silica gel (1:5 to 1:2 ethyl acetate in dichloromethane) to affordthe title compound. MS (ES+) m/e 184 [M+H]+.

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 450-91-9.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/10629; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, 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 1462-37-9, Quality Control of ((2-Bromoethoxy)methyl)benzene

To a suspension of NaH (688 mg, 27.8 mmol) in THF (80 mL) was added diethyl malonate (7.45 g, 46.5 mmol) dropwise. Then ((2-bromoethoxy)methyl)benzene (5 g, 23.2 mmol) was added. The reaction was heated to 90 ¡ãC for 5 hours. After cooling to room temperature, the mixture was diluted with EtOAc (50 mL), washed with water (50 mL x 2), dried over anhydrous Na2S04 and concentrated under vacuum. The crude residue was purified by silica gel chromatography eluting with a gradient of 10percent – 30percent EtOAc/hexanes to afford diethyl 2-(2-(benzyloxy)ethyl)malonate (6.6 g, 22.5 mmol, 81percent yield) as a colorless oil.

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, ((2-Bromoethoxy)methyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Jinhua; DING, Charles Z.; DRAGOVICH, Peter; FAUBER, Benjamin; GAO, Zhenting; LABADIE, Sharada; LAI, Kwong Wah; PURKEY, Hans Edward; ROBARGE, Kirk; WEI, Binqing; ZHOU, Aihe; WO2015/140133; (2015); A1;,
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Application of 60789-54-0, 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 60789-54-0 as follows.

Norspermidine (20) was reacted with benzyl 4-bromobutyl ether (21,1. 2 equiv) over a day at room temperature in the presence of 1.4 equivalents of cesium hydroxide monohydrate and 4 A molecular sieves in DMF to give 22. The amino groups were protected using di (t-butyl) dicarbonate in aqueous tetrahydrofuran (THF) to give 23. Calcium in ammonia and THF efficiently generated alcohol 24.

According to the analysis of related databases, 60789-54-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.; WO2005/23310; (2005); A2;,
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Reference of 107622-80-0,Some common heterocyclic compound, 107622-80-0, name is (4-Phenoxyphenyl)methanamine, molecular formula is C13H13NO, 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: The appropriate pyrazole (1.0 equiv) was treated with phosgene (10equiv, 20% in toluene) at 0 C. The reaction mixture was stirred at roomtemperature for 1 h. The solvent was removed under reduced pressureand the crude carbamoyl chloride was dissolved in anhydrous CH2Cl2(0.5 M). The appropriate amine (1.0 equiv) or alcohol (1 equiv) andEt3N (1.2 equiv) were dissolved in CH2Cl2 (0.5 M) and cooled to 0 C.The crude carbamoyl chloride was added dropwise and the reactionmixture was stirred at room temperature for 16 h. The mixture wasdiluted with EtOAc, washed with saturated aqueous NaCl, and driedover Na2SO4. Evaporation under reduced pressure yielded the crudecoupling product that was purified by flash chromatography (SiO2).

The synthetic route of 107622-80-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Otrubova, Katerina; Chatterjee, Shreyosree; Ghimire, Srijana; Cravatt, Benjamin F.; Boger, Dale L.; Bioorganic and Medicinal Chemistry; vol. 27; 8; (2019); p. 1693 – 1703;,
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Electric Literature of 36805-97-7, These common heterocyclic compound, 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, 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) 2,6-Dichloro-isonicotinic acid (11.2 g, 57.1 mmol) is suspended in toluene (150 mL) at 80 C. and then treated with N,N-dimethylformamide di-tert.-butyl acetal (50 mL, 209 mmol). The dark mixture is stirred at 80 C. for 12 h, then at rt for 16 h. The dark solution is diluted with diethyl ether (400 mL), washed with sat. aq. NaHCO3 solution (3*100 mL), dried over Na2SO4, filtered and concentrated. The crude product is purified by MPLC on silica gel eluting with a gradient of EA in heptane to give 2,6-dichloro-isonicotinic acid tert.-butyl ester (14.2 g) as a brownish oil which slowly solidifies; LC-MS: tR=1.05 min; 1H NMR (D6-DMSO): delta 1.56 (s, 9H), 7.85 (s, 2H).

The synthetic route of 36805-97-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bolli, Martin; Lescop, Cyrille; Mathys, Boris; Mueller, Claus; Nayler, Oliver; Steiner, Beat; Velker, Jorg; US2011/212998; (2011); A1;,
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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. 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1,1-Di-tert-butoxy-N,N-dimethylmethanamine

Following the general procedure of Tagat (Tagat, J.R.; McCombie, S.W.; Nazareno, D.V.;Boyle, CD.; Kozlowski, J.A.; Chackalamannil, S.; Josien, H.; Wang, Y.; Zhou, G. J. Org. Chem. 2002, 67, 1171-77), a suspension of the bromo acid x (3.0 g, 12.0 mmol) in toluene (18 mL) was heated at 80 0C. To this reaction mixture was added dropwise N,N- dimethylformamide i-tert-butyl acetal (10.0 mL, 42 mmol), and the resulting mixture was heated for an additional 30 min. It was cooled to it, washed with water, saturated aqueous NaHCO3, brine, dried (Na2SO4), filtered, and concentrated in vacuo to afford 2.87 g (78%) of f-butyl ester k_l as a yellow oil, which was carried on without further purification.

The synthetic route of 36805-97-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; WO2006/69063; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 107622-80-0, name is (4-Phenoxyphenyl)methanamine, 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 107622-80-0, Computed Properties of C13H13NO

A mixture of ethyl 5-(3,5-dichloro-4-hydroxyphenyl)-1,3,4-oxadiazole-2-carboxylate (0.3003 g, 0.990 mmol) and 4-phenoxybenzylamine (0.5922 g, 2.97 mmol) in ethanol (10 mL) was stirred at 80 C. under nitrogen for 2 d. The mixture was partitioned between dilute aqueous HCl (50 mL) and ethyl acetate (75 mL). The aqueous layer was extracted further with ethyl acetate (50 mL) and the combined extracts were washed with brine (30 mL), dried (MgSO4) and evaporated. The residue was purified by flash chromatography (silica gel, 2% MeOH/CH2Cl2) to give 0.4235 g (94%) of the title compound as a white solid.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Institute for OneWorld Health; US2010/267725; (2010); A1;,
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