Month: June 2021

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. 929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, A new synthetic method of this compound is introduced below., Recommanded Product: 929-75-9

General procedure: A two-neck flaskequipped with a magnetic stirrer and reflux condenser, flushed with dry argon, was charged withcorresponding triazacycloalkane derivative 8-10 (0.15-0.29 mmol), Pd(dba)2 (16 mol%),DavePhos (18 mol%), and absolute dioxane (10-15 ml). The mixture was stirred for 2-3 min,then corresponding oxadiamine (0.15-0.29 mmol) was added followed by tBuONa (0.45-0.9mmol). The reaction mixture was stirred at reflux for 24 h, cooled down to ambient temperature,the residue was filtered off, washed with dichloromethane (5 ml), combined organic fractionswere evaporated in vacuo, and the residue was chromatographed on silica gel using a sequenceof eluents CH2Cl2,CH2Cl2-MeOH 100:1-2:1, CH2Cl2-MeOH- NH3aq100:20:1-10:4:1.

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:
Article; Chernichenko, Nataliya M.; Shevchuk, Vadim N.; Averin, Alexei D.; Maloshitskaya, Olga A.; Beletskaya, Irina P.; Synlett; vol. 28; 20; (2017); p. 2800 – 2806;,
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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 36865-41-5 as follows. Quality Control of 1-Bromo-3-methoxypropane

b) To a solution of the compound obtained in the previous section (250 mg, 0.78 mmol) in DMF (10 ml_), potassium carbonate (217 mg, 1 .57 mmol) and 1 – bromo-3-methoxypropane (181 mg, 1 .18 mmol) were added. The reaction mixture was stirred at 60 5C overnight. The reaction mixture was diluted by adding EtAcO and saturated NH4CI aqueous solution (15 ml_) and extracted with EtAcO (3×15 ml_). The combined organic phases were dried over anhydrous Na2S04, filtered and concentrated. The crude residue was chromatographed on a silica gel flash system (Biotage SP1 ) using hexanes/EtAcO mixtures of increasing polarity as eluent, to afford the desired product in quantitative yield.LC-MS (method 4): tR = 3.09 [M+H]+= 390

According to the analysis of related databases, 36865-41-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; DRACONIS PHARMA, S.L.; ALMIRALL, S.A.; TORRENS JOVER, Andoni; MERCE VIDAL, Ramon; CALDENTEY FRONTERA, Francesc Xavier; RODRIGUEZ GARRIDO, Antonio, David; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi; WO2013/37960; (2013); 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. 321-28-8, name is 1-Fluoro-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 321-28-8

A solution of 2-fluoro-anisole (6.0 g, 47 mmol) and N, N, Nu’, ‘- tetramethylethylenediamine in THF (250 mL) was cooled to – 78 C and treated dropwise with sec -butyl lithium (1.3 M in cyclohexane, 38 mL, 49 mmol). The mixture was stirred for 2 h at – 78 C and then treated with dimethylformamide (3.6 mL, 47 mmol). Stirring continued for an additional 10 min and then acetic acid (20 mL) followed by water (150 mL) was added to the mixture. The mixture was warmed to ambient temperature and then diluted with ethyl acetate. The organic layer was washed with 1 M HCI, and brine. The organic layer was dried over Na2S04 and concentrated under reduced pressure to give crude 2-flouro-3-methoxybenzaldehyde (4.7 g, yield 64%) as a yellow solid. NMR (400 MHz, CDC13) (ppm) 10.40 (s, 1H), 7.45-7.40 (m, 1H), 7.23-7.18 (m, 2H), 3.94 (s, 3H).

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 321-28-8.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; JARNAGIN, Kurt; ZHANG, Yong-kang; ZHOU, Yasheen; PLATTNER, Jacob, J.; SULLIVAN, David, C.; WO2015/13318; (2015); A1;,
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Synthetic Route of 2930-05-4, 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. 2930-05-4, name is 2-((Benzyloxy)methyl)oxirane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred mixture of epoxide (1 equiv.) in glycerine was added the amine (1 equiv.) and CeCl3?7H2O (0.1 equiv.) at room temperature. The reaction mixture was stirred until the starting material was consumed as judged by TLC or LCMS analysis. The reaction mixture was then extracted with ethyl acetate (3x) and the combined organic layers were washed with water (2x) and brine before drying over sodium sulfate and concentrating under reduced pressure. The crude product was purified on silica to afford the ethanolamine derivative (Narsaiah, A. V.; Wadavrao, S. B.; Reddy, A. R.; Yadav, J. S.; Synthesis, 2011, 3, 485-489.).

