Category: ethers-buliding-blocks

Related Products of 645-36-3, 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. 645-36-3 name is 2,2-Diethoxyethanamine, 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.

A mixture of 2-bromo-5,6-dihydro-4H-pyrazolo[1,5-d][1,4]diazepine-7(8H)-thione (265.0 mg, 1.07 mmol), 2,2-diethoxyethan-1-amine (1.42 g, 10.7 mmol) and silver carbonate (590 mg, 2.14 mmol) in tetrahydrofuran (10 mL) was stirred at 80 C. for 1 h. The solvent was concentrated under vacuum. The residue was purified by reverse-phase column eluting with water (0.05% TFA)/CH3CN (85/15) to afford 2-bromo-N-(2,2-diethoxyethyl)-5,8-dihydro-4H-pyrazolo[1,5-d][1,4]diazepin-7-amine (295 mg, 80%) as a brown oil. LCMS (ESI) [M+H]+=345.0.

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

Reference:
Patent; Genentech, Inc.; Chan, Bryan; Daniels, Blake; Drobnick, Joy; Gazzard, Lewis; Heffron, Timothy; Huestis, Malcolm; Liang, Jun; Malhotra, Sushant; Mendonca, Rohan; Rajapaksa, Naomi; Siu, Michael; Stivala, Craig; Tellis, John; Wang, Weiru; Wei, BinQing; Zhou, Aihe; Cartwright, Matthew W.; Gancia, Emanuela; Jones, Graham; Lainchbury, Michael; Madin, Andrew; Seward, Eileen; Favor, David; Fong, Kin Chiu; Good, Andrew; Hu, Yonghan; Hu, Baihua; Lu, Aijun; US2018/282328; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 39538-68-6, name is 2-Methoxy-4-methylaniline, 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 39538-68-6, Recommanded Product: 2-Methoxy-4-methylaniline

To a test tube with a magnet stirrer bar was added N-methyl-2-{[2-(1 /-/-1 , 2, 4-triazol-1 – yl)-5- (trifluoromethyl) pyrimidin-4-yl] amino} benzamide (Compound 6, 0.200 g, 0.550 mmol) and 2-methoxy-4-methyl aniline (0.083 g, 0.606 mmol, 1 .1 eq.). To the mixture, trimethylacetic acid (1 .0 g, 9.791 mmol, 17.8 eq.) was added and the resulting suspension was stirred and heated in an oil bath set at 130 C. The progress of the reaction was monitored by HPLC. After 29 h the reaction mixture was cooled to room temperature, quenched with 3 N NaOH (3.9 ml_, 1 1 .75 mmol, 21 eq.) and diluted with toluene. Insoluble solids were filtered off and the layers were separated. The organic phase was washed with water and brine and then concentrated under vacuum. The residue was stirred in a mixture of heptanes and dichloromethane at room temperature and the resultant solids were collected by filtration and rinsed with heptane. The damp solid was dried under high vacuum to give 1 18 mg of the desired product as a pale solid. 1 H NMR {CDCI3}: 5(ppm) 10.75 (br s, 1 H, NH), 8.46 (d, J = 8.0 Hz, 1 H, ArH ), 8.36 (s, 1 H, ArH), 8.14 (d, J = 8.0 Hz, 1 H, ArH), 7.64 (br s, 1 H, NH), 7.45 – 7.49 (m, 2 H, 2X ArH), 7.13 (t, J = 8.0 Hz, 1 H, ArH), 6.72 (s, 1 H, ArH), 6.68 (d, J = 8.0 Hz, 1 H, ArH), 6.18 (br s, 1 H, NH), 3.88 (s, 3 H, OCH3), 3.02 (d, J = 4.0 Hz, 3 H, NCH3), 2.34 (s, 3 H, CH3). 19F NMR {CDC }: 5(ppm) 61 .4. HPLC: 97.2% area, Rt = 7.34 min.

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

Reference:
Patent; OSI PHARMACEUTICALS, LLC; CASTELHANO, Arlindo L.; RECHKA, Josef A.; SENANAYAKE, Chandrawansha; DEVANATHAN, Krishnaswamy; GNANAVELU, Karunanidhi; WO2014/126954; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 767-91-9, name is 2′-Methoxyphenyl acetylene, 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 767-91-9, SDS of cas: 767-91-9

General procedure: A dried Schlenk tube equipped with a magnetic stir bar was charged with the alkyne (1mmol), organic azide (1mmol), and Cu(PPh3)2NO3 (0.005mmol, 3.28mg). The mixture was stirred at rt (rt was ?25C) without exclusion of air under solvent-free conditions. After the reaction was completed, the mixture was diluted with ethyl acetate and filtered. The filtrate was removed under reduced pressure to obtain the crude product that was further purified by silica gel chromatography (petroleum ether/ethyl acetate (20: 1) as eluent) to yield the corresponding deuterated triazoles.

