Ethers-buliding-blocks

2216-69-5, 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. 2216-69-5, name is 1-Methoxynaphthalene, This compound has unique chemical properties. The synthetic route is as follows.

Bromination using NBS has been found to be applicable for use with a wide range of aromatic starting materials or substrates, as is EPO summarized in Table 1 . For example, anisole can be brominated by use of 1 equivalent of NBS in the presence of 5 mol % of ZrCI4 at -78 0C to afford p- bromoanisole in 98% yield as sole product (Table 1 , Entry 1 ). However, in the absence of ZrCI4 the halogenation does not proceed, even at room temperature (Table 1 , Entry 1 ).[00111] All of the substrates shown in Table 1 were brominated to give the corresponding monobromo products in excellent yield and regioselectivity. In most cases, the reaction can proceed at very low temperature and no further purification is necessary. In addition. Table 1 reveals that the halogenation of the present invention is compatible with a variety of substituents.Table 1 ZrCI4 Catalyzed Bromination of Aromatic Compounds EPO (5 mol %), CH2CI2 (4d See spectroscopic data for characterization.

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; UNIVERSITY OF CHICAGO; JAPAN SCIENCE AND TECHNOLOGY AGENCY; WO2007/27917; (2007); A2;,
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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. 2734-70-5, name is 2,6-Dimethoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., 2734-70-5

To a solution of 2,6-dimethoxyaniline (0,5 g, 3 rnrnol) and 4-fluorobenzonitrile (0.5 g, 4 mmol) in toluene (10 ml) at 0 ¡ãC was added dropwise TMS-OTf (0.65 ml, 3.6 rnmol). The resulting mixture was stirred at 0 ¡ãC for 10 mm and heated to 110¡ãC for 15 hrs. Thereaction mixture was cooled to 0 ¡ãC, quenched with 1.5 M Na2T-fPO4 (10 mL) solution anddiluted with EtOAc. The organic layer was washed with 1.5 M Na2HPO4 solution and driedover sodium sulfate, concentrated to give a brown oil. The residue was purified by a silica gel (80 g) column and was eluted with 0-100percent 0.5percent TEA/EtOAc in DCM. Fractions containing compound 37a were combined and the solvent removed to give 37a (0.55 g, 2.0 mrnol, 61 percent yield) an off white solid. 1HNMR (500MHz, CDC13) 7.96 (br s, 2H), 7.10 (br s, 2H), 7.02(t, J 8.0 Hz, 1H), 6.64 (d, J¡ã¡ã 7.7 Hz, 2H), 4.68 (hr s, 2H), 3.80 (s, 6H).

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; BRISTOL-MYERS SQUIBB COMPANY; MENG, Wei; CHAO, Hannguang J.; FINLAY, Heather; LAWRENCE, R., Michael; MYERS, Michael C.; (154 pag.)WO2017/96130; (2017); A1;,
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Some common heterocyclic compound, 64115-88-4, name is 1-Bromo-2-(trifluoromethoxy)benzene, molecular formula is C7H4BrF3O, 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. 64115-88-4

2.0 g of 1-bromo-2-(trifluoro-methoxy)benzene (8.3 mmol) were dissolved in 30 ml of dichloromethane. At 0-50C, 1.06 g of chlorosulfonic acid (9.13 mmol), dis- solved in 3 ml of dichloromethane, were added dropwise. The reaction mixture was stirred for 30 min at room temperature. Additional 5.5 equivalents of chloro? sulfonic in dichloromethane were added to drive the reaction to completion. Standard work-up was followed and silica gel chromatography with n-heptane- dichloromethane (6:4) as eluent gave 2.19 g of the title compound.1H-NMR (CDCI3, 400 MHz): delta [ppm] 8.3 (d, 1 H), 8.05 (dd, 1 H), 7.5 (dd, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 64115-88-4, its application will become more common.

Reference:
Patent; ABBOTT GMBH & CO. KG; WO2006/40182; (2006); A1;,
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458-50-4, Name is 4-Bromo-3-fluoroanisole, 458-50-4, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

General procedure: Benzimidazole (5 mmol), 1-bromo-2-fluorobenzene derivatives (15 mmol, 2 equiv) and tripottasium phosphate (5.31g, 25 mmol, 5 equiv) were dissolved in DMF (30 mL). The mixture was stirred at 150 C. The reaction time was determined by monitoring with TLC. The reaction mixture was diluted with CH2Cl2 (50 mL) and water (50 mL). The phases were separated, and the aqueous layer was extracted with CH2Cl2 (2 ¡Á 30 mL). The combined organic layerswere washed with water (3 ¡Á 50 mL), dried with MgSO4, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (n-hexane/AcOEt).

