Ethers-buliding-blocks

Electric Literature of 53087-13-1, The chemical industry reduces the impact on the environment during synthesis 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, I believe this compound will play a more active role in future production and life.

Step 1 : Preparation of tert- utyl 4-(3-Benzyloxyphenyl)-4-hydroxypiperidine-l- carboxylate. A suspension of magnesium metal (0.144g, 6.0 mmol) in THF (10 mL) was rapidly stirred for 30 minutes under nitrogen then a solution of 3-benzyloxybromobenzene (1.58g, 6.00 mmol) in THF (10 mL) added slowly via dropping funnel. Once approximately 1 mL of the bromide solution had been added a crystal of iodine was added to the reaction and the mixture gently heated until Grignard formation began. The remaining bromide solution was then added at a rate to maintain a reaction temperature range of 50-60 C. Once addition was complete the reaction was heated to gentle reflux for 1 hour then cooled in an ice bath. A solution of tert- utyl 4-oxopiperidine-l-carboxylate (l .OOg, 5.02 mmol) in THF (10 mL) was the added to the reaction over a period of 30 minutes then the mixture was allowed to warm to room temperature with stirring over a 2 hour period. After this time the reaction was quenched by the addition of 25% ammonium chloride solution (50 mL) and the layers separated. The aqueous was extracted with ethyl acetate (2 x 10 mL) and the combined organics were washed with water (20 mL) and brine (20 mL) then dried over magnesium sulfate. Subsequent filtration, concentration and purification of the residue by column chromatography (Si02, 0-25% ethyl acetate /heptanes) afforded a 61 % yield of tert- butyl 4-(3-benzyloxyphenyl)-4-hydroxypiperidine-l-carboxylate as a viscous clear oil that became a white solid on standing.1H NMR (CDC13): delta = 7.41-7.33 (m, 5H), 7.29 (d, J = 7.3 Hz, 1H), 7.15 (t, J = 1.9 Hz, 1H), 7.06 (d, J = 7.8 Hz, 1H), 6.91 (dd, J = 8.0, 2.1Hz, 1H), 5.09 (s, 2H), 4.03 (m, 2H), 3.25 (bt, J = 12Hz, 2H), 2.00 (bt, J = 11.1Hz, 2H), 1.73 (bd, J= 12.6Hz, 2H) and 1.50 ppm (s, 9H).

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-(Benzyloxy)-3-bromobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KINENTIA BIOSCIENCES LLC; FAIRFAX, David J.; WO2011/137331; (2011); A2;,
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Synthetic Route of 145903-31-7, 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. 145903-31-7, name is 7-Methoxy-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepine, This compound has unique chemical properties. The synthetic route is as follows.

As Scheme 3 demonstrates, 2-chloroethanesulfonyl chloride (180 mg; 1.1 mM) and Et3N (140 mg; 1.1 mM) were added to 7-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine (1) (194 mg; 1 mM) in CH2Cl2 (20 ml), at 0 C. The mixture was stirred at 0 C. for 2 h, and washed with H2O and saturated NaHCO3 solution. Removal of the solvent gave crude product (Ia), which was purified by chromatography on silica gel (petroleum ether:ethyl acetate=3:1). The yield from this synthesis was 280 mg, or 95%. The structure was confirmed by NMR.

The chemical industry reduces the impact on the environment during synthesis 7-Methoxy-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Marks, Andrew R.; Landry, Donald W.; Deng, Shi Xian; Cheng, Zhen Zhuang; US2005/215540; (2005); 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. 2734-70-5, name is 2,6-Dimethoxyaniline, A new synthetic method of this compound is introduced below., Product Details of 2734-70-5

