Month: September 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 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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Application of 204452-91-5, 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. 204452-91-5, name is 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, This compound has unique chemical properties. The synthetic route is as follows.

Compound 13c (0.73 g) was dissolved in trifluoroacetic acid (5 mL). The resulting mixture was allowed to stir at room temperature under argon for 1.5 hours. The mixture was concentrated. The residue was dissolved in methylene chloride and washed 2× with saturated sodium bicarbonate solution. The organic layer was dried over magnesium sulfate, filtered, and the filtrate was concentrated to obtain compound 13d.

The chemical industry reduces the impact on the environment during synthesis 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.

Reference:
Patent; Flores, Christopher M.; Wade, Paul R.; US2011/319400; (2011); A1;,
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Related Products 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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Related Products of 452-08-4, 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. 452-08-4, name is 2-Bromo-4-fluoro-1-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 107 9-Fluoro-1,2-dihydro-2,2,4-trimethyl-5-coumarino[3,4-f]quinoline (Compound 207, structure 41 of Scheme XI, where R1 =H, R2 =F) 5-Fluoro-2-methoxyphenylboronic acid (structure 37 of Scheme XI; where R1 =H, R2 =F) In a 200-mL flask, a solution of 2-bromo-4-fluoroanisole (Aldrich: 4.00 mL, 30.8 mmol) in THF (50 mL) was cooled to -78 C. (CO2 /IPA). To this solution n-BuLi (Aldrich: 2.5M in hexanes; 12.4 mL, 31 mmol, 1.0 equivuiv) was added dropwise over a 30 min period. The reaction mixture was stirred at -78 C. for 60 min and treated with trimethylborate (Aldrich: 10.5 mL, 92.4 mmol, 3.0 equivuiv). The reaction mixture was allowed to slowly warm to rt, stirred overnight (12 h), and cooled to 0 C. (ice/H2 O). The solution was treated with 5% HCl until the pH reached 6. The reaction mixture was poured into sat’d NH4 C80 mL) and extracted with CH2 Cl2 (3*100 mL). The extracts were washed with sat’d NH4 Cl (1*80 mL), combined, dried (MgSO4), filtered through a pad of Celite, and concentrated to afford 4.90 g (94%) of a white semi-solid. Data for 5-fluoro-2-methoxyphenylboronic acid: 1 H NMR (400 MHz, acetone-d6): 7.47 (dd, J =8.8, 3.3, 1 H); 7.17 (m, 1 H); 7.05 (dd, J=9.0, 3.9, 1 H); 3.93 (s, 3 H).

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-4-fluoro-1-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5696133; (1997); A;,
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Electric Literature of 578-57-4, The chemical industry reduces the impact on the environment during synthesis 578-57-4, name is 1-Bromo-2-methoxybenzene, I believe this compound will play a more active role in future production and life.

A screw-cap vial equipped with a magnetic stir bar was charged with aryl halide (1 mmol), hexa-n-butylditin (0.5 mmol),palladium acetate (0.01 mmol) and tricyclohexylphosphine (0.02 mmol),followed by anhydrous cesium fluoride (1.5 mmol). The resulting mixture was manually homogenized with a magnet. A vial was transferred to a preheated oil bath (110 C). After 24 h, the mixture was cooled, dissolved in CH2Cl2-H2O mixture (1:1), the organic phase was separated, the solvent was evaporated in vacuo and the product was isolated by flash chromatography on a silica gel by elution with hexane-CH2Cl2 mixture.

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

Reference:
Article; Gribanov, Pavel S.; Golenko, Yulia D.; Topchiy, Maxim A.; Philippova, Anna N.; Kirilenko, Nikita Yu.; Krivoshchapov, Nikolai V.; Sterligov, Grigorii K.; Asachenko, Andrey F.; Bermeshev, Maxim V.; Nechaev, Mikhail S.; Mendeleev Communications; vol. 28; 3; (2018); p. 323 – 325;,
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Application 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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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. 22483-09-6, name is 2,2-Dimethoxyethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 2,2-Dimethoxyethanamine

Benzyl chloroformate (231.3 g, 1.3 mol) was added gradually to a mixture of aminoacetaldehyde dimethyl acetal (152.0 g, 1.3 mol) in toluene (750 mL) and aqueous NaOH (72.8 g, 1.82 mol; in 375 mL of water) at 10-20 C. After the addition was complete, the mixture was stirred at ambient temperature for 4 h. The organic layer was separated, washed with brine (2×100 mL) and concentrated to provide the title compound.

The synthetic route of 22483-09-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schrimpf, Michael R.; Sippy, Kevin B.; Ji, Jianguo; Li, Tao; Pace, Jennifer M.; Briggs, Clark A.; US2005/171079; (2005); A1;,
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Related Products 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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Synthetic Route of 437-83-2, A common heterocyclic compound, 437-83-2, name is 3-Fluoro-2-methoxyaniline, molecular formula is C7H8FNO, 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.

Step 1[00180j To a stirred solution of Intermediate 1(0.33 g, 1.61 mmol) in DMA (3 mL) was added 3-fluoro-2-methoxyaniline (0.27 g, 1.9 mmol) followed by NaHMDS (1M in THF, 4.83mL, 4.83 mmol). The reaction was stirred for 30 minutes and then water (30 mL) was gradually added resulting in the product crashing out as a precipitate. The product was collected by filtration, washed with additional water and then dried undervacuum providing Intermediate 15 (476 mg, 95% yield). LC retention time 3.22 mm [A]. MS(Ej m/z: 310 (MHj.

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; BRISTOL-MYERS SQUIBB COMPANY; MOSLIN, Ryan M.; LIN, Shuqun; WEINSTEIN, David S.; WROBLESKI, Stephen T.; ZHANG, Yanlei; TOKARSKI, John S.; WO2014/74660; (2014); A1;,
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Reference 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;,
Ether – Wikipedia,
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