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:
Article; Wang, Dong; Chen, Si; Wang, Jing; Astruc, Didier; Chen, Baohua; Tetrahedron; vol. 72; 41; (2016); p. 6375 – 6379;,
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Some common heterocyclic compound, 592-55-2, name is 1-Bromo-2-ethoxyethane, molecular formula is C4H9BrO, 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. name: 1-Bromo-2-ethoxyethane

General procedure: To a mixture of 1,2,4-triazole 1 (1 mmol), triethylamine (1.1 mmol)and ethanol (20 ml) was added with stirring bromoethanol (2), chloropropanol(3), chloroglycerol (4), 2,3-O-isopropylidene-1-O-(p-tolylsulfonyl)-glycerol (5), bromoethylmethyl ether (6) and/or bromoethylethylether (7) (1.1 mmol). The mixture was stirred at reflux for8 h with 2-4 and for 6 h with 5-7. Ethanol was removed under pressureand the resulting solid was collected and recrystallized from ethanol toafford the targeted S-acyclonucleoside analogues 8-13.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 592-55-2, its application will become more common.

Reference:
Article; Aouad, Mohamed Reda; Al-Mohammadi, Hannan Musallam; Al-blewi, Fawzia Faleh; Ihmaid, Saleh; Elbadawy, Hossein Mostafa; Althagfan, Sultan Saad; Rezki, Nadjet; Bioorganic Chemistry; vol. 94; (2020);,
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588-63-6, name is (3-Bromopropoxy)benzene, 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. Formula: C9H11BrO

The 148mgNa dissolved in 20ml of absolute ethanol until complete dissolution, 6-(3,5-difluoro)benzyl-2-thiouracil 234mg (0.92mmol) and 1- (3-bromo-propoxy) benzene 297mg (1.38mmol) was added thereto, TLC the reaction was complete after stirring overnight at room temperature; column chromatography, P:E = 5:1,2:1,1:1, the final product was 222mg, as a white solid, a yield of 62.14percent

The synthetic route of 588-63-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Peking University; Zhang, Liang; FU, YUHONG; Qin, Hua; Wang, Xiao Wei; Liu, Jun Yi; (30 pag.)CN103864699; (2016); B;,
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Electric Literature of 6346-09-4, A common heterocyclic compound, 6346-09-4, name is 4,4-Diethoxybutan-1-amine, molecular formula is C8H19NO2, 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.

Hexahydroindolizin-7(1H)-one (140): Prepared according to WO0000487A1, U.S. Pat. No. 5,874,427, WO0017198A1.

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; Maddaford, Shawn; Ramnauth, Jailall; Rakhit, Suman; Patman, Joanne; Renton, Paul; Annedi, Subhash C.; US2006/258721; (2006); A1;,
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These common heterocyclic compound, 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane, 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. Application In Synthesis of 1-Bromo-2-(2-bromoethoxy)ethane

A 500 mL round-bottom flask was charged with the product from Part E (29.1 g, 76 mmol), dimethylformamide (125 mL), 18-crown-6 (6 g, 22.8 mmol), potassium carbonate (31.5 g, 228 mmol), and 2-bromoethyl ether (11.7 mL, 83.5 mmol). The resulting mixture was heated to 60 C. with vigorous stirring for 44 hr. After cooling to room temperature, the reaction mixture was poured into 500 mL ice water. The mixture was then extracted with ethyl acetate (300 mL). Afterward, the organic layer was washed with brine (400 ml). The organic layer was then dried over magnesium sulfate, filtered, and concentrated in vacuo to form 40 g of a dark yellow oil. Purification via flash column chromatography on silica gel (3*6 inch column) afforded 30.2 g of a yellow oil product (88% yield). 1H NMR (CDCl3) delta 1.30 (m, 2H), 1.50 (s, 9H), 1.77 (m, 3H), 2.10 (dt, J=4.6, 12.6 Hz,2H), 2.31 (d, J=11.6 Hz, 2H), 2.94 (t, J=12.4 Hz, 2H), 3.25-3.33 (m, 4H), 3.77-3.84 (m, 2H), 3.95 (dd, J=4.2, 11.1, 2H), 4.48 (s, 2H), 7.25-7.35 (m, 5H); Electrospray mass spectrometry showed m/z=454 (M+H).

