Ethers-buliding-blocks

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 929-75-9 name is 1,11-Diamino-3,6,9-trioxaundecane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 929-75-9

The compound 2-(4-(2-(4-(tert-butyl)-2-ethoxyphenyl)-4,5-bis(4-chlorophenyl)-4,5-dihydro-1H-imidazole-1-carbonyl)-2-oxo-piperazin-1-yl)acetic acid (25mg, 0.017mmol), HATU (14.45mg, 0.038mmol), DIPEA (6.1mg, 0.05mmol) was dissolved in dry DMF, the1,11-diamino-3,6,9-trioxaundecane (3.3 mg, 0.017 mmol) was slowly added dropwise to the above solution, and after reacting at room temperature for 1 h,The reaction was detected to be complete. The solvent was distilled off under reduced pressure and purified by silica gel column chromatography (eluent, dichloromethane / methanol = 100/3).18 mg of a pale yellow solid was obtained with a yield of 64.3%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,11-Diamino-3,6,9-trioxaundecane, and friends who are interested can also refer to it.

Reference:
Patent; Second Military Medical University; Sheng Chunquan; Dong Guoqiang; Ma Junhui; He Shipeng; Fang Yuxin; Wu Shanchao; Chen Shuqiang; (19 pag.)CN110563706; (2019); A;,
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A common compound: 702-24-9, name is 4-Methoxy-N-methylbenzylamine, belongs to ethers-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 702-24-9

A solution of amine (68 mg, 0.45 mmol) and IBX (252 mg, 0.90 mmol) in 10 mL of CHCl3 was heated at reflux with vigorous stirring for 6 h. The suspension was filtered and the filtrate was washed in sequence with 10percent NaOH (5 mL x 3), 1 M HCl (5 mL x 3), and water. The organic layer was dried with MgSO4 and concentrated in vacuo to afford the desired product (57 mg, 91percent yield). 1H NMR (400 MHz, 25 ¡ãC, CDCl3): delta = 9.89 (s, 1H), 7.85 (d, 2H, J = 8.0 Hz), 7.01 (d, 2H, J = 8.0 Hz), 3.90 (s, 3H) ppm. 13C NMR (100 MHz, 25 ¡ãC, CDCl3): delta = 190.89, 164.60, 132.01, 129.91, 114.31, 55.60 ppm. ESI?MS: M + Na+, found 159.1 (calc. 159.15).

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, 702-24-9, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chen, Li-Xia; Huang, Yin-Hui; Cong, Hang; Tao, Zhu; Chemical Papers; vol. 72; 3; (2018); p. 661 – 667;,
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22236-10-8, 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. 22236-10-8, name is 4-(Difluoromethoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 51; 4-(6,7-Dimethoxy-quinazolin-4-yl)-piperidine-1-carboxylic acid (4-difluoromethoxy-phenyl)-amide; To a solution of 4-(6,7-dimethoxy-quinazolin-4-yl)-piperidine-1-carbonyl chloride (46.9 mg, 0.14 mmol), as prepared in Example 3a, in DMSO (1 mL) was added 4-(difluoromethoxy)aniline (26.6 mg, 0.17 mmol), followed by DIEA (35.9 mg, 0.28 mmol). The mixture was heated at 100 C. with stirring. After 2 h, it was cooled to room temperature and partitioned between EtOAc and water. The combined EtOAc extracts were dried (Na2SO4) and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (EtOAc?5% MeOH/EtOAc as eluent) to afford the title compound as a white solid (20.4 mg, 32%). 1H NMR (300 MHz, CDCl3) delta 9.09 (s, 1H), 7.40 (s, 1H), 7.38 (d, J=8.99 Hz, 2H), 7.27 (s, 1H), 7.07 (d, J=8.93 Hz, 2H), 6.48 (s, 1H), 6.45 (t, J=74.22 Hz, 1H), 4.28 (m, 2H), 4.08 (s, 3H), 4.07 (s, 3H), 3.62 (m, 1H), 3.20 (td, J=13.02 and 2.64 Hz, 2H), 2.14 (m, 2H), 2.01 (m, 2H). LC-MS (ESI) calcd mass 458.2, found 459.3 (MH+).

