Category: 109-85-3

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. 109-85-3, name is 2-Methoxyethylamine, A new synthetic method of this compound is introduced below., SDS of cas: 109-85-3

Step 3: 4-Amino-N’-hydroxy-N-(2-methoxyethyl)-l,2,5-oxadiazole-3-carboximidamide [00186] 4-Amino-N-hydroxy-l ,2,5-oxadiazole-3-carboximidoyl chloride (200.0 g, 1.23 mol) was mixed with ethyl acetate (1.2 L). At 0-5 C 2-methoxyethylamine [Aldrich, product 143693] (119.0 mL, 1.35 mol) was added in one portion while stirring. The reaction temperature rose to 41 C. The reaction was cooled to 0 – 5 C. Triethylamine (258 mL, 1.84 mol) was added. After stirring 5 min, LCMS indicated reaction completion. The reaction solution was washed with water (500 mL) and brine (500 mL), dried over sodium sulfate, and concentrated to give the desired product (294 g, 1 19%) as a crude dark oil. LCMS for C6Hi2 503 (M+H)+: m/z = 202.3. 1H NMR (400 MHz, DMSO- ): delta 10.65 (s, 1 H), 6.27 (s, 2 H), 6.10 (t, J = 6.5 Hz, 1 H), 3.50 (m, 2 H), 3.35 (d, J = 5.8 Hz, 2 H), 3.08 (s, 3 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; THE UNIVERSITY OF CHICAGO; GAJEWSKI, Thomas F.; SPRANGER, Stefani; LEUNG, Michael; WO2014/66834; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 109-85-3, name is 2-Methoxyethylamine, 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 109-85-3, Product Details of 109-85-3

To a colorless solution of methyl 3-fluoro-4-nitrobenzoate (50 g, 250 mmol) in THF (400 mL) was added Et3N (40.7 g, 402 mmol, 55.8 mL) followed by addition of 2-methoxyethylamine (30.2 g, 402 mmol) in THF (100 mL), dropwise, at RT. The resultant yellow solution was stirred at 55 C. for 18 h. The solution was cooled to RT and concentrated under reduced pressure to remove THF. The resultant yellow solid was dissolved in EtOAc (800 mL) and washed with sat. aq. NH4Cl (250 mL). The aq. phase was separated and extracted with EtOAc (200 mL). The combined organic layers were washed with brine (3*250 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to yield methyl 3-((2-methoxyethyl)amino)-4-nitrobenzoate (60.2 g , 94%) as a yellow solid. 1H NMR (CDCl3) 6 8.23 (d, 1H), 8.17 (br s, 1H), 7.58 (d, 1H), 7.25(dd, 1H), 3.95 (s, 3H), 3.69-3.73 (m, 2H), 3.56 (m, 2H), 3.45 (s, 3H); LC-MS(ES+): 255.4 (M+H).

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; Pfizer Inc.; Aspnes, Gary Erik; Bagley, Scott W.; Curto, John M.; Dowling, Matthew S.; Edmonds, David; Flanagan, Mark E.; Futatsugi, Kentaro; Griffith, David A.; Huard, Kim; Ingle, Gajendra; Jiao, Wenhua; Limberakis, Chris; Mathiowetz, Alan M.; Piotrowski, David W.; Ruggeri, Roger B.; (73 pag.)US2018/170908; (2018); 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. 109-85-3, name is 2-Methoxyethylamine, A new synthetic method of this compound is introduced below., Formula: C3H9NO

2-Chloro-5-nitropyridine (4.0 g) was stirred with 2-methoxyethylamine (20 mL) at room temperature for 1 h. The reaction mixture was diluted with water (30 mL) and extracted with ethyl acetate (2 x 50 mL), washed with brine (20 mL), dried over sodium sulphate and evaporated under vacuum. The residue was washed with n-pentane (25 mL) to get N-(2- methoxyethyl)-5-nitropyridin-2-amine (4.8 g, 87 %) as yellow solid.

