Author: Jessica.F

Electric Literature of 31576-51-9, 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.

To a solution of 4-mercapto-4-nnethylpentanoic acid (226 pl_, 251 mg, 1 .69 mmol) in CHC were added 2-(2-methoxyethoxy)ethanamine (249 mI_, 242 mg, 2.03 mmol) and N-ethyl-N’-(3- dimethylaminopropyl)carbodiimide hydrochloride (0.35 g, 1 .82 mmol). The mixture was stirred for 1.5h, heated to 60 C for 2h and subsequently stirred at rt for 3d. The reaction mixture was then purified by silica chromatography (50% EtOAc in heptane EtOAc). The desired product was obtained as a colorless oil (0.23 g, 0.29 mmol, 54%). 1 H NMR (400 MHz, CDCI3) d (ppm) 6.20- 6.00 (bs, 1 H), 3.65-3.60 (m, 2H), 3.59-3.53 (m, 4fH), 3.49-3.44 (m, 2H), 3.40 (s, 3H), 2.40-2.33 (m, 2H), 1.96-1.88 (m, 2H), 1.63 (bs, 1 H), 1 .38 (d, J = 0.5 Hz, 6H).

Statistics shows that 2-(2-Methoxyethoxy)ethanamine is playing an increasingly important role. we look forward to future research findings about 31576-51-9.

Reference:
Patent; SYNAFFIX B.V.; VERKADE, Jorge Merijn Mathieu; HOOGENBOOM, Jorin; VAN BERKEL, Maria Antonia; VAN DELFT, Floris Louis; (95 pag.)WO2019/110725; (2019); 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. 2216-69-5, name is 1-Methoxynaphthalene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 2216-69-5

General procedure: 1mL [Bmim]NO3, 0.5 mmol substrate asshown in Scheme S1 and 0.25 mmolBr2 were added to a dried 45 mL tube equipped with a magneticstirring(note: the air in the tube was not removed). Then the reaction tube was sealed to perform the reaction for 24 h at 80 oC. Oncethe reaction time was reached, the mixture was cooled to room temperature and 3mL water was added. Then the desiredproduct was extracted with CH2Cl2 (3 ¡Á 10 mL). GC analysis of the mixture provided the GCyield of the product.

According to the analysis of related databases, 2216-69-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ren, Yun-Lai; Wang, Binyu; Tian, Xin-Zhe; Zhao, Shuang; Wang, Jianji; Tetrahedron Letters; vol. 56; 46; (2015); p. 6452 – 6455;,
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Adding a certain compound to certain chemical reactions, such as: 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, 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 93919-56-3, category: ethers-buliding-blocks

Compound 25 (100 mg, 299.18 umol, 1.0 eq.), HATU (113.76 mg, 299.18 umol, 1.0 eq.) and triethylamine were dissolved in 2 mL of DCM in a 50 mL round-bottom flask. Compound B (114.38 mg, 598.36 umol, 2.0 eq.) was added and the reaction was kept at 25 C for 4 hours. LCMS detection reaction is complete. The organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by HPLC to give compound 8 as a white solid (80 mg, 157.67 umol, yield: 52.70%).

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; Shanghai Yaoming Kant, Immanuel New Drug Development Co., Ltd.; Wu Xiangyang; Wang Fei; Ao Zhiyong; Yang Kanghui; Wan Shuangyi; Wang Lijuan; (30 pag.)CN106478589; (2017); A;,
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Adding a certain compound to certain chemical reactions, such as: 37466-89-0, name is 3-Methoxybenzene-1,2-diamine, 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 37466-89-0, Computed Properties of C7H10N2O

Step 3: 3~but-3-en~l-yl-8-rnethoxyquinoxalin-2-ol; To a solution of 3-methoxybenzene-l ,2-diamine from step 2 (5.6 g, 40.5 mmol) inDCE (250 ml), ethyl 2-oxohex-5-enoate (9.50 g, 60.8 mmol) was added, and the mixture was stirred at 60C for 14 hours. An additional charge of ethyl 2-oxohex-5-enoate (1.45 g, 9.28 mmol) was added, and the mixture was heated for 24 hours. The reaction mixture was concentrated and filtered from CH2CI2 to remove a portion of the undesired regio-isomer as a tan solid. The filtrate was purified by column chromatography on S1O2 (gradient elution, 1-9% acetone/C?Cl2) to give the title compound as a tan solid (6.4 g, 68.6 %) after triturating with 10% Et20/hexane. LCMS (ES+) m/z 231.1 (M+H)+.

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, 3-Methoxybenzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.R.L.; MCCAULEY, John, A.; LIVERTON, Nigel, J.; RUDD, Michael, T.; GILBERT, Kevin, F.; FERRARA, Marco; SUMMA, Vincenzo; CRESCENZI, Benedetta; WO2012/40040; (2012); A1;,
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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. 136468-19-4, name is 5-Methoxy-6-methyl-2,3-dihydro-1H-inden-2-amine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 5-Methoxy-6-methyl-2,3-dihydro-1H-inden-2-amine

102.63 g of intermediate 34 (0.5 mol) and 56.11 g of potassium hydroxide (1 mol) were added to 1100 ml of xylene at room temperature and heated to 120 C under stirring for 0.5 hour. The reaction was monitored by TLC until the reaction solution Drop to room temperature, add water 1100ml, extracted with methylene chloride 500ml * 3 times, combined organic phase, washed 500ml * 3 times, saturated salt water 500ml * 1 times, anhydrous sodium sulfate after drying, the yellow oily liquid 80g; After the addition of 400ml ethyl acetate dissolved, the hydrogen chloride gas to pH = 1 ~ 2, precipitated a large amount of white solid, filter, with a small amount of ethyl acetate leaching filter cake, dried white solid 91.89g (yield 86% ) To give compound 3:

The synthetic route of 136468-19-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Longxining (Shanghai) Pharmaceutical Technology Co., Ltd; ZHU, NING; LI, CHUN CHENG; ZHU, XIAN MING; (13 pag.)CN105884626; (2016); A;,
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Adding a certain compound to certain chemical reactions, such as: 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane, 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 5414-19-7, Recommanded Product: 1-Bromo-2-(2-bromoethoxy)ethane

A solution of ethyl 3-aminothieno[2,3-bjpyridine-2-carboxylate (500 mg, 2.25 mmol), 1-bromo-2-(2-bromoethoxy)ethane (1.38 g, 6 mmol) and Cs2CO3 (1.63 g, 5 mmol) in DMA (30mL) was stirred for 3 hours at 80C. H20 (50 mL) was added and it was extracted withEA(3x). The organic layer was concentrated and purified by reverse phase C18 columnchromatography (MeCN/H20) to give desired compound as light brown oil. (500 mg, 76 %). ESI-MS m/z: 293.2 [M+Hf

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, 1-Bromo-2-(2-bromoethoxy)ethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; SHOOK, Brian, C.; KIM, In, Jong; BLAISDELL, Thomas, P.; YU, Jianming; PANARESE, Joseph; OR, Yat, Sun; (434 pag.)WO2017/15449; (2017); 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. 109-85-3, name is 2-Methoxyethylamine, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 109-85-3

Preparation of 3-Bromo-N-(2-methoxy-ethyl)-benzenesulfonamide. A solution of 3-bromobenzenesulfonyl chloride (1.0 g, 3.72 mmol), 2-methoxyethylamine (0.84 g, 11.15 mmol, 3.0 eq), potassium carbonate (2.57 g, 18.59 mmol, 5.0 eq) in acetone (10.0 mL) was stirred at 40 0C for 4 h. The reaction was diluted with ethyl acetate, washed with water, brine, and dried over magnesium sulfate. The solvent was removed at reduced pressure and purified on the MPLC (Biotage) eluted with 20-25% ethyl acetate – hexane to afford 1.05 g (96 %) of the product. Rf = 0.33 (silica, ethyl acetate:hexanes, 3:7); 1H-NMR (DMSO-d6) 7.94 to 7.76 (m, 4H), 7.54 (t, J = 7.9 Hz, IH), 3.27 (t, J = 5.6 Hz, 2H), 3.13 (s, 3H), 2.93 (q, J = 5.6 Hz, 2H).

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 109-85-3.

Reference:
Patent; BAYER HEALTHCARE AG; WO2008/25509; (2008); A1;,
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Synthetic Route of 592-55-2, A common heterocyclic compound, 592-55-2, name is 1-Bromo-2-ethoxyethane, molecular formula is C4H9BrO, 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.

A suspension of methyl 3-hydroxybenzoate (104 mg, 0.68 mmol), 2-bromoethyl ethyl ether (0.22 mL, 2.0 mmol) and K2CO3 (550 mg, 4.0 mmol) in DMF (13 mL) was stirred for 16 h at 70 C. After addition of a saturated solution of NaHCO3 the mixture was extracted with EtOAc. The organic layer was washed with brine and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by flash chromatography (hexane/EtOAc 5:1) to give 4a in 89% yield (136 mg). EI-MS: m/z 224 (M+); 1H NMR: (CDCl3, 360 MHz) delta (ppm): 1.25 (t, J = 7.0 Hz, 3H), 3.61 (q, J = 7.0 Hz, 2H), 3.78-3.83 (m, 2H), 3.91 (s, 3H), 4.14-4.19 (m, 2H), 7.11-7.15 (m, 1H), 7.33 (t, J = 8.0 Hz, 1H), 7.58-7.60 (m, 1H), 7.61-7.65 (m, 1H); 13C NMR: (CDCl3, 90 MHz) delta (ppm): 15.1, 52.1, 66.9, 67.7, 68.9, 114.8, 120.2, 122.2, 129.4, 131.4, 158.9, 167.0; IR: (NaCl) nu (cm-1): 2872, 1724, 1445, 1289, 1230, 1109, 756.

The synthetic route of 592-55-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Huber, Daniela; Loeber, Stefan; Huebner, Harald; Gmeiner, Peter; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 455 – 466;,
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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. 702-24-9, name is 4-Methoxy-N-methylbenzylamine, A new synthetic method of this compound is introduced below., Safety of 4-Methoxy-N-methylbenzylamine

A mixture of 3-(5-amino-2-chlorophenyl)-7-chloro-1-methyl-1,6-naphthyridin-2(1H)-one (5 g, 15.67 mmol), 4-methoxybenzylmethylamine (3.6 g, 23.5 mmol) and DBU(3.7 g, 23.5 mmol) in NMP (80 mL) was heated at 180¡ãC under N2 for 4 h. The reaction wascooled toRT and poured into water (600 mL). The precipitate was collected by filtration anddried in vacuo to give 7-((4-methoxybenzyl)(methyl)amino)-3-(5-amino-2-chlorophenyl)-1-methyl-1,6-naphthyridin-2(1H)-one (6.5 g, 95percent yield). 1H NMR (400 MHz, DMSO-d6): 88.46 (s, 1 H), 7.68 (s, 1 H), 7.16 (d, J = 8.8 Hz, 2 H), 7.06 (d, J = 8.4 Hz, 1 H), 6.85 (d, J = 8.8Hz, 2 H), 6.54-6.51 (m, 2 H), 6.29 (s, 1 H), 5.23 (s, 2 H), 4.85 (s, 2 H), 3.69 (s, 3 H), 3.51 (s,3 H), 3.07 (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; FLYNN, Daniel L.; KAUFMAN, Michael D.; WO2013/184119; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane, 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 54149-17-6, name: 1-Bromo-2-(2-methoxyethoxy)ethane

A solution of 3-hydroxybenzaldehyde (1.00 g, 8.18 mmol) and K2CO3 (1.13 g, 8.18 mmol) dissolved in anhydrous DMF (25 mL) was heated to 80 & lt; 0 & gt; C for 30 min. After addition of l-bromo-2- (2-methoxyethoxy) ethane (3.31 mL, 24.6 mmol), the reaction mixture was stirred at room temperature for an additional 12 h. The solvent was removed under reduced pressure to give a crude product dissolved in ethyl acetate. The solution was treated with aqueous NH4Cl and extracted with ethyl acetate. The collected organic layer was washed with brine, dried over anhydrous MgSO4 and concentrated in vacuo. The crude residue was purified by flash column chromatography (EA: Hex = 1: 4) using silica gel to obtain the desired compound (1.47 g, 80%)

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, 1-Bromo-2-(2-methoxyethoxy)ethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Seoul National University R&DB Foundation; Kim, Byeong-Moon; Kwon, Tae-Hui; Choi, Bong-Kyu; Ryu, Eun-Ju; Shim, Jae-Hyun; (39 pag.)KR101672829; (2016); B1;,
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