Statistics shows that 4-Bromo-3-fluoroanisole is playing an increasingly important role. we look forward to future research findings about 458-50-4.

Reference:
Article; Matsumura, Mio; Kitamura, Yuki; Yamauchi, Arisa; Kanazawa, Yoshitaka; Murata, Yuki; Hyodo, Tadashi; Yamaguchi, Kentaro; Yasuike, Shuji; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 2029 – 2035;,
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929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 929-75-9

To 2- [2- [2- [2-AMINOETHOXY] ethoxy] ethoxy] ethylamine (23 (, 0.5 g, 2.6 mmol), dissolved in CH2C12 (50 mL), was added triethylamine (0.36 mL, 100 mol%) and Boc20 (0. 55 g, 100 mol%). The reaction mixture was stirred for 4 hours and concentrated to dryness. The resulting residue was purified by silica gel column chromatography eluting with 9: 1: 0.1 chloroform : methanol: ammonium hydroxyde to give 0.26 g (34% yield) of the title compound 24. H NMR (CDC13, 300 MHz) 8 3.66 (m, 8H), 3.57 (m, 4H), 3.28 (m, 2H), 2.90 (t, 2H), 1.63 (bs, 2H), 1.47 (s, 9H).

Statistics shows that 929-75-9 is playing an increasingly important role. we look forward to future research findings about 1,11-Diamino-3,6,9-trioxaundecane.

Reference:
Patent; DIHEDRON CORPORATION; WO2005/30258; (2005); A2;,
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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 54149-17-6 as follows. 54149-17-6

Compound 1 (2.2 g, 8.7 mmol) was dissolved in DMSO (50 ml), potassium carbonate (3.6 g, 26.1 mmol) was added, and the mixture was stirred at room temperature for 30 minutes.Next, 2- (2-methoxyethoxy) ethyl bromide (manufactured by Tokyo Chemical Industry Co., Ltd.: 4.8 g, 26.1 mmol) was added and the mixture was stirred at room temperature for 12 hours.After the reaction solution was extracted with diisopropyl ether (250 ml), the organic solvent was washed with water.After distilling off the solvent, it was isolated and purified by silica gel column chromatography using hexane and ethyl acetate to obtain Compound 3 (2.4 g, yield 56%)

According to the analysis of related databases, 54149-17-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KURARAY COMPANY LIMITED; SHIBUYA, HIROMASA; MORIHARA, YASUSHI; INAGAKI, TAKUYA; MIURA, MASANORI; FUJITA, AKIO; (25 pag.)JP2015/17052; (2015); A;,
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Adding a certain compound to certain chemical reactions, such as: 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, 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 20781-20-8, 20781-20-8

Example 162: 3-Fluoro-8-isopropyl-10-methyl-11-oxo-/V-piperidin-4-yl-10,11- dihydrodibenzo[6,f][1 ,4]thiazepine-7-sulfonamide 5,5-dioxide hydrochlorideStep 1. te/f-Butyl 4-(2,4-dimethoxybenzylamino)piperidine-1-carboxylate[0492] A mixture of terf-butyl 4-oxopiperidine-1-carboxylate (21.0 g, 0.105 mol), 2,4-dimethoxybenzylamine (17.6 g, 0.105 mol), and sodium triacetoxyborohydride (55.8 g, 0.263 mol) were stirred in ethanol (500 ml_) 2 hours at room temperature. Aqueous sodium bicarbonate was added, and the mixture was extracted with dichloromethane. The organic phase was washed with brine, dried over magnesium sulfate and concentrated to a volume of 325 ml_ to afford an approximately 0.323 M solution in dichloromethane of terf-butyl 4-(2,4-dimethoxybenzylamino)piperidine-1- -carboxylate which was used without further purification.

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, (2,4-Dimethoxyphenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; WYETH; WO2008/61029; (2008); A1;,
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1484-26-0, Adding a certain compound to certain chemical reactions, such as: 1484-26-0, name is 3-Benzyloxyaniline, 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 1484-26-0.

A mixture OF TRIETHYL ORTHOFORMATE (92 mL, 0.55 mol) and 2, 2-DIMETHYL- [1, 3] – dioxane-4,6-dione (75.3 g, 0.522 mol) (MELDRUMS acid) was heated at 55 ¡ãC for 90 minutes and then cooled to 45 ¡ãC. A solution of 3-benzyloxyaniline (100.2 g, 0.5029 mol) in methanol (200 mL) was slowly added to the reaction over a period 45 minutes while maintaining the reaction temperature below 50 ¡ãC. The reaction was then heated at 45 ¡ãC for one hour, allowed to cool to room temperature, and stirred overnight. The reaction mixture was cooled to 1 ¡ãC, and the product was isolated by filtration and washed with cold ethanol (-400 mL) until the filtrate was colorless. 5-1 [ (3- Benzyloxy) phenylimino] methyl}-2, 2-DIMETHYL- [1, 3] -dioxane-4,6-dione (170.65 g) was isolated as a tan, powdery solid. IH NMR (300 MHz, DMSO-d6) 8 11.21 (d, J= 14. 2 Hz, 1H), 8.61 (d, J= 14. 2 Hz, 1H), 7.49-7. 30 (M, 7H), 7.12 (dd, J= 8.1, 1.96 Hz, 1H), 6.91 (dd, J= 8.4, 2.1 Hz, 1H), 5.16 (s, 2H), 1.68 (s, 6H).

According to the analysis of related databases, 1484-26-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2005/32484; (2005); A2;,
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20469-65-2, Adding a certain compound to certain chemical reactions, such as: 20469-65-2, name is 1-Bromo-3,5-dimethoxybenzene, 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 20469-65-2.

the mixture 1-bromo-3,5-dimethoxybenzene 1c (6.51g, 30mmol), trimethylsilylacetylene (8.8g, 90mmol), bis (triphenylphosphine) palladium chloride (1.05g, 1.5mmol), cuprous iodide (0.56g, 3.0mmol), triethylamine (80 mL) and N, N-dimethylformamide (150 mL) were heated to 80 C. and stirred under nitrogen protection for 12 hours.The reaction mixture was cooled to room temperature, concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (petroleum ether) to obtain the target product ((3,5-dimethoxyphenyl) ethynyl) trimethylsilane 1d (6.2 g, brown solid), yield: 88%.

According to the analysis of related databases, 20469-65-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BEIJING TIANCHENG PHARMA CO., LTD.; CHEN, XIANGYANG; GAO, YINGXIANG; KONG, NORMAN XIANGLONG; (118 pag.)TW2019/38538; (2019); A;,
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456-49-5,Some common heterocyclic compound, 456-49-5, name is 1-Fluoro-3-methoxybenzene, molecular formula is C7H7FO, 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 solution of -butyllithium (5.0 mL, 7.93 mmol, 1.6 M in -hexane) in freshly distilled THF (20 mL) at -70 C were added a solution of compound 1-1 (1.0 g, 7.93 mmol) in THF (10 mL) and a solution of I2 (2.32 g, 9.12 mmol) in THF (15 mL) dropwise respectively. At the end of the addition, the mixture was stirred for 20 mins and allowed to warm up to -60 C and then an aqueous solution of sodium thiosulfate (3.0 mL, 10%) was added to the mixture. After the reaction was completed, the mixture was quenched by adding an aqueous ammonium chloride solution (10 mL) slowly. The THF was removed in vacuo and the aqueous phase was extracted with -hexane (50 mL x 3). The combined organic layers were washed with an aqueous sodium thiosulfate solution (10%) and water, dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 10/1) to give the title compound as oil (1.6 g, 80%). The compound was characterized by the following spectroscopic data: lli NMR (400 MHz, CDCI3): delta 6.79, 6.77, 6.75 (d, dd, d, 1H), 6.63, 6.62, 6.60, 6.58 (s, d, d, s, 1H), 6.53-6.52, 6.51-6.50 (m, m, 1H) ppm.

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

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; ZHANG, Jiancun; XIE, Hongming; REN, Qingyun; HU, Bailin; LI, Shifeng; WU, Xiwei; TANG, Changhua; WANG, Chenglin; FANG, Qinghong; YU, Quanxing; ZHANG, Zhikeng; WO2014/131315; (2014); A1;,
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