Month: July 2021

Synthetic Route of 402-52-8, 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. 402-52-8, name is 1-Methoxy-4-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

Example 17 3-14- [3- (2-BENZOYL-4-TRIFLUOROMETHYL-PHENOXY)-BUTOXY]-2-METHYL-PHENYLL-PROPIONIC acid Step A (2-Methoxy-5-trifluoromethyl-phenyl)-phenyl-methanone; A 1.6 M solution of n-BuLi in hexanes (0.51 mL, 0.82 mmol) is added dropwise for about 20 min to N, N, N, N-tetramethylenediamine (0.12 mL, 0. 80 mmol) at -20C UNDER N2 After 20 min, p-trifluoromethylanisole (0.10 g, 0.57 mmol) in THF (0.2 mL) is added dropwise for 15 min at-20 C under N2. After IH, N-methoxy-N-methyl- benzamide (0.12 mL, 0.79 mL) is added dropwise in 10 min AT-20 C UNDERN2. After 2h, a 1 M HCl (0.9 mL) is added. The mixture is extracted with EtOAc, and organic phases are combined and washed with saturated aqueous sodium chloride, and then dried over magnesium sulfate, filtered and concentrated under reduced pressure. Purification by flash chromatography, silica, hexanes: EtOAc (90: 10) provides the title compound (0.09 g, 0.32 mmol, 57%): ES+ (M/E) 281.08 (M+H) + ; RR 0.20 hexanes : EtOAc (90: 10).

The chemical industry reduces the impact on the environment during synthesis 1-Methoxy-4-(trifluoromethyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/19151; (2005); 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 162705-07-9 as follows. HPLC of Formula: C18H21NO4

General procedure: A mixture of the appropriate piperidine (pyrroline) nitroxyl acids (0.5 mmol), compound 3 (0.5 mmol) and DMAP (20 mg) was stirred in anhydrous CH2Cl2 (20 mL) for 5 min at room temperature under nitrogen. DCC (106 mg, 0.5 mmol) was added and the mixture was stirred for 24 h. The reaction mixture was filtered and the filtrate was evaporated. The residue was subjected to column chromatography on silica gel with CH2Cl2-acetone to afford target compounds 14a-d, and their structures were confirmed from mp, IR, ESR and HRMS analyses.

According to the analysis of related databases, 162705-07-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Ying-Qian; Li, Xiao-Jing; Zhao, Chun-Yan; Nan, Xiang; Tian, Jing; Morris-Natschke, Susan L.; Zhang, Zhi-Jun; Yang, Xiao-Ming; Yang, Liu; Li, Lin-Hai; Zhou, Xing-Wen; Lee, Kuo-Hsiung; Bioorganic and Medicinal Chemistry; vol. 21; 5; (2013); p. 1248 – 1256;,
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Related Products of 36449-75-9, These common heterocyclic compound, 36449-75-9, name is 1-(2-Bromoethyl)-2-methoxybenzene, 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 mixture of the benzyl piperidine intermediate 5 (200 mg,0.770 mmol) and potassium carbonate (266 mg, 1.93 mmol) inMeCN (3.0 mL) was added (2-bromoethyl)benzene (137 muL, 1.00 mmol). After reflux for 24 h, EtOAc (9.0 mL) was added to thereaction mixture and the whole was filtered. The filtrate was evaporatedin vacuo and the residue was purified by silica gel chromatographyusing 0-1% MeOH/CHCl3 as eluent to give 228 mg(90%) of the title compound as a pale yellow solid.

The synthetic route of 36449-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yoshinaga, Hidefumi; Masumoto, Shuji; Koyama, Koji; Kinomura, Naoya; Matsumoto, Yuji; Kato, Taro; Baba, Satoko; Matsumoto, Kenji; Horisawa, Tomoko; Oki, Hitomi; Yabuuchi, Kazuki; Kodo, Toru; Bioorganic and Medicinal Chemistry; vol. 25; 1; (2017); p. 293 – 304;,
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Synthetic Route of 31465-36-8, 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. 31465-36-8 name is 4-(4-Methoxyphenoxy)aniline, 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.

