Ethers-buliding-blocks

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. 6298-96-0, name is 1-(4-Methoxyphenyl)ethylamine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 6298-96-0

Example II (S)-4-(1-Amino-ethyl)-phenol hydrobromid To 11.0 g (72.7 mmol) (S)-1-(4-methoxy-phenyl)-ethylamine is added carefully 30 mL HBr (30% in HOAc). The mixture is stirred at 100 C. for 4 h. After cooling down to r.t., the solvent is removed in vacuo and the residue is dried in vacuo. The resulting product is used without further purification. C6H11NO*HBr (M=218.1 g/mol) ESI-MS: 121 [M+H-NH3]+Rt (HPLC): 0.50 min (method A)

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 6298-96-0.

Reference:
Patent; FLECK, Martin; NOSSE, Bernd; HEINE, Niklas; ROTH, Gerald Juergen; US2013/158004; (2013); A1;,
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These common heterocyclic compound, 31576-51-9, name is 2-(2-Methoxyethoxy)ethanamine, 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. Formula: C5H13NO2

Preparation U N-[2-(2-Methoxyethoxy)ethyl]-1H-imidazole-1-carboxamide The title compound was prepared in 40% yield according to the procedure described in Preparation S above, using 2-(2-methoxyethoxy)ethylamine in place of 2-(4-morpholinyl)-1-ethanol.

The synthetic route of 2-(2-Methoxyethoxy)ethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bjorsne, Magnus; Ponten, Fritiof; Strandlund, Gert; Svensson, Peder; US2002/137766; (2002); 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 36805-97-7 as follows. Product Details of 36805-97-7

Example 678-Amino-1 -methyl -4,5-dihydro-1 H-1 ,7,9-triaza-cyclopentafa1naphthalene-2,3- dicarboxylic acid 2-tert-butyl ester 3 -ethyl ester (N6) To a solution of i-methyl^-oxo^AthetaJ-tetrahydro-I H-indole^S-dicarboxylic acid 2-tert- butyl ester 3-ethyl ester XXVIA (4.67 mmol) in DMF (20 ml_), N,N-dimethylformamide di- tert-butyl acetal (2 mL) was added and the solution was stirred at 1000C overnight. After cooling to rt guanidine hydrochloride (14 mmol) and K2CO3 (14 mmol) were added and the mixture was heated at 1000C for 24 h. The organic solvent was evaporated to dryness. Chromatography on silica gel (AcOEt/hexane 1 :1 ) afforded the title compound (80% yield). ESI (+) MS: m/z 373 (MH+). 1H NMR: 1.28 (t, J=7.07, 3H), 1.55 (s, 9H), 2.68 (t, J=7.80, 2H), 2.79 (t, J=7.80, 2H), 4.18 (s, 3H), 4.23 (q, J =7.07, 2H), 6.40 (bs, 2H), 7.97 (s, 1 H).

According to the analysis of related databases, 36805-97-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.r.l.; WO2008/65054; (2008); 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. 22483-09-6, name is 2,2-Dimethoxyethanamine, A new synthetic method of this compound is introduced below., Recommanded Product: 2,2-Dimethoxyethanamine

Preparation 22 [0100] [0101] A solution of aminoacetaldehyde dimethyl acetal (25 mL, 229 mmol) in toluene (120 mL) is treated at 0 C. with a 4.85 M sodium hydroxide solution (70.8 mL, 343.5 mmol). The mixture is stirred at 0 C. for 10 minutes and benzyl chloroformate (33.8 mL, 229 mmol) is added keeping the internal temperature below 20 C. during the addition. The mixture is warmed to room temperature over 4 hours. The organic layer is separated, washed with brine, dried over sodium sulfate, and concentrated to dryness to give the title compound (54 g, 98%). ES/MS (m/e): 240 (M+H).

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; Eli Lilly and Company; BECK, James Peter; GREEN, Steven James; LOPEZ, Jose Eduardo; MATHES, Brian Michael; MERGOTT, Dustin James; PORTER, Warren Jaye; RANKOVIC, Zoran; SHI, Yuan; WATSON, Brian Morgan; WINNEROSKI, JR, Leonard Larry; US2013/261111; (2013); A1;,
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Synthetic Route of 37895-73-1, 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. 37895-73-1, name is 1,2-Dibromo-4,5-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A 12 mL vial was charged with [Pd(cinnamyl)Cl]2(1,5 mol%), dppp (3 mol%). and a stirring bar. Then, 1,2-dibromo-benzene(0.5 mmol), DBU (4.0 eq) and toluene (3 mL) were injected by syringe underargon. The vial (or several vials) was placed in an alloy plate, which wastransferred into a 300 mL autoclave of the 4560 series from Parr Instrumentsunder argon atmosphere. After flushing the autoclave three times with CO, apressure of 10 bar of CO was adjusted at ambient temperature. Then, thereaction was performed for 16-24 h at 140 oC. After the reactioncompleted, the autoclave was cooled down with ice water to room temperature andthe pressure was released carefully. After evaporation of the organic solventthe residue was adsorbed on silica gel and the crude product was purified bycolumn chromatography using EA/pentane(1:1) for phthalimides and MeOH/EA (1:40) for the amides as eluent.

The chemical industry reduces the impact on the environment during synthesis 1,2-Dibromo-4,5-dimethoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Chen, Jianbin; Natte, Kishore; Wu, Xiao-Feng; Tetrahedron Letters; vol. 56; 2; (2015); p. 342 – 345;,
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Related Products of 101-55-3, These common heterocyclic compound, 101-55-3, name is 1-Bromo-4-phenoxybenzene, 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.

To a solution of compound 55-1 (16 g, 64 mmol) in TEA (160 mL) was added PPh3 (1.68 g, 6.4 mmol), cuprous iodide (0.6 g, 3.2 mmol), palladium acetate (0.72 g, 3.2 mmol) and trimethylchlorosilane (10.7 g, 96 mmol) and the reaction solution was stirred at 90 C. for 12 h, after which water (100 mL) was added and the resulting solution was extracted with EtOAc (100 mL×4). The organic phases were combined, dried over anhydrous Na2SO4, filtered and evaporated to give a crude product which was purified by column chromatography to afford the title compound 55-2 (yellow solid, 15 g, Yield 88%). 1H NMR (400 MHz, CDCl3): delta ppm 7.45 (d, J=8.78 Hz, 2H), 7.35-7.41 (m, 2H), 7.13-7.19 (m, 1H), 7.04 (d, J=7.78 Hz, 2H), 6.93 (d, J=8.78 Hz, 2H), 0.27 (s, 9H).

Statistics shows that 1-Bromo-4-phenoxybenzene is playing an increasingly important role. we look forward to future research findings about 101-55-3.

Reference:
Patent; Hubei Bio-Pharmaceutical Industrial Technological Institute Inc.; Humanwell Healthcare (Group) Co., Ltd.; Wang, Xuehai; Wu, Chengde; Xu, Yong; Shen, Chunli; Li, Li’e; Hu, Guoping; Yue, Yang; Li, Jian; Guo, Diliang; Shi, Nengyang; Huang, Lu; Chen, Shuhui; Tu, Ronghua; Yang, Zhongwen; Zhang, Xuwen; Xiao, Qiang; Tian, Hua; Yu, Yanping; Chen, Hailiang; Sun, Wenjie; He, Zhenyu; Shen, Jie; Yang, Jing; Tang, Jing; Zhou, Wen; Yu, Jing; Zhang, Yi; Liu, Quan; (251 pag.)US2017/313683; (2017); A1;,
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Related Products of 589-10-6, These common heterocyclic compound, 589-10-6, name is (2-Bromoethoxy)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.

General procedure: To a stirred solution of 1-(2-pyridyl)-b-carboline (0.245 g,1 mmol) in 10 mL DMF, sodium hydride (50% in mineral oil, 0.048 g,1 mmol) and bromo-hydrocarbon (1 mmol) was added. The reactionmixturewas stirred at room temperature for 1 h. After reactionwas finished, the mixture was poured into ice water and extractedwith ethyl acetate. The organic layer was washed with water anddried. Removal of the solvent gave the crude product that waspurified by silica gel column (dichloromethane: methanol 100:1 as the eluent). The solvent was removed and the product wasobtained.

Statistics shows that (2-Bromoethoxy)benzene is playing an increasingly important role. we look forward to future research findings about 589-10-6.

Reference:
Article; Lu, Xing; Liu, Yan-Cheng; Orvig; Liang, Hong; Chen, Zhen-Feng; European Journal of Medicinal Chemistry; vol. 181; (2019);,
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Application of 39538-68-6, These common heterocyclic compound, 39538-68-6, name is 2-Methoxy-4-methylaniline, 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.

To a solution of cupric bromide (6.35 g; 28.4 mmol) in acetonitrille (25 ml_) was added tert- butyl nitrite (2.85 ml 24.06 mmol) and the mixture was heated at 65^ under a nitrogen atmosphere. A solution of 2-methoxy-4-methylaniline (3 g; 21 .87 mmol) in acetonitrile (25 ml_) was added carefully and the mixture was stirred for 20 min at 65 ‘O. The solvent was removed under reduced pressure and the residue was dissolved in ethyl acetate and washed (x 3) with an aqueous solution of ammonia 5%, water, a solution of ethylenediaminetetraacetic acid, water, brine and the mixture was concentrated under reduced pressure. Purification by flash-chromatography on silica gel using a gradient of ethyl acetate (2 – 50 %) in heptane furnished 2.32 g (53 %) of the title compound as a yellow oil.

Statistics shows that 2-Methoxy-4-methylaniline is playing an increasingly important role. we look forward to future research findings about 39538-68-6.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; CHALTIN, Patrick; DEBYSER, Zeger; DE MAEYER, Marc; MARCHAND, Arnaud; MARCHAND, Damien; SMETS, Wim; VOET, Arnout; CHRIST, Frauke; WO2011/15641; (2011); 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, Computed Properties of C7H17NO3

(iv) tert-Butyl (4-((2-((3-ethvnyl-5-((2-(2-(2-methoxyethoxy)ethoxy)ethyl)carbamoyl)- phenyl)amino)pyridin-4-yl)oxy)naphthalen-1-yl)carbamateHATU (500 mg, 1.315 mmol) was added to a stirred solution of the product from step (iii) above (500 mg, 1.009 mmol), 2-(2-(2-methoxyethoxy)ethoxy)ethanamine (277 mg, 1.695 mmol) and triethylamine (250 pL, 1.796 mmol) in N,N-dimethylformamide (10 mL). The mixture was stirred at rt for 18 h. The mixture was diluted with EtOAc (50 mL) and washed with water (50 mL), 20% brine (3 x 50 mL) and saturated brine (50 mL). The organic phase was dried (MgSC ), filtered and concentrated under reduced pressure. The crude product was purified by chromatography on the Companion (40 g column, EtOAc) to afford the sub-title compound (580 mg) as a tan foam.LCMS m/z 641 (M+H)+(ES+); 639 (M-H)”(ES”)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(2-(2-Methoxyethoxy)ethoxy)ethanamine, and friends who are interested can also refer to it.

Reference:
Patent; RESPIVERT LIMITED; TOPIVERT PHARMA LIMITED; FYFE, Matthew Colin Thor; THOM, Stephen Malcolm; BAKER, Thomas Matthew; HARBOTTLE, Gareth William; HASIMBEGOVIC, Vedran; RIGBY, Aaron; WO2015/92423; (2015); A1;,
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Electric Literature of 63057-72-7,Some common heterocyclic compound, 63057-72-7, name is 1-(Benzyloxy)-4-bromo-2-methoxybenzene, molecular formula is C14H13BrO2, 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.

1 -(benzyloxy)-4-bromo-2- methoxybenzene (18.2 g, 62 mmol) was suspended in 162 mL methanol and 18 mL water. N- Iodosuccinimide (18. lg, 81 mmol) and trifluoroacetic acid (3.8 mL, 50 mmol) were added sequentially. The mixture was warmed to 35 C and stirred for 7 hours in the dark. Water (54 mL) was added dropwise over 15 minutes, then the mixture was allowed to cool slowly to room temperature while stirring overnight. The crystalline product was filtered, and rinsed with a 6:4 mixture of methanol: water (2 x 20 mL). The solids were dried in vacuo at 50 C to provide 1- (benzyloxy)-4-bromo-5-iodo-2-methoxybenzene. 1H NMR (400 MHz, Chloroform-d) delta 7.45 – 7.32 (m, 5H), 7.29 (s, 1H), 7.10 (s, 1H), 5.07 (s, 2H), 3.84 (s, 3H). MS (m/z) 419.8 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(Benzyloxy)-4-bromo-2-methoxybenzene, its application will become more common.

Reference:
Patent; GILEAD SCIENCES, INC.; AKTOUDIANAKIS, Evangelos; CANALES, Eda; CURRIE, Kevin S.; KATO, Darryl; LI, Jiayao; LINK, John O.; METOBO, Samuel E.; SAITO, Roland D.; SCHROEDER, Scott D.; SHAPIRO, Nathan; TSE, Winston C.; WU, Qiaoyin; (262 pag.)WO2018/144605; (2018); A1;,
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