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; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; WO2013/13815; (2013); 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. 109-85-3, name is 2-Methoxyethylamine, A new synthetic method of this compound is introduced below., name: 2-Methoxyethylamine

The compound 13 4-amino-N-hydroxy-1,2,5-oxadiazole-3-carbimidoyl chloride (4.0 g, 24.7 mmol) was dissolved in 15 ethyl acetate (40 mL). 16 2-methoxyethane-1-amine (2.29 mL, 25.9 mmol) was added under an ice bath, and the mixture was stirred for 5 minutes. Then 17 triethylamine (5.16 mL, 37.05 mmol) was added. The reaction mixture was stirred for 2 hours until the reaction was completed. The mixture was washed with water and saturated brine. The organic phase was dried over anhydrous sodium sulfate and concentrated in vacuo to obtain the 18 compound 4-amino-N?-hydroxy-N-(2-methoxyethyl)-1,2,5-oxadiazole-3-carboximidamide 1d (4.5 g, 92%). (0101) MS m/z (ESI): 202.1. (0102) 1H NMR (400 MHz, DMSO, ppm): delta 10.67 (s, 1H), 6.28 (s, 2H), 6.14 (s, 1H), 3.56 (m, 2H), 3.44 (m, 2H), 3.28 (s, 3H).

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; Jiangsu Hansoh Pharmaceutical Group Co., Ltd.; Shanghai Hansoh Biomedical Co., Ltd.; WU, Shenghua; LI, Kailong; BAO, Rudi; (45 pag.)US2019/40025; (2019); A1;,
Ether – Wikipedia,
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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. 109-85-3, name is 2-Methoxyethylamine, A new synthetic method of this compound is introduced below., HPLC of Formula: C3H9NO

To a suspension of 43 (1.3 g, 3.26 mmol) in dry DCM (50 mL) at RT was added 2- methoxyethanamine (1.226 g, 16.32 mmol), acetic acid (0.98 g, 16.32 mmol) and sodium triacetoxyborohydride (3.46 g, 16.32 mmol), and the reaction mixture was stirred at RT for 24 hours. It was then diluted with additional DCM and washed with saturated NaHCO3 solution, dried OVCr Na2SO4, filtered and concentrated to dryness to afford 44 (1.5 g, 100% yield) as an yellow oil which was used crude in the next step with no additional purification MS (m/z): 458.2 (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; METHYLGENE INC.; WO2009/109035; (2009); A1;,
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Related Products of 109-85-3, These common heterocyclic compound, 109-85-3, name is 2-Methoxyethylamine, 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 solution of nitrogen-containing nucleophile (1 eq.) and cesium carbonate (3.0 eq.) in N,N-dimethylformamide (2 mL/mmol) was added 2-haloheterocycle (1.1 eq.). Thereaction was heated to 100 C. and stirred at this temperature for 2 hours. Thereaction was then cooled to room temperature and acidified to pH=1 with 10%aqueous HCl solution if product contains a carboxylic acid, or diluted withwater if neutral. The solution was extracted with twice with dichloromethane.The organic layers were combined, dried with sodium sulfate and concentratedunder vacuum. The crude material was either used directly in subsequentreactions or purified by flash chromatography.

The synthetic route of 109-85-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Genentech, Inc.; Blaquiere, Nicole; Castanedo, Georgette; Feng, Jianwen A.; Hu, Baihua; Staben, Steven; Yuen, Po-wai; Wu, Guosheng; Lin, Xingyu; Burch, Jason; US2015/57260; (2015); 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 109-85-3 as follows. SDS of cas: 109-85-3

A) Chloro(N-(2-methoxyethyl))acetamide, (1) In a three-necked 2L round bottom flask fitted with two 500mL addition funnels, containing 56.4g (39.8mL, 0.50mole) chloroacetyl chloride in 400mL dichloromethane and 20g (0.50mole) sodium hydroxide in 400mL water, respectively, and a water-cooled condenser, was placed 35.7g (41.3mL, 0.48mole) 2-methoxyethylamine, 100mL water, 100mL dichloro-methane. The reaction vessel was cooled to 0 C. by a salt-ice bath. The organic and aqueous solutions were allowed to add slowly, -0.25mL per minute, to the reaction mixture. During the addition the pH of the water phase of the reaction was monitored and the rate of addition of the alkali solution adjusted so as to maintain pH=12. When the addition was complete, the mixture was allowed to warm to room temperature and stir overnight. The organic layer was removed by siphon and dried with magnesium sulfate for four hours. The mixture was filtered through #4 filter paper on a large Buchner funnel and the sulfate washed with 2*100mL fresh dichloromethane. The combined filtrates were then placed in 2L round bottomed flask and the mixture distilled at torr. Fractions collected from 55 C. to 60 C. were combined and analyzed by NMR. Yield 31.lg (43% based on starting 2-methoxyethylamine). TLC (silica on glass, 2% methanol in dichloromethane) R67 =0.40. 1 H(delta, CDCl3) 3.28(s,3H), 3.40{m,4H}, 3.97{s,2H}, 6.92{br, IH}. 13 C{1 H}{delta, CDCl2 }39.27, 42.32, 58.60, 70.54, 166.22.

According to the analysis of related databases, 109-85-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mallinckrodt Medical, Inc.; US5138040; (1992); A;,
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Reference of 109-85-3, The chemical industry reduces the impact on the environment during synthesis 109-85-3, name is 2-Methoxyethylamine, I believe this compound will play a more active role in future production and life.

Intermediate 13:-[(5-bromo-3-pyridinyl)methyl]-2-(methyloxy)ethanamineA mixture of 3-bromo-5-(chloromethyl)pyridine hydrochloride (500mg, 2.06mmol), 2- (methyloxy)ethanamine (464mg, 6.17mmol), potassium carbonate (284mg, 2.06mmol) in acetonitrile (10ml_) was heated at 80C for 4 hours. Water (10ml_) was added to the cooled reaction mixture and the mixture was extracted with ethyl acetate (2x20ml_). The combined ethyl acetate extracts were evaporated to dryness. The product was purified by ion exchange chromatography using an SCX (sulfonic acid) solid-phase extraction cartridge and eluting with methanol and then with ammonia in methanol (2M) to afford the title compound (452mg, 1.84mmol, 90% yield). LCMS (Method B): Rt 1 .80 minutes; m/z 245,247 (MH+).

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

Reference:
Patent; GLAXO GROUP LIMITED; ALDER, Catherine Mary; BALDWIN, Ian Robert; BARTON, Nicholas Paul; CAMPBELL, Amanda Jennifer; CHAMPIGNY, Aurelie Cecile; HARLING, John David; MAXWELL, Aoife Caitriona; SIMPSON, Juliet Kay; SMITH, Ian Edward David; TAME, Christopher John; WILSON, Caroline; WOOLVEN, James Michael; WO2011/110575; (2011); A1;,
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Synthetic Route of 109-85-3, The chemical industry reduces the impact on the environment during synthesis 109-85-3, name is 2-Methoxyethylamine, I believe this compound will play a more active role in future production and life.

To a solution of 2,7-dichlorothiazolo[4,5-d]pyrimidin-5-amine 10 (0.10 g, 0.45 mmol) and triethylamine (69 mul, 0.50 mmol) in dioxane (3 ml) was added 2-methoxyethylamine (39 mul, 0.45 mmol). The reaction mixture was heated at 70 C for 2 h. After cooling, the volatiles were removed under reduced pressure. The crude residue was purified by chromatography on silica gel (CH2Cl2/MeOH 40:1) affording the title compound as a white solid (0.11 g, 94%). Mp 236-237 C. 1H NMR (300 MHz, DMSO, 25 C): delta = 9.09 (s, 1H, NH), 6.71 (s, 2H, NH2), 3.52 (br s, 4H, CH2), 3.29 (s, 3H, CH3) ppm. 13C NMR (75 MHz, DMSO, 25 C): delta =171.8, 170.8, 162.3, 149.4, 107.6, 69.8, 57.9, 43.8 ppm. HRMS: calcd for C8H9ClN4O2S [M+H]+ 260.01347, found 260.03656.

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

Reference:
Article; Jang, Mi-Yeon; Jonghe, Steven De; Segers, Kenneth; Anne, Jozef; Herdewijn, Piet; Bioorganic and Medicinal Chemistry; vol. 19; 1; (2011); p. 702 – 714;,
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Related Products of 109-85-3, 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. 109-85-3, name is 2-Methoxyethylamine, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 6-amino-4-fluoronicotinonitrile 7 (4.11 g, 30 mmol), 2-methoxyethanamine (4.5 g, 60 mmol), and DIPEA (1.16 g, 90 mmol) in DMF (120 mL) was stirred at 60C until the reaction was completed by TLC. After quenched with water, the reaction solution was extracted with CH2Cl2 (3 ×100 mL), washed with sequentially with satd NaHCO3 (aq) and brine and then dried over anhydrous Na2SO4. Filtration, evaporation, and chromatography on silica gel afforded the product 8 (3.84 g, 67%). MS m/z (ESI): 193.1 [M+H]+.

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

Reference:
Article; Sun, Chang’an; Fang, Lei; Zhang, Xiaobing; Gao, Peng; Gou, Shaohua; Bioorganic and Medicinal Chemistry; vol. 27; 10; (2019); p. 1932 – 1941;,
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