The synthetic route of 1-Bromo-2-(2-bromoethoxy)ethane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Barta, Thomas E.; Becker, Daniel P.; Bedell, Louis J.; Boehm, Terri L.; Brown, David L.; Carroll, Jeffery N.; Chen, Yiyuan; Fobian, Yvette M.; Freskos, John N.; Gasiecki, Alan F.; Grapperhaus, Margaret L.; Heintz, Robert M.; Hockerman, Susan L.; Kassab, Darren J.; Khanna, Ish K.; Kolodziej, Stephen A.; Massa, Mark A.; McDonald, Joseph J.; Mischke, Brent V.; Mischke, Deborah A.; Mullins, Patrick B.; Nagy, Mark A.; Norton, Monica B.; Rico, Joseph G.; Schmidt, Michelle A.; Stehle, Nathan W.; Talley, John J.; Vernier, William F.; Villamil, Clara I.; Wang, Lijuan J.; Wynn, Thomas A.; US2005/9838; (2005); A1;,
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Application of 74654-07-2, 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. 74654-07-2, name is 2-(2-(2-Methoxyethoxy)ethoxy)ethanamine, This compound has unique chemical properties. The synthetic route is as follows.

Benzhydryl 2-chloroethyl ether (2 mmol) and mPEGn-NH2 (3 mmol) were dissolved in 10 ml of acetonitrile, and then sodium hydroxide (2 mmol) in water (1 mL) was added to the solution. The mixture was stirred at 100 C for 16 hours. Dichloromethane (200 ml) was added to the reaction mixture, and the resulting solution was washed with water (200 mL x 3). The organic phase was dried and solvent was removed under reduced pressure. The crude product was purified by column chromatography (SiO2: DCM/CH3OH, 20:1) or alternatively using flash chromatography on silica gel using CAN/H2O (40M C-18RP column, Biotage, Inc., Charlottesville, VA). The desired product of mPEGn-NH- diphenhydramine obtained in -70% yield and mPEGn-N-(diphenhydramine)2 was also obtained in 15% yield.

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

Reference:
Patent; NEKTAR THERAPEUTICS AL, CORPORATION; WO2008/112257; (2008); 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. 24988-36-1, name is 1,5-Dibromo-2,4-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8Br2O2

Under an argon atmosphere, 5.00 g of Compound A, 1.08 g of bis(4-biphenylyl)amine, 0.10 g of bis(dibenzylideneacetone)palladium(0), 0.14 g of tri-tert-butylphosphine and 0.49 g of sodium tert-butoxide were added to a 300 mL, three-necked flask, followed by heating and refluxing in a toluene solvent for 4 hours. After cooling in air, water was poured in the reaction mixture to separate an organic layer, and solvents were distilled. The crude product thus obtained was separated by silica gel column chromatography (toluene/hexane) to produce 1.38 g of Compound B as a white solid (yield 76%). The molecular weight of Compound B thus obtained was measured by FAB-MS and was 536 (C32H26BrNO2).

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 24988-36-1.

Reference:
Patent; SAMSUNG DISPLAY CO., LTD.; SAKAMOTO, Naoya; (55 pag.)US2015/376114; (2015); A1;,
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Application of 658-89-9, 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. 658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 18 (SV2-Nitro-6-f4-(5-trifluoromethoxy-1H-benzoimida2ol-2-yl)-benzyloxy1 -6.7-dihvdro-5H-imidazor2.1-bin .3l oxazine (23)23In an inert atmosphere, 4-((S)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b)[1 ,3]oxazin-6- yloxymethyl)-benzoic acid (100 mol%) is dissolved in anhydrous CH2CI2 (0.20 M) and added HATU (120 mol%) and DIEA (120 mol%). Reaction is stirred at room temperature for 5 min followed by addition of 1,2-diamino-substituted benzene (120 mol%). Resulting reaction mixture is stirred at room temperature overnight. Reaction is concentrated and dissolved in EtOAc and washed with water three times. Organic layer is dried under anhydrous Na2SO4 and concentrated to yield pale brown solid, which is dissolved in glacial acetic acid (0.36 M). Reaction mixture is heated to 95 ‘C for 30 min. Crude reaction mixture is concentrated and residue obtained is purified by preparative reverse-phase LC to give final compound as fluffy solid. MS: M+ 476.4.1H NMR (CD3OH1 400 MHz): delta 8.05 (d. J = 8.18 Hz, 2H), 7.74 (s, 1 H), 7.62 (d, J = 8.76 Hz, 1H), 7.50 (m, 3H)1 7.18 (dd, J = 8.73, 1.24 Hz, 1H), 4.87 (s, 2H)1 4.73 (m, 2H)1 4.48 (d, J = 12.05 Hz, 1H), 4.30 (m, 2H). Melting Point: 98-99 ‘C. [Q]21D = -37.81 (C= 0.003, MeOH).

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-(Trifluoromethoxy)benzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; US DEPARTMENT OF HEALTH & HUMAN SERVICES; WO2007/75872; (2007); A2;,
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