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-((Benzyloxy)methyl)oxirane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; LAZARSKI, Kiel; MICHAEL, Ryan, E.; (771 pag.)WO2017/197036; (2017); 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 54314-84-0 as follows. category: ethers-buliding-blocks

To a solution of – uoro- , – y roxy- enza e y e (11.15 g, 71.42 mmol) in anhydrous DMSO (88 mL) under nitrogen were added sequentially sodium t-butoxide (13.72 g, 142.84 mmol) and benzyl-3-bromopropyl ether (17.29 g, 78.56 mmol) and the reaction mixture stirred at rt for 18 h. The mixture was diluted with water (400 mL) and extracted with EtOAc (4×100 mL). The combined organic layer was washed with water and brine, dried over MgS04, filtered and concentrated in vacuo. Purification was completed by flash chromatography (20percent EtOAc / hexane). Yield 11.5 g (77 percent).1H NMR (400 MHz, CHLOROFORM-^) delta ppm 11.62 (s, 1 H), 10.23 (s, 1 H), 7.42 – 7.16 (m, 5 H), 7.05 (dd, J=8.8, 5.3 Hz, 1 H), 6.54 (t, J=9.6 Hz, 1 H), 4.52 (s, 2 H), 4.13 (t, J=6.3 Hz, 2 H), 3.68 (t, J=6.1 Hz, 2 H), 2.12 (quin, J=6.2 Hz, 2 H). 19F NMR (376 MHz, CHLOROFORM- d): -132 ppm.

According to the analysis of related databases, 54314-84-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; HERNANDEZ, Vincent, S.; DING, Charles; PLATTNER, Jacob, J.; ALLEY, Michael Richard, Kevin; ROCK, Fernando; ZHANG, Suoming; EASOM, Eric; LI, Xianfeng; ZHOU, Ding; WO2012/33858; (2012); A2;,
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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. 19500-02-8, name is 3-Methoxy-2-methylaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 19500-02-8

Example 2: Preparation ofN-[17-[2-(3-isopropylpyrazol-l-yl)-7-methoxy-8- methylquinolin-4-yloxy]- 13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04’6]octadec- 7-ene -4-carbonyl] (dimethylamino)sulfonamide (29) .; Step 1: Synthesis of ethyl 4-hydroxy-7-methoxy-8-methylquinoline-3-carboxylate (11).; 10 EPO Diethyl ethoxymethylenemalonate (17.2 g, 79.6 mmol) was added to 2-methyl-m- anisidine (8.4 g, 61.2 mmol) (exothermic reaction). Then, diethylether (100 mL) was added and the mixture was stirred overnight at room temperature. The solvent was evaporated and the residue re-dissolved in ether (50 mL), filtered, washed with heptane and dried to give 12 g of an intermediate. This intermediate was added portion wise to diphenyl ether (50 mL) pre-heated at 230 0C. The reaction mixture was successively heated to 250 0C for 1.5 h, cooled at room temperature, and diluted with heptane (200 mL). The precipitate was filtered off, and successively washed with heptane and ether to give 9.2 g (57.5 percent) of the target product 11 as a yellow powder: m/z = 262 (M + H)+.

The synthetic route of 19500-02-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; MEDIVIR AB; WO2007/14925; (2007); A1;,
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Related Products of 27060-75-9, 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. 27060-75-9, name is 1-Bromo-4-methoxy-2-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a CCl4 solution (125 mL) of 2-bromo-5-methoxytoluene (0.050 mol) and NBS (0.055 mol) was added AIBN (0.001 mol), and the mixture was stirred at 80 C for 18 h. The mixture was diluted with hexane before filtration through a Celite pad. Evaporation of the solvent followed by washing of the residue with ethyl acetate gave 4-bromo-3-(bromomethyl)anisole.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-4-methoxy-2-methylbenzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Yoshida, Hiroto; Yoshida, Ryuma; Mukae, Masashi; Ohshita, Joji; Takaki, Ken; Chemistry Letters; vol. 40; 11; (2011); p. 1272 – 1274;,
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Synthetic Route of 32338-02-6, The chemical industry reduces the impact on the environment during synthesis 32338-02-6, name is 2-Bromo-4-methoxyaniline, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of benzyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate (247 mg, 1.0 mmol), 2-bromo-4-methoxyaniline (303 mg, 1.5 mmol) and lithium perchlorate (190 mg, 1.7 mmol) were taken in acetonitrile (3.0 mL). The reaction mixture was heated to 90 °C for 18 h. The reaction mixture was diluted with ethyl acetate (20 mL) and washed with water. The organic layer was dried over sodium sulfate and concentrated under reduced pressure, and the product was purified by column chromatography (silica gel, 50percent EtOAc/hexanes) to provide benzyl 4-(((2-bromo-4-methoxyphenyl)amino)methyl)-4-hydroxypiperidine-1-carboxylate, 5c (358 mg, 80percent) as a colourless syrup.

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

Reference:
Article; Kurissery, A. Tony; Rajkumar, G. Abraham; Arvapalli, Venkata Satyanarayana; Pitchumani, Venkatachalam; Tetrahedron Letters; vol. 58; 37; (2017); p. 3607 – 3611;,
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Application of 204452-91-5, A common heterocyclic compound, 204452-91-5, name is 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, molecular formula is C11H16N2O2, 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.

Step 3: Preparation of 6-bromo-7-(dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine NBS (38.3 g, 215 mmol) was added in batches to a solution of 7-(dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine (42.7 g, 205 mmol) in MeCN (1 L) at room temperature. The reaction solution stirred for 1 hour and concentrated. The resulting residue was dissolved in CH2Cl2, washed with 1 M NaOH aqueous solution and saturated brine successively, dried over anhydrous sodium sulfate and concentrated. The resulting residue was subjected to column chromatography to obtain the title compound 6-bromo-7-(dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine (47.5 g, total yield of three steps: 81%). 1H NMR (400 MHz, CDCl3): delta 7.27 (s, 1H), 5.55 (s, 1H), 5.39 (br s, 1H), 3.45 (s, 6H), 3.38 (m, 2H), 2.70 (t, J = 6.0 Hz, 2H), 1.88 (m, 2H); MS m/z (ESI): 287.0 [M+H]+.

The synthetic route of 204452-91-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Hansoh Pharmaceutical Group Co., Ltd.; Shanghai Hansoh Biomedical Co., Ltd.; GAO, Peng; XIU, Wenhua; WANG, Shaobao; LIU, Lei; BAO, Rudi; (94 pag.)EP3444250; (2019); A1;,
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Synthetic Route of 1535-73-5,Some common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, molecular formula is C7H6F3NO, 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 85; Preparation of 8-iodo-2,7-dimethyl-N-(3-(trifluoromethoxy) phenyl)quinazolin-4- amiue4-Chloro-8-iodo-2,7-dimethylquinazoline (0.30 g, 0.94 mmol) and 3- (trifluoromethoxy)benzenamine (0.20 g, 1.1 mmol) were placed in a microwave vial containing 3 mL of IPA. The vial was capped and heated in a microwave reactor at 170 0C for 10 min. The mixture was concentrated in vacuo and the residue was taken up in ethyl acetate and washed (2x) with an aqueous saturated solution of sodium bicarbonate, then with water and then brine. The organic layer was dried with sodium sulfate, concentrated and purified by column chromatography on silica gel using a gradient of 20 to 60 percent EtOAc in hexanes to give a 8-iodo-2,7-dimethyl-N-(3- (trifluoromethoxy)phenyl)quinazolin-4-amine (0.32 g, 74percent) as an off-white solid. MS (M+H)+ 460.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Trifluoromethoxyaniline, its application will become more common.

Reference:
Patent; AMGEN INC.; WO2007/76092; (2007); A2;,
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