To a solution of 6-ethoxypicolinic acid (2.2 g, 13.2 mmol, 1 equiv) and 2,6- dimethoxyaniline (2.2 g, 14.5 mmol, 1.2 equiv) in DCM (40 mL) were added DMAP (80 mg, 0.6 mmol, 0.05 equiv) and EDCI (3.0 g, 15.8 mmol, 1.2 equiv) successively at room temperature. The resulting mixture was stirred at room temperature overnight. The reaction was diluted with EtOAc (300 mL) and water (3*100 mL). The organic layers were separated, washed with brine (100 mL), dried over anhydrous Na2S04, and concentrated in vacuo. The residue was purified by flash column chromatography (eluted with PE/ EtOAc = 20/1-1/1) to afford the title compound N-(2,6-dimethoxyphenyl)-6-ethoxypicolinamide as a white solid (2.8 g, 70% yield). NMR (400 MHz, DMSO-de) d 9.35 (s, 1H), 7.89 (t, J = 7.6 Hz, 1H), 7.64 (d, J = 7.2 Hz, 1H), 7.26 (d, J = 8.4 Hz, 1H), 7.03 (d, J = 8.0 Hz, 1H), 6.73 (d, J = 8.4 Hz, 2H), 4.47 (q, J = 7.2 Hz, 2H), 3.75 (s, 6H), 1.35 (t, J = 7.2 Hz, 3H). LC-MS: m/z 303.1 (M+H)+

The synthetic route of 2734-70-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANNAPURNA BIO INC.; TANG, Haifeng; BOYCE, Sarah; HANSON, Michael; NIE, Zhe; (213 pag.)WO2019/169193; (2019); 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. 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: ethers-buliding-blocks

EXAMPLE 144 3-Chloro-4-hydroxybenzoic Acid {4-[2-(4-Trifluoromethoxy)benzylaminoethoxy]-1-naphthylmethylene}hydrazide To a flask containing 4-trifluoromethoxybenzylamine (0.29 g, 1 mmole) in DMF (5 mL) was added 3-chloro-4-hydroxybenzoic acid [4-(2-chloroethoxy)-1-naphthylmethylene]hydrazide (0.403 g, 1 mmole) and triethylamine (0.1 g, 1mmole). The resulting solution was heated at 80 C. for 16 hours. Removal of most of the solvent in vacuo, followed by flash chromatography (10:1 CHCl3/MeOH) on silica gel provided the title compound as a brown solid. 1H NMR (DMSO-d6): delta 11.6 (s, 1H), 9.0 (m 2H), 8.3 (m 1H), 8.0 (m, 1H), 7.8 (s, 2H), 7.7 (m, 1H), 7.6 (m, 1H), 7.5 (m, 3H), 7.3 (m, 2H), 7.1 (m, 2H), 4.3 (t, 2H), 3.9 (s, 2H), 3.0 (t, 2H). MS (CI): 557, 559.

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

Reference:
Patent; Novo Nordisk A/S; US6613942; (2003); B1;,
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Adding a certain compound to certain chemical reactions, such as: 6851-80-5, name is 1-(2-Methoxyphenyl)-N-methylmethanamine, 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 6851-80-5, COA of Formula: C9H13NO

General procedure: To a mixture of the corresponding secondary amines 14A-F (0.6 mmol), anhydrous K2CO3 (89.7 mg, 0.65 mmol) and KI (8.6 mg, 0.052 mmol) in anhydrous CH3CN (12 ml) were added the appropriate intermediates 10-13 (0.5 mmol). The reaction mixture was warmed to 60-65 C and stirred for 6-10 h under an argon atmosphere. After complete reaction, the solvent was evaporated under reduced pressure. The residue was dissolved in water (40 mL) and the mixture was extracted with dichloromethane (25 mL¡Á3). The combined organic phases were washed with saturated aqueous sodium chloride (20 mL), dried over sodium sulfate, and filtered. The solvent was evaporated to dryness under reduced pressure. The residue was purified on a silica gel chromatography using mixtures of CH2Cl2/CH3OH (100:1) as eluent to afford the corresponding scutellarein-O-alkylamine derivatives 15-18.

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:
Article; Sang, Zhipei; Qiang, Xiaoming; Li, Yan; Yuan, Wen; Liu, Qiang; Shi, Yikun; Ang, Wei; Luo, Youfu; Tan, Zhenghuai; Deng, Yong; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 348 – 366;,
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Related Products of 29578-83-4,Some common heterocyclic compound, 29578-83-4, name is 1-Bromo-3-methoxy-5-methylbenzene, molecular formula is C8H9BrO, 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 -78 0C solution of l-bromo-3-methoxy-5-methylbenzene (10 g, 49.8 mmol) in anhydrous THF (200 mL) was added dropwise a n -BuLi solution (37.3 mL, 59.7 mmol, 1.6 M Hexane). After stirring for 30 min at -78 0C, trimethyl borate (13.9 mL, 124.3 mmol) was added. The resulting mixture was stirred at -78 0C for 30 min and then warmed to rt and stirred for an additional 60 min. The reaction mixture was poured into an ice/H2O mixture and acidified with 2N HCl to pH = 3. The aqueous solution was extracted with Et2O. The combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo. The crude residue (13 g) was washed with hexanes. The precipitate was collected and recrystallized from hexanes to give 6.5 g (79%) of 3-methoxy-5-methylphenylboronic acid as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-methoxy-5-methylbenzene, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; VITAE PHARMACEUTICALS, INC.; WO2008/124575; (2008); 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. 588-63-6, name is (3-Bromopropoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of (3-Bromopropoxy)benzene