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; Baindur, Nand; Gaul, Michael David; Kreutter, Kevin Douglas; Baumann, Christian Andrew; Kim, Alexander J.; Xu, Guozhang; Tuman, Robert W.; Johnson, Dana L.; US2006/281772; (2006); A1;,
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The chemical industry reduces the impact on the environment during synthesis 366-99-4, name is 3-Fluoro-4-methoxyaniline, I believe this compound will play a more active role in future production and life. 366-99-4

Cyanuric chloride (1.84 g, 10 mmol) inCH3CN (20 mL) was cooled toabout-10 C was added3-fluoro-p-anisidine (1. 41 g, 10 mmol) followed by DIEA(1. 8 mL, 10 mmol). The reaction was stirred for about 45 min then at room temperature for about 45 min under an N2 atmosphere. Cycloheptylamine (1.26 mL, 10 mmol) was added followed by DIEA (1.8 mL, 10 mmol) and the reaction was stirred at room temperature overnight.N,N-dimethylethylenediamine (1. 1 mL, 10 mmol) was added followed by DIEA (1.8 mL, 10 mmol) and the mixture was heated at reflux under N2 overnight. The reaction was diluted with ethyl acetate, washed with brine, and dried over anhydrousK2C03. The material (1.178 g) was purified by silica gel column chromatography to afford a solid 150 (1.178 g,28percent), mp73-76 C ; HPLC: Inertsil ODS-3VC18, 40: 30: 30[KH2PO4 (O. 01M, pH 3.2) :CH30H :CH3CN], 264 nm,Rt 10.8 min, 95. 1percent purity ; MS (ESI):iiilz418 (M+H, 100), 373(11. 9), 322 (7.8), 277 (6.8), 162 (3.6).

The chemical industry reduces the impact on the environment during synthesis 366-99-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; REDDY US THERAPEUTICS, INC.; WO2004/26844; (2004); A1;,
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Ether | (C2H5)2O – PubChem

20781-20-8, 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 20781-20-8 as follows.

To a solution of 5-fluoro-2-nitrobenzoic acid (6.6g, 35.66 mmol) in dichloromethane (100 mL) were added DIPEA (9.22 g, 71.3 mmol), HOBt (6.0 g, 39.2 mmol) and EDCI (10.2 g, 53.5 mmol). After about 15 min stirring, to the reaction mixture was added a solution of 2,4-dimethoxybenzyl amine (5.96 g, 35.66 mmol) in dichloromethane (50 mL) dropwise under nitrogen atmosphere. The resulting mixture was stirred under nitrogen atmosphere at room temperature for 16 h. The reaction mixture was washed successively with IN HC1 (100 mL), sat. NaHC03 (100 mL) and brine (100 mL). The organic phase was then dried over MgS04. Filtration and solvent removal in vacuo afforded a yellowish solid, wt: 9.3g (78%). MS: [M+l] = 335.

According to the analysis of related databases, 20781-20-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AGENEBIO, INC.; MEKONNEN, Belew; BUTERA, John, A.; HUANG, Jianxing; WO2015/95783; (2015); A1;,
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1484-26-0, Name is 3-Benzyloxyaniline, 1484-26-0, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

Example 18; Preparation of Intermediate Compound 18C; Step A – Synthesis of Compound 18B; Compound 18A (commercially available) (10.0 g, 50.25 mmol) was dissolved in water at room temperature and to resulting suspension K2CO3 ( 3.8 g, 27.64 mmol) was added. 3- Chloro propionylchloride (7.0 g, 55.28 mmol) was added dropwise for 30 minutes and stirred ffoorr 22 hhoouurrss aatt RRTT.. TThhee pprreecciippiittaattee wwaass f fiilltteerreedd aanndd wwaasshheedc with water, 1 N HCl, dried at 500C under vacuum overnight to give 7.2 g of the product 18B.

Statistics shows that 3-Benzyloxyaniline is playing an increasingly important role. we look forward to future research findings about 1484-26-0.

Reference:
Patent; SCHERING CORPORATION; WO2009/32125; (2009); A1;,
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2752-17-2, Adding a certain compound to certain chemical reactions, such as: 2752-17-2, name is 2,2′-Oxydiethanamine, 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 2752-17-2.

DIPEA (0.144 mL, 0.823 mmol) was added to a mixture of 6 (100.0 mg, 0.165 mmol) and 2,2′-oxydiethanamine (14.6 mg, 0.082 mmol) in DMF (0.82 mL) at rt. The mixture was cooled to 0 C before dropwise addition of T3P (0.145 mL, 50 wt % in EtOAc, 0.247 mmol), then let to gradually warm to rt. At 4 hr, volatiles were evaporated, and the reaction quenched with water and MeOH. The mixture was basified with NH4OH, filtered, and purified by reverse-phase HPLC (25-50% ACN in water, 5 mM NH4OH modifier) to afford 33% yield of white solid.

