Ethers-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 60792-79-2, name is 2,2′-Oxybis(ethylamine) dihydrochloride, 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 60792-79-2, name: 2,2′-Oxybis(ethylamine) dihydrochloride

To a solution of 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (0.55 g, 1.95 mmol) in 1-methyl-2-pyrrolidone (40 mL) bis-(2-aminoethyl)-ether dihydrochloride (2.1 g, 11.9 mmol, 6eq.) and DBU (3.49 mL, 23.4 mmol, 12 eq.) added and the reaction mixture was stirred at 110 C. for 18 hours. The reaction mixture was then diluted with water (70 mL) and the pH was adjusted to 11 and extracted with CH2Cl2 (9*40 mL). Water layer was then acified with H2SO4 to pH 6.8, extracted with 50 mL of CH2Cl2 and then evaporated in vacuum. Crude product was diluted in 2-propanol (60 mL), stirred at 82 C. for 20 minutes and filtrated. Precipitate was pure salt (Na2SO4). 2-Propanol was evaporated in vacuum and product was purified by column chromatography (fraction, eluent: CH2Cl2-MeOH-NH3-CH3CN=4:4:2:1) yielding 0.5 g of title compounds as a mixture of chloro and fluoro derivatives in ratio 3:1 MS (ES+) m/z: [MH]+=365.8 (A) (75%) MS (ES+) m/z: [MH]+=349.4 (B) (25%).

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; Pliva-Istrazivacki Institut d.o.o.; Glaxo Group Limited; US2006/258600; (2006); A1;,
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Synthetic Route of 162705-07-9, 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 162705-07-9 as follows.

General procedure: DCC (0.47 mmol, 1.2 eq.); the N-Fmoc-protected amino acid (0.472 mmol, 1.2 eq) and HOBt·H2O (0.47 mmol, 1.2 eq) were added to a solution of the 30-aminocombretastatin (0.39 mmol, 1 eq) in anhydrous DMF (1.3 mL). The reaction mixture was stirred under N2 atmosphere for 16 h. Then, it was ltered, and the ltrate was poured into a saturated aqueous NH4Cl solution and then extracted with AcOEt (3×15 mL). The combined organic extracts were washed 2 times with water and brine and dried over anhydrous MgSO4. After ltration and evaporation of the solvent under reduced pressure, the resulting residue was chromatographed on silica gel with Hexanes-AcOEt (6:4) to aord the corresponding N-Fmoc-protected derivatives 7 and 9.

According to the analysis of related databases, 162705-07-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Agut, Rauel; Alberto Marco, J.; Carda, Miguel; Falomir, Eva; Gil-Edo, Raquel; Martin-Beltran, Celia; Murga, Juan; Pla, Alberto; Molecules; vol. 25; 3; (2020);,
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Synthetic Route of 2062-98-8, A common heterocyclic compound, 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride, molecular formula is C6F12O2, 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.

In an argon atmosphere, put 0.50 g (4.2 mmol) of 4-hydroxystyrene into a three-necked flask, add 20 mL of dichloromethane, and add 1.99 g (6 mmol) of hexafluoropropylene oxide di containing acid fluoride end groups while stirring. Polymer (CF3CF2CF2OCF (CF3) COF, provided by Zhejiang Huanxin Fluoro Material Co., Ltd., recorded as FEOCOF), after the addition, 0.05 mL (0.0007 mmol) DMF was added, and 0.4 mL (0.003 mmol) of dry After triethylamine was added dropwise, the reaction was stirred at 40 C for 4h. After the reaction, 20 mL of deionized water was added and extracted with dichloromethane (20 mL × 3). The organic phases were combined and dried over MgSO 4, filtered, and rotary evaporated to obtain a crude product. The crude product was separated by silica gel column chromatography (washed with petroleum ether). Remover) to obtain a colorless slightly viscous liquid, the target product, with a yield of 99.5%

The synthetic route of 2062-98-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shaanxi Normal University; Yang Le; Chen Jiangang; Liu Zhaotie; Zhang Qiyu; Li Ruiqing; Shen Shukun; Liu Zhongwen; (11 pag.)CN110776426; (2020); A;,
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Reference of 7664-66-6, The chemical industry reduces the impact on the environment during synthesis 7664-66-6, name is 4-Isopropoxyaniline, I believe this compound will play a more active role in future production and life.

4-Isopropoxy-phenylamine (1.52 g, 10 mmol) in CH2Cl2 (10 mL) was slowly added to 1,1′-carbonyldiimidazole (CDI, 1.64 g, 10 mmol) in CH2Cl2 (5 mL) at 0 C. After stirring at room temperature for 1 h, 4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester (2.05 g, 10 mmol) in CH2Cl2 (5 mL) was added and the mixture was kept stirring at room temperature overnight. It was quenched with water and extracted with CH2Cl2. The organic extracts were washed with brine, dried over Na2SO4 and evaporated. A portion of the BOC-protected product (0.35 g, 0.93 mmol) was re-dissolved in CH2Cl2 (5 mL). To this solution was added 1 mL of trifluoroacetic acid and the resulting mixture was stirred at room temperature for 1 h. The organic solvents were removed in vacuo and the crude material was neutralized with 2 M NH3 in MeOH. After evaporation of the solvents, the crude residue was purified by flash column chromatography on silica gel (5% MeOH/CH2Cl2) to afford the product as a light brown solid (250 mg, 97%). 1H NMR (CDCl3) delta 7.26 (m, 2H), 6.84 (d, J=8.70 Hz, 2H), 6.49 (br, 1H), 4.88 (m, 1H), 4.48 (sep, J=6.0 Hz, 1H), 3.12 (m, 2H), 2.83 (m, 2H), 2.04 (m, 2H), 1.71 (m, 2H), 1.31 (d, J=6.0 Hz, 6H); LC/MS (ESI) calcd for C15H23N2O3 (MH)+ 279.2, found 279.3.

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, 4-Isopropoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Baumann, Christian Andrew; Gaul, Michael David; US2006/281700; (2006); A1;,
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Synthetic Route of 3616-56-6, 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. 3616-56-6, name is 2,2-Diethoxy-N,N-dimethylethanamine, This compound has unique chemical properties. The synthetic route is as follows.

Step 8B: Compound 8-2; To a flask containing (R)-1-{4-[2-((S)-l-amino-2-methyl-propyl)-6-fluoro-phenyl]- piperazin-l-yl}-3- (4-chloro-phenyl)-2-methyl-propan-l-one (43 mg, 0. 10 mmol) and (2,2- diethoxy-ethyl) -dimethyl-amine (100 pL, 0.50 mmol), TFA (30011L, 4.0 mmol) was added via syringe. After-5 min. , NaCNBH3 (95 mg, 1.5 mmol) was added and the resulting mixture was heated to 120 °C overnight. The resulting brown reaction mixture was concentrated in vacuo and purified via preparative HPLC/MS to furnish 8-2 (3.8 mg, 0.006 mmol, 6percent) as the TFA salt. LCMS-tR (method 4) 1.596 min. m/z 502.8 (M+ + H+).

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

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2005/42516; (2005); A2;,
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Synthetic Route of 39538-68-6, 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 39538-68-6 as follows.

To a solution of 3a (550 mg,4 mmol) in 3 mL concentrated HCl at 0 C was added NaNO2(320 mg, 4.6 mmol; dissolved in 5 mL H2O), and the mixture was stirred at 0 C for 1 h. A solution of KI (950 mg, 5.7 mmol; dissolvedin 10 mL H2O) was added dropwise at 0 C, and the mixture was slowly warmed up to room temperature overnight with stirring. The mixture was extracted with ether and the combined organic layers were washed with brine, dried over anhydrous MgSO4, and evaporated under reduced pressure. The residue was purified by silica gel flash chromatography (hexane as eluent) to give the titled product as colorless oil (0.826 g, 84% yield): 1H NMR (400 MHz, CDCl3) delta 7.62 (d, J=7.9 Hz, 1H), 6.65 (s, 1H), 6.55 (d, J=7.9 Hz, 1H), 3.87 (s, 3H), 2.33 (s, 3H).

According to the analysis of related databases, 39538-68-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Muppidi, Avinash; Doi, Kenichiro; Ramil, Carlo P.; Wang, Hong-Gang; Lin, Qing; Tetrahedron; vol. 70; 42; (2014); p. 7740 – 7745;,
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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. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, A new synthetic method of this compound is introduced below., Safety of (2,4-Dimethoxyphenyl)methanamine

1-(2,4-Dimethoxyphenyl)methanamine (23 g, 140 mmol) was added to a solution of C6 (20 g, 91 mmol) in methanol (275 mL). The reaction mixture was stirred at room temperature (20 C) for 24 hours, whereupon it was cooled to -78 C and treated in a drop-wise manner with lithium borohydride (2 M solution in tetrahydrofuran; 46.0 mL 92.0 mmol). The reaction mixture was allowed to slowly warm to room temperature, andwas then stirred at room temperature overnight. This was combined with a similar reaction mixture that employed C6 (16.18 g, 73.5 mmol) and concentrated in vacuo. The residue was mixed with saturated aqueous sodium bicarbonate solution (300 mL) and water (200 mL), and extracted with ethyl acetate (4 x 200 mL). The combined organic layers were dried over sodium sulfate, filtered, concentrated under reducedpressure, and purified via chromatography on silica gel (Gradient: 0% to 9% methanolin dichloromethane) to provide the product as a light yellow oil. Combined yield: 52.0 g,140 mmol, 85%. LCMS m/z 371.9 [M+H]. 1H NMR (400 MHz, CDCI3) 7.38-7.25 (m,5H), 7.12 (d, J=8.0 Hz, 1H), 6.46 (d, half of AB quartet, J=2.5 Hz, 1H), 6.43 (dd, half ofABX pattern, J=8.O, 2.5 Hz, 1 H), 4.58 (AB quartet, JAB= 12.0 Hz, IIVAB=23.2 Hz, 2H),4.07 (ddd, J=1 1.5, 4.5, 1.5 Hz, 1 H), 3.81 (5, 3H), 3.80 (5, 3H), 3.75 (5, 2H), 3.59-3.39(m, 4H), 2.75-2.65 (m, 1H), 1.91-1.80 (m, 2H), 1.48-1.35 (m, 1H), 1.23-1.12 (m, 1H).

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; PFIZER INC.; BRODNEY, Michael Aaron; CHAPPIE, Thomas Allen; CHEN, Jinshan Michael; COE, Jotham Wadsworth; COFFMAN, Karen Jean; GALATSIS, Paul; GARNSEY, Michelle Renee; HELAL, Christopher John; HENDERSON, Jaclyn Louise; KORMOS, Bethany Lyn; KURUMBAIL, Ravi G.; MARTINEZ-ALSINA, Luis Angel; PETTERSSON, Martin Youngjin; REESE, Matthew Richard; ROSE, Colin Richard; STEPAN, Antonia Friederike; VERHOEST, Patrick Robert; WAGER, Travis T.; WARMUS, Joseph Scott; ZHANG, Yuan; (193 pag.)WO2018/163066; (2018); A1;,
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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 7664-66-6 as follows. name: 4-Isopropoxyaniline

General procedure: 3-Hydroxynaphthalene-2-carboxylic acid (5.3 mmol) and the appropriate alkoxyaniline (5.3 mmol) were suspended in dry chlorobenzene (25 mL). Phosphorous trichloride (0.23 mL, 2.7 mmol) was added dropwise, and the reacting mixture was heated in the microwave reactor at maximal allowed power 500 W and 130C, using infrared flask-surface control of temperature, for 15 min. The solvent was evaporated under reduced pressure and the solid residue washed with 50 mL of 2 M HCl. The crude product was recrystallized from aqueous ethanol.

According to the analysis of related databases, 7664-66-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gonec, Tomas; Zadrazilova, Iveta; Nevin, Eoghan; Kauerova, Tereza; Pesko, Matus; Kos, Jiri; Oravec, Michal; Kollar, Peter; Coffey, Aidan; O’Mahony, Jim; Cizek, Alois; Kralova, Katarina; Jampilek, Josef; Molecules; vol. 20; 6; (2015); p. 9767 – 9787;,
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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. 1758-46-9, name is 2-Phenoxyethylamine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-Phenoxyethylamine

General procedure: A solution of 2-phenoxyethylamine (1.31 mL, 10 mmol) in methanol (10 mL) was added to a solution of triethylamine(Et3N) (2.76 mL, 20 mmol) in methanol (10 mL) at 0 C. A solution of 2-chloropyridine (3.80 mL, 40 mmol) in methanol(10 mL) was then added at 0 C under N2. After being stirred for 30 min, the reaction mixture was heated to 25 C and stirred for 3 days. Then, the solvent was evaporated under reduced pressure to afford a yellow solid L1 washed with methanol and dried under vacuum.

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 1758-46-9.

Reference:
Article; Wang, Jun; Liu, Jinyi; Chen, Liduo; Lan, Tianyu; Wang, Libo; Transition Metal Chemistry; vol. 44; 7; (2019); p. 681 – 688;,
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Electric Literature of 1535-73-5, 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 1535-73-5 as follows.

General procedure: An equimolar mixture of trifluoromethoxyaniline 1 or 2 (5.65 mmol) and the corresponding activated enol ether 3a-h was heated under reflux for 2-120 min (TLC detection). If necessary, methanol or ethanol was used as solvent. Once the reaction was complete, it was cooled to room temperature and the solids formed were separated by suction, washed with hexanes and dried to give enamines 4-5a-h. Isolated enamines 4-5a-h were characterized and used in the subsequent steps.

According to the analysis of related databases, 1535-73-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Plevova, Kristina; Briestenska, Katarina; Colobert, Francoise; Mistrikova, Jela; Milata, Viktor; Leroux, Frederic R.; Tetrahedron Letters; vol. 56; 36; (2015); p. 5112 – 5115;,
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