tert-Butyl 4-(3-phenoxypropyl)piperazine-1-carboxylate (28). To a solution ofn-Boc-piperazine (1.08 g, 5.80 mmol) in dry DMF (10 ml) were added anhydrous potassiumcarbonate (4.01 g, 29.04 mmol) and compound 26 (1.5 g, 6.97 mmol). The reaction mixture was stirred at RT for 8 h. The potassium carbonate was removed by suction filtration and thesolvent was removed under reduced pressure. The residue was dissolved with water andextracted with ethyl acetate. The combined organic layers were dried over anhydrous sodiumsulfate and the solvent was removed by evaporation. The crude product was purified bycolumn chromatography using ethyl acetate:hexane (8:2) to give compound 28 (1.58 g, 85 percent).1H NMR (400 MHz, CDCI3) 8 1.39 (s, 9H), 1.92 (s, 2H), 2.36 (s, 4H), 2.48 (s, 2H), 3.39 (s, 4), 3.95(m, 2), 6.83 (m, 2H), 7.19 (m, 3H).

According to the analysis of related databases, 588-63-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; YOU, Youngjae; BIO, Moses; HOSSION, Abugafar; WO2013/163321; (2013); A1;,
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Electric Literature of 6346-09-4, 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. 6346-09-4, name is 4,4-Diethoxybutan-1-amine, This compound has unique chemical properties. The synthetic route is as follows.

3a. N-(4,4-Diethoxybutyl)acetamide4,4-Diethoxybutylamine (3.0 g, 18.61 mmol) and triethylamine (7.85 ml, 55.83 mmol) were dissolved in 250 ml of ethyl acetate. At 100C, acetic anhydride (1.75 ml, 18.61 mmol) was added, and stirring was continued for 2 h. The cooling bath was removed after 1 h. The reaction mixture was concentrated. Yield: 1.526 g. The product was directly reacted further.

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

Reference:
Patent; SANOFI-AVENTIS; ZOLLER, Gerhard; SCHMOLL, Dieter; MUeLLER, Marco; HASCHKE, Guido; FOCKEN, Ingo; WO2010/3624; (2010); A2;,
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Related Products of 103291-07-2, 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. 103291-07-2, name is 4-Bromo-1-fluoro-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

Anhydrous 1,2-dimethoxyethane (12 mL) was added to 4-bromo-1-fluoro-2-methoxybenzene (1.02 g, 5.0 mmol), tris(dibenzylideneaceton)dipalladium (0) (228 mg, 0.25 mmol), tricyclohexylphosphine (209 mg, 0.75 mmol), potassium acetate (732 mg, 7.5 mmol) and 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-1,3,2-dioxaborolane (1.14 g, 4.5 mmol) and the resulting mixture was irradiated in a microwave at 150 C. for 1 h. When cooled to ambient temperature the mixture was filtered and the solvent was evaporated in vacuo to give the crude product: MS (EI) m/z 252 [M+].

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

Reference:
Patent; AstraZeneca AB; Astex Therapeutics Ltd.; US2007/299087; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 60876-70-2, name is 1-Bromo-4-(tert-butoxy)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 60876-70-2, category: ethers-buliding-blocks

[3-(4-Benzyloxy)phenoxy]benzo[b]thiophene-2-boronic acid was reacted with 4-(-tertbutoxy)bromobenzene according to the conditions described above for [2-iodo-3-(4-benzyloxy) phenoxy]-benzo[b]thiophene and 4-(tertbutoxy)phenyl boronic acid to give [2-(4-tertbutyloxyphenyl)-3-(4-benzyloxy)phenoxy]benzo[b]thiophene in 81% yield.

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; Eli Lilly and Company; US5977093; (1999); A;,
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