Category: