Month: March 2021

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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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., name: 4-(Difluoromethoxy)aniline

Preparation 110; 2, 6-dichloro-4- (difluoromethoxy) phenylamine; To a solution of 4-[(difluoromethoxy) methyl] aniline (15.0 g, 94.3 mmol) in acetonitrile (150 ml) was added N-chlorosuccinimide (25.2 g, 18.9 mmol) and the reaction mixture was stirred under nitrogen for 2 h. The reaction mixture was concentrated in vacuo and the residue was partitioned between diethyl ether (500 ml) and water (125 ml). The organic layer was separated, washed with aqueous sodium thiosulphate solution, water and brine, dried (MgS04) and treated with charcoal. The solution was then filtered and concentrated in vacuo. The residue was extracted with hexane (2 x 300 mi) and the combined extracts were concentrated in vacuo to give the titled compound (13.8 g). Experimental MH+ 228. 0; expected 228.0

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 22236-10-8.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/90313; (2005); A1;,
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Related Products of 13321-74-9,Some common heterocyclic compound, 13321-74-9, name is 4-Bromo-2,5-dimethoxytoluene, molecular formula is C9H11BrO2, 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.

2-Bromo-5-methylcyclohexa-2,5-diene-1,4-dione (23). To a solution of toluquinol (1) (2.5 g, 20.14mmol,1.0 equiv.) in acetone (15 mL) was added K2CO3 (14 g, 100.70 mmol, 5.0 equiv.) and Me2SO4 (5.7 mL,60.41 mmol, 3.0 equiv.) and the reaction mixture was stirred for 3 h. After this time, the reactionmixture was diluted with water and the aqueous phase was extracted with Et2O. The organic phasewas washed with brine, dried over MgSO4, filtered, and the solvent removed under reduced pressureto obtain the corresponding dimethoxy derivative (~20 mmol), which was used in the next stepswithout purification. To a solution of the dimethoxy derivative obtained above (~20 mmol) and NaOAc(3.3 g, 40.28 mmol, 2.0 equiv.) in AcOH (20 mL) was added bromine (1.2 mL, 2.15 mmol, 1.1 equiv.)over 25 min and, after the addition, the reaction mixture was stirred for 1 h. Then, the reaction mixturewas quenched by a slow addition of a saturated aqueous NaHCO3 solution at 0 C. The aqueousphase was then extracted with EtOAc and the organic phase washed with brine, dried over MgSO4,ltered, and the solvent removed under reduced pressure to obtain the corresponding bromo derivative(~20 mmol), which was used in the next step without purication. The bromo derivative obtainedabove (~20 mmol) was dissolved in CH3CN (35 mL). Then, CAN (28 g, 50.34mmol, 2.5 equiv.) and H2O(20 mL) were added and the reaction mixture was stirred for 1 h at 25 C. After this time, the reactionmixture was diluted with water and the aqueous phase was extracted with Et2O twice. The combinedorganic phases were washed with brine, dried over MgSO4, filtered, and the solvent removed underreduced pressure. The residue was purified by flash column chromatography (silica gel, 1% EtOAc inhexanes) to obtain compound 23 (1.5 g, 37% over 3 steps) as an orange solid [13]: Rf = 0.45 (silica gel,20% EtOAc in hexanes); 1H NMR (400 MHz, CDCl3) delta 7.29 (s, 1 H), 7.26 (s, 2 H), 2.08 (d, J = 1.6 Hz,3 H); 13C NMR (100 MHz, CDCl3) delta 185.1, 179.5, 146.5, 138.1, 137.5, 132.6, 15.7.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2,5-dimethoxytoluene, its application will become more common.

Reference:
Article; Cheng-Sanchez, Ivan; Torres-Vargas, Jose A.; Martinez-Poveda, Beatriz; Guerrero-Vasquez, Guillermo A.; Medina, Miguel Angel; Sarabia, Francisco; Quesada, Ana R.; Marine Drugs; vol. 17; 9; (2019);,
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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 19500-02-8 as follows. COA of Formula: C8H11NO

Example 10: Preparation of 17-[2-(3-isopropylpyrazol-l-yl)-7-methoxy-8- methylquinolin-4-yloxy] – 13 -methyl-2, 14-dioxo-3 , 13 -diazatricyclo[ 13.3.0.04’6]octadec- 7-ene-4-carboxylic acid (65).Step 1: Synthesis of ethyl 4-hydroxy-7-methoxy-8-methylquinoline-3-carboxylate (58).; Diethyl ethoxymethylenemalonate (17.2 g, 79.6 mmol) was added to 2-methyl-roe- anisidine (8.4 g, 61.2 mmol) (exothermic reaction). Then, diethylether (100 mL) was added and the mixture was stirred overnight at room temperature. The solvent was evaporated and the residue re-dissolved in ether (50 mL), filtered, washed with heptane and dried to give 12 g of an intermediate. This intermediate was added portion wise to diphenyl ether (50 mL) pre-heated at 230 0C. The reaction mixture was successively EPO heated to 250 0C for 1.5 h, cooled at room temperature, and diluted with heptane (200 mL). The precipitate was filtered off, and successively washed with heptane and ether to give 9.2 g (57.5 percent) of the target product 58 as a yellow powder: m/z = 262 (M + H)+.

According to the analysis of related databases, 19500-02-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; MEDIVIR AB; WO2007/14926; (2007); A1;,
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These common heterocyclic compound, 20469-65-2, name is 1-Bromo-3,5-dimethoxybenzene, 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. COA of Formula: C8H9BrO2

The reaction mixture was prepared by adding 3,5dimethoxybromobenzene(1.74 g, 8.0 mmol, 1.0 eq) and catalyst PdCl2(PPh3) 2 (281 mg, 0.4 mmol, 0.05 eq) in a 100 mLSchlenk reaction flask, (20 ml), triethylamine (7 ml, 40 mmol, 5.0 eq) andcotaxyl borane (HBpin) were added to the reaction flask by means of a syringe, (3.5ml, 24.0mmol, 3.0eq), the reaction systemwas heated to 90 C and refluxed for 4 h. The reaction was cooled to room temperature and the reaction solution was pouredinto 20 ml of water to terminate the reaction. The aqueous phase was extracted with ethyl acetate several times. The organicphases were combined and washed once with saturated brine and water, dried over anhydrous magnesium sulfate, And theresulting product was recrystallized from nhexane/ ethyl acetate to give 1.8 g of a white solid in 85% yield. (S, 2H, benzene),6.90 (s, 1H, benzene), 3.84 (s, 6H, OCH3),1.33 (s, 12H, CH3).

The synthetic route of 1-Bromo-3,5-dimethoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TECHNICAL INSTITUTE OF PHYSICS AND CHEMISTRY, CHINESE ACADEMY OF SCIENCES; LI YI, LI YI; HAO, QINGSHAN; CHEN, JINPING; ZENG, YI; YU, TIANJUN; (14 pag.)CN104557552; (2016); B;,
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