General procedure: To a solution of 3-aminobenzensulfoneamide (2.3g, 13.3 mmol) in DMF (12 ml), K2CO3 (3.8 g, 27.0 mmol)and ethylbromoacetate (2.67 g, 16.0 mmol) were added at ambient temperature. The reaction mixture was stirred for 15 hours atroom temperature. The reaction mixture was quenched with sat. NH4Cland extracted with EtOAc. The combined extracts were washed with brine, driedover MgSO4 and evaporated down. Theresidue was purified by silica gel column chromatography to give 2.44 g ofdesired 2h-1 in 71 % yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(4-Methoxyphenoxy)aniline, and friends who are interested can also refer to it.

Reference:
Article; Teno, Naoki; Gohda, Keigo; Wanaka, Keiko; Tsuda, Yuko; Sueda, Takuya; Yamashita, Yukiko; Otsubo, Tadamune; Bioorganic and Medicinal Chemistry; vol. 22; 7; (2014); p. 2339 – 2352;,
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Reference of 366-99-4, These common heterocyclic compound, 366-99-4, name is 3-Fluoro-4-methoxyaniline, 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.

Cyclopentanone (16.8 g, 200 mmol), Acetic acid (1.8 g, 30 mmol), and Sodium triacetoxyborohydride (6.36 g, 30 mmol) were added to a solution of 3-Fluoro-4-methoxyaniline (2.82 g, 20 mmol) in DCM (120 mL) and the mixture was stirred at RT for 12 hr. Water was added to quench the reaction and the mixture was extracted with DCM. The solvent was removed under and the residue was purified by silica gel chromatography to afford N-Cyclopentyl-3-fluoro-4-methoxyaniline (2.0 g, 48percent yield). MS m/z=210 [M+H].

The synthetic route of 366-99-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JIANGSU ASCENTAGE BIOMED DEVELOPMENT INC.; CHEN, Jianyong; ZHOU, Yunlong; WANG, Shaomeng; GUO, Ming; YANG, Dajun; JIAO, Lingling; JING, Yu; QIAN, Xu; LIU, Liu; BAI, Longchuan; YANG, Chao-Yie; MCEACHERN, Donna; WO2015/127629; (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 150-78-7 as follows. Quality Control of 1,4-Dimethoxybenzene

General procedure: To a stirred solution of starting compound (0.5-1.2 mmol) in DMF-H2O (95:5, v/v, 8-12 mL) mixture was added NBS (4.0-4.2 mmol) at room temperature. The contents were stirred at room temperature about 10 min and then heated for appropriate duration mentioned in Table 2. Progress of the reaction in every case was monitored by TLC analysis. After completion of the reaction, the reaction mixture was cooled to room temperature and quenched with aqueous NaHCO3 (20%, 20-30 mL) solution. The insoluble precipitate was isolated by filtration and dried in vacuo. It was further purified by either recrystallization with ethyl acetate/n-hexane mixture or short pad silica gel column chromatography led to pure product.

According to the analysis of related databases, 150-78-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Natarajan, Palani; Vagicherla, Vinuta Devi; Vijayan, Muthana Thevar; Tetrahedron Letters; vol. 55; 24; (2014); p. 3511 – 3515;,
Ether – Wikipedia,
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Some common heterocyclic compound, 103291-07-2, name is 4-Bromo-1-fluoro-2-methoxybenzene, molecular formula is C7H6BrFO, 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. Formula: C7H6BrFO

Refined Mg turnings (593 mg, 24.4 mmol) were suspended in dry THF (10 mE). 5-bromo-2-fluoroanisole (1 g, 4.877 mmol) and 1, 2-dibromoethane (500 mg, 2.66 mmol) were dissolved in dry THF (10 mE). The above solution was added to the Mg suspension at room temperature (25 C.) without cooling. After the addition, the reaction was heated to a slight reflux with a heat gun. The reaction was initiated and maintained at reflux for another 0.5 h. An aliquot was quenched with acetone and TEC (petroleum ether) showed most of the starting material was consumed. The mixture of compound E-2 (.-M.244 M in THF) was used in the next step directly.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 103291-07-2, its application will become more common.

Reference:
Patent; Pfizer Inc.; Tatlock, John Howard; McAlpine, Indrawan James; Tran-Dube, Michelle Bich; Rui, Eugene Yuanjin; Wythes, Martin James; Kumpf, Robert Arnold; McTigue, Michele Ann; (181 pag.)US2016/244475; (2016); 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. 111-95-5, name is Bis(2-methoxyethyl)amine, A new synthetic method of this compound is introduced below., Formula: C6H15NO2

Compound 1-3 (3.5 g, 13.5 mmol) was dissolved in 1,4-dioxane (50 mL), followed by addition of compound 5-1 (1.9 g, 14.2 mmol), and potassium carbonate (3.7 g, 27 mmol) was added under stirring in batches, followed by stirring the reaction overnight at 70 C., TLC monitoring showed that the starting material 1-3 was completely reacted. The solvent was removed under reduced pressure to obtain a concentrated residue. The concentrated residue was dispensed with dichloromethane (20 mL), an appropriate amount of silica gel was added and the sample was stirred, spin-dried under reduced pressure and directly placed on a silica gel column for column chromatographic purification, with an eluent (dichloromethane:methanol=20/1-5/1) to obtain the target product as a pale yellow oil 5-2 (1.2 g, 40%), LC-MS: m/z=222[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; Shenzhen China Resources Gosun Pharmaceutical Co., Ltd.; Jiang, Xiongjie; Huang, Quanhua; Yang, Zhanao; (43 pag.)US2017/2028; (2017); 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. 1836-62-0, name is 2-(2-Methoxyphenoxy)ethylamine, A new synthetic method of this compound is introduced below., Computed Properties of C9H13NO2

General procedure: In a simply obtainable screw cap bottle, a mixture of ethylcyanoacetate6 (1.2 mmol) and the suitable amine (1 mmol) in EtOH (10 mL)was stirred at RT for 4-8 h. After completion as indicated by TLC, thereaction liquid was refrigerated down to 4 C in an ice bath. In severalcases, the precipitation of amide usually took later than some minutesto hours [12]. Filtered off the formed solid, rinsed with ether numeroustimes to obtain pure 7(a-q) in corresponding yield.

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:
Article; Shaik, Jeelan Basha; Yeggoni, Daniel Pushparaju; Kandrakonda, Yelamanda Rao; Penumala, Mohan; Zinka, Raveendra Babu; Kotapati, Kasi Viswanath; Darla, Mark Manidhar; Ampasala, Dinakara Rao; Subramanyam, Rajagopal; Amooru, Damu Gangaiah; Bioorganic Chemistry; vol. 88; (2019);,
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Adding a certain compound to certain chemical reactions, such as: 143-24-8, name is 2,5,8,11,14-Pentaoxapentadecane, 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 143-24-8, Recommanded Product: 143-24-8

(a) 7-Benzyl-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]-azepine hydrochloride 10.9 gm (30 mmols) of 1-benzyl-2,3,6,7-tetrahydro-4,5-bis(trimethylsilyloxy)-azepine were dissolved in a mixture of 20 ml ethylenediamine and 30 ml tetraethyleneglycol dimethyl ether, and air was passed through the solution at 120 C. for eight hours. Thereafter, the reaction mixture was poured into water, and the aqueous composition was extracted with chloroform. The chloroform extract solution was dried and evaporated, and the residue was chromatographically purified on silicagel with methanol as the mobile phase. Subsequently, the hydrochloride was precipitated from ethanol with ethanolic hydrochloric acid. Yield: 2.4 gm (29% of theory) Melting point: 244-247 C. Calculated: C: 65.33%; H: 6.58%; N: 15.24%; Cl: 12.85% Found: C: 65.01%; H: 6.42%; N: 14.89%; Cl: 12.31%.

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, 2,5,8,11,14-Pentaoxapentadecane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dr. Karl Thomae Gesellschaft mit beschrankter Haftung; US4409220; (1983); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem