Month: June 2021

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 588-96-5 as follows. Safety of p-Bromophenetole

General procedure: In air, aryl halide (0.2 mmol), arylboronic acid (0.22 mmol),K2CO3 (0.3 mmol), 5 ml of distilled water, and 2 mg of catalystwere combined in a 10 ml round bottom flask. The reactionmixture was magnetically stirred and the temperature wasmaintained at 75 C in an oil bath. Reaction progress was monitoredby TLC. After reaction was completed, the reaction mixturewas cooled to room temperature and filtrated. The filtratedsolid was washed with water (35 ml) and dissolved withethyl acetate. The catalyst was separated by filtration, washedwith water, and dried in vacuum. The combined organic phasewas dried with anhydrous MgSO4, and the solvent was removedunder reduced pressure to give the product.

According to the analysis of related databases, 588-96-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ma, Hengchang; Bao, Zhikang; Han, Guobin; Yang, Ningning; Xu, Yufei; Yang, Zengming; Cao, Wei; Ma, Yuan; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 34; 3; (2013); p. 578 – 584;,
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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. 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, A new synthetic method of this compound is introduced below., Application In Synthesis of (4-(Trifluoromethoxy)phenyl)methanamine

Step 2 Nitro-4-(4-trifluoromethoxy-benzylamino)-benzoic acid allyl ester; 5.0 g of 4-fluoro-3-nitro-benzoic acid allyl ester (22 mmol) were dissolved in 100 ml ethanol. 4.25 g of 4-(trifluoromethoxy)-benzylamine (22 mmol) were added and stirred at room temperature for 1 h. The product was extracted from methylenchloride/water and dried over sodium sulfate. The crude product was crystallized from isopropyl ether to result in yellow crystals (7.5 g). MS(ISP): 397.2 (M+H)+.

The synthetic route of 93919-56-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bleicher, Konrad; Heinrich Nettekoven, Matthias; Pflieger, Philippe; Roever, Stephan; US2006/89367; (2006); A1;,
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Reference of 592-55-2, 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. 592-55-2 name is 1-Bromo-2-ethoxyethane, 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.

To a solution of 1,3-dithiane (1.02 g, 8.51 mmol) in THF (20 mL) under nitrogen at -3O0C was added n- BuLi in hexanes (4.90 mL, 1.6 M, 7.84 mmol) dropwise. The reaction was left for 2 hours at this temperature then was cooled to -780C when a solution of 2-bromoethyl ethyl ether (0.80 mL, 7.09 mmol) in THF (5 mL) was added dropwise. The reaction was then left to warm to room temperature and stir for 18 hours. The reaction was quenched with 10% citric acid (12 mL) and diluted with ethyl acetate (70 mL) . The aqueous phase was extracted with ethyl acetate (2 x 10 mL) . The combined organic phase was dried, filtered and the solvent removed in vacuo. This material (1.43 g) was dried onto silica gel then purified by flash chromatography, eluting with petroleum spirit/ethyl acetate (9:1) to afford, as a yellow oil, 2- (2-ethoxy-ethyl) – [1,3] dithiane (0.49 g, 36%). 1H NMR (CDCl3, 400 MHz) delta= 1.20 (t, J = 7.0 Hz, 3H), 1.80- 1.94 (m, IH), 2.02 (q, J= 6.4 Hz, 2H), 2.08-2.18 (m, IH), EPO 2.77-2.92 (m, 4H) , 3.49 (q, J = 7.2 Hz, 2H) , 3.58 (t, J” = 6.4 Hz, 2H) , 4.21 (t, J = 7.2 Hz, IH) .

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2-ethoxyethane, and friends who are interested can also refer to it.

Reference:
Patent; ZINGOTX PTY LTD; WO2006/125276; (2006); A1;,
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Synthetic Route of 1535-73-5, The chemical industry reduces the impact on the environment during synthesis 1535-73-5, name is 3-Trifluoromethoxyaniline, I believe this compound will play a more active role in future production and life.

To a 100 mL one-necked flask was added compound Q6 (100 mg, 0.29 mmol), EDCI (113.1 mg, 0.59 mmol), HOBt (79.7 mg, 0.59 mmol), DMAP (144.2 mg, 1.18 mmol) and m-trifluoromethoxyaniline (10 mL) was added, and the mixture was stirred at room temperature for 12 h. The reaction was complete with TLC, and 20 mL of water was added. The aqueous phase was extracted with DCM (20 mL x 3) and the organic phases were combined. , Saturated NaCl solution (30 mL), dried over anhydrous NaSO4 and concentrated under reduced pressure and subjected to silica gel column chromatography (PE: EA = 2: 1) to give compound Q20 (120 mg white solid, 82percent).

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

Reference:
Patent; East China Normal University; Qiu Wenwei; Yi Zhengfang; Yang Lianfang; Xing Yajing; Liu Mingyao; Xie Jia; (25 pag.)CN106928095; (2017); A;,
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Adding a certain compound to certain chemical reactions, such as: 707-07-3, name is (Trimethoxymethyl)benzene, 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 707-07-3, COA of Formula: C10H14O3

General procedure: To a stirred solution of the respective N-carbamate-protected aminovicinal diol 4 (0.50 mmol, 1 equiv) in CH2Cl2 (10 mL, 0.05 M) were added BF3·OEt2 (50 muL, 0.050 mmol, 0.1 equiv, 1.0 M solution in CH2Cl2) and trimethyl orthobenzoate (0.13 mL, 0.75 mmol, 1.5 equiv) at r.t. The resulting mixture was refluxed or stirred at r.t. under N2 until TLC showed complete conversion of the substrate. The reaction was quenched with sat. aq NaHCO3 and extracted with EtOAc (2 ×). The combined organic layers were washed with brine, dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (hexane/EtOAc) to give the desired product 5.

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, (Trimethoxymethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Park, Heemin; Kwon, Yongseok; Shin, Jae Eui; Kim, Woo-Jung; Hwang, Soonho; Lee, Seokwoo; Kim, Sanghee; Synthesis; vol. 49; 12; (2017); p. 2761 – 2767;,
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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. 22094-18-4, name is 1,3-Dibromo-2,2-dimethoxypropane, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C5H10Br2O2

A suspension of sodium hydride (2 g, 50.0 mmol) in DMF (20 ml) was cooled to 0 degree before 2-(4-bromophenyl)acetonithle (4 g, 20.40 mmol) was added slowly. The suspension was stirred at 0 degree for another 10min before 1,3-dibromo-2,2- dimethoxypropane (2.62 g, 10.00 mmol) was added. The reaction mixture was stirred at60 C for 20h before cooled to room temperature, poured into water (75ml) and extracted with ethyl acetate (2X50ml). The combined organic phase was washed with water (75ml), brine (50ml) and concentrated. The crude product was purified by column (100g, biotage) eluted with ethyl acetate/cyclohexane (0-10%) to afford product 1.7g (59% yield). NMR (500 MHz, DMSO-d6): 7.46 (d, 2H), 7.29 (d, 2H), 3.21 (s, 3H), 3.11 (s, 3H), 3.03 (d, 2H), 2.62 (d, 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 22094-18-4.

Reference:
Patent; ALMAC DISCOVERY LIMITED; ZHANG, Lixin; TREVITT, Graham, Peter; MIEL, Hughes; BURKAMP, Frank; HARRISON, Timothy; WILKINSON, Andrew, John; FABRITIUS, Charles-Henry; WO2011/77098; (2011); A1;,
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Reference of 2674-34-2, These common heterocyclic compound, 2674-34-2, name is 1,4-Dibromo-2,5-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.

Boronate ester 10 (1.00g, 3.15mmol), dibromoarene 11 (310mg, 1.05mmol), and K2CO3 (1.88g, 13.6mmol) in toluene (40mL), EtOH (10mL), and H2O (5mL) was sparged with Ar for 1h. Pd(PPh3)4 (120mg, 0.10mmol) was added, the mixture was sparged for an addition 15min with Ar, and then refluxed for 16h. The reaction mixture was allowed to cool to rt and 30mL of H2O was added to the reaction. The reaction mixture was extracted with Et2O (3×30mL). The combined organics were dried with Na2SO4 and the solvent removed under vacuum. The product was isolated with column chromatography to afford a white/light yellow solid (506mg, 93%), mp 151-154C. 1H NMR (CDCl3): delta 7.83 (d, J=8.5Hz, 2H), 7.45-7.44 (m, 4H), 6.84 (s, 2H), 3.71 (s, 12H), 1.38 (s, 18H). 13C NMR (CDCl3): delta 168.7, 154.9, 150.3, 138.2, 130.6, 129.3, 128.9, 128.4, 124.3, 113.0, 56.0, 51.6, 35.0, 31.18. FTIR (cm-1): 1725.25. UV-vis (CH2Cl2) lowest E abs lambdamax [nm] ( [M-1cm-1]): 326 (10,609). Em. (CH2Cl2) lambdamax [nm]: 409. Anal. Calcd for C32H38O6: C, 74.11; H, 7.39. Found: C, 73.98; H, 7.38.

Statistics shows that 1,4-Dibromo-2,5-dimethoxybenzene is playing an increasingly important role. we look forward to future research findings about 2674-34-2.

Reference:
Article; Dressler, Justin J.; Miller, Sarah A.; Meeuwsen, Brian T.; Riel, Asia Marie S.; Dahl, Bart J.; Tetrahedron; vol. 71; 2; (2015); p. 283 – 292;,
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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 111-95-5 as follows. category: ethers-buliding-blocks

1-fluoro-4-nitrobenzene (133 mg, 0.94 mmol), bis(2-methoxyethyl)amine (125 mg, 0.94 mmol) and potassium carbonate (143 mg, 1.04 mmol) were stirred in DMSO (2 mL) at 70 C. for 24 hours. The reaction mixture was poured into water, and the aqueous phase was extracted with ethyl acetate (2×25 mL). The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered and concentrated to provide the title compound. MS (ESI+) m/e 255.1 (M+H)+.

According to the analysis of related databases, 111-95-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT LABORATORIES; US2012/220572; (2012); A1;,
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Ether | (C2H5)2O – PubChem

Electric Literature of 204452-91-5, The chemical industry reduces the impact on the environment during synthesis 204452-91-5, name is 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, I believe this compound will play a more active role in future production and life.

A solution of 7-(dimethoxymethyl)-1 ,2,3,4-tetrahydro-1 ,8-naphthyridine (intermediate 4, 2 g, 9.60mmol) and diphenylcarbonate (4.11 g, 19.21 mmol) in THF (40 ml) at -15 C was treated withLHMDS (IM in THF, 13.3 ml, 13.3 mmol) over 0.5 h. The reaction mixture was quenched with sat.aq. NH4CI, extracted with EtOAc (2x). The combined organic layers were washed with brine, driedover Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by normal phase chromatography (80 g silica gel cartridge, heptanes/EtOAc 100:0 to 25:75) to give the title compound as a pale yellow solid. 1H-NMR (400 MHz, DMSO-d6) 5 7.65 (d, I H), 7.46 – 7.38 (m, 2 H), 7.27 – 7.18 (m, 4H), 5.17 (s, I H), 3.87 – 3.80 (m, 2 H), 3.26 (s, 6 H), 2.83 (t, 2 H), 2.00-1.92(m,2H).

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, 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; BUSCHMANN, Nicole; FAIRHURST, Robin Alec; FURET, Pascal; KNOePFEL, Thomas; LEBLANC, Catherine; MAH, Robert; NIMSGERN, Pierre; RIPOCHE, Sebastien; LIAO, Lv; XIONG, Jing; ZHAO, Xianglin; HAN, Bo; WANG, Can; WO2015/59668; (2015); A1;,
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Related Products of 7025-06-1,Some common heterocyclic compound, 7025-06-1, name is 1-Bromo-2-phenoxybenzene, molecular formula is C12H9BrO, 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 mixture of l-(3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)phenoxy)propan-2-ol (200 mg, 0.489 mmol), l-bromo-2-phenoxybenzene (120 mg, 0.489 mmol), Pd(dppf)Cl2 (36 mg, 0.049 mmol), K2C03 (202 mg, 1.47 mmol) in H20-dioxane (1 mL/ 3 mL) was stirred at 100°C under microwave heating for 15 min. The solvent was removed and the crude product purified by prep-HPLC to afford the title compound as the formate salt (33 mg, 15percent). 1H NMR (400 MHz, MeOD): delta 8.46 (s, 1H), 7.49 -7.22 (m, 9H), 7.17-7.11 (m, 3H), 7.04 – 6.98 (m, 2H), 6.92 – 6.90 (m, 1H), 6.87- 6.84 (m, 1H), 4.43- 4.37 (m, 1H), 4.28 (s, 2H), 3.98 (d, J = 5.2 Hz, 2H), 3.41 (t, J = 6.4 Hz, 2H), 3.25-3.13 (m, 4H)ppm; ESI-MS (m/z): 452.3 [M+l] +.

The synthetic route of 7025-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; JIN, Lei; WO2014/100695; (2014); A1;,
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