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′-Oxydiethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ross, Audrey G.; Benton, Bret M.; Chin, Donovan; De Pascale, Gianfranco; Fuller, John; Leeds, Jennifer A.; Reck, Folkert; Richie, Daryl L.; Vo, Jason; LaMarche, Matthew J.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 17; (2015); p. 3468 – 3475;,
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The chemical industry reduces the impact on the environment during synthesis 3401-47-6, name is 1-Bromo-2-methoxynaphthalene, I believe this compound will play a more active role in future production and life. 3401-47-6

General procedure: Preparation of catalyst: 10mL flask was charged with a stirrer, Pd(OAc)2 (0.02mmol, 2mol%), ligand (Sym-Phos, PPh3, PhPCy2, S-Phos) (0.04mmol, 4mol%) and 1mL of THF. The flask was evacuated, backfilled with argon, and the reaction mixture was stirred for 10min at ambient temperature. Such prepared catalyst was used in the coupling reactions. Similarly were prepared catalysts based on PdCl2 complexes. Reaction setup. A round-bottom flask containing magnetic stir bar was charged with 15mL of 0.3% aqueous solution of SDS and base (3mmol). Then aryl halide (1mmol) dissolved in a minimum amount of THF, arylboronic acid or its derivative (1.5mmol) and the pre-catalyst (see above) were added. The flask was placed in to the oil bath (kept at 60C) and reaction mixture was stirred for next 16h. The product was filtered or extracted with methylene chloride or (3¡Á10mL), then combined organic layer was dried over MgSO4, filtered, solvent was evaporated and the product was isolated by column chromatography. Yields: 63-99%.

The chemical industry reduces the impact on the environment during synthesis 3401-47-6. I believe this compound will play a more active role in future production and life.

Reference:
Article; Demchuk, Oleg M.; Kap?on, Katarzyna; Mazur, Liliana; Strzelecka, Dorota; Pietrusiewicz, K. Micha?; Tetrahedron; vol. 72; 42; (2016); p. 6668 – 6677;,
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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. 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride, A new synthetic method of this compound is introduced below., 2062-98-8

To the thus-obtained unpurified Compound A (3.86 g), were added 20 mL of tetrahydrofuran and 4.6 mL (57 mmol) of pyridine. Then, 15.1 g (45.6 mmol) of C3F7OCF(CF3)COF was added, dropwise, while keeping an internal temperature in the range of from 0 C. to 10 C. After completion of the dropwise addition, the internal temperature was elevated to a temperature in the range of from 20 C. to 30 C., and the reaction mixture was stirred for 1 hour. Then, 50 mL of a saturated sodium bicarbonate aqueous solution was added thereto, dropwise, and then 50 mL of ethyl acetate was added, followed by separation. Then, concentration of the resultant mixture was conducted, thereby to obtain 13.6 g (16.9 mmol, 89%) of Exemplified compound (I-6).The below-shown are identification data of the Exemplified compound (I-6).1H NMR (300 MHz, CDCl3): delta 1.18 to 1.31 (m, 9H), 3.90 to 4.09 (m, 2H), 4.14 to 4.49 (m, 4H), 4.78 to 4.90 (m, 1H)19F NMR (282.4 MHz, CDCl3): delta -131.85 (m, 2F), -129.75 (s, 2F), -86.64 (m, 2F), -86.11 (m, 2F), -82.17, -82.09 (s (doublet), 3F), -81.40 (s, 3F), -80.33 (m, 2F), -79.79 (m, 2F)

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; FUJIFILM Corporation; US7501545; (2009); B2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 4179-19-5, name is 3,5-Dimethoxytoluene, This compound has unique chemical properties. The synthetic route is as follows., 4179-19-5

1,3-dimethoxy-5-methylbenzene (30 g, 0.20 mol) and dichloromethane (900 mL) were added to a dry round bottom flask (1 L).To the above solution, a sulfone dichloride (52.5 g, 0.40 mol) was added dropwise under ice-cooling, and the mixture was stirred and stirred at room temperature overnight.After the reaction was completed, NaHCO3 aqueous solution was added dropwise to adjust pH=8, extracted with dichloromethane, washed with dilute hydrochloric acid and distilled water, and dried.Concentration under reduced pressure gave the compound 2,4-dichloro-1,5-dimethoxy-3-methylbenzene (31 g, 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; Rudong Lingda Bio-pharmaceutical Technology Co., Ltd.; Wang Hui; (20 pag.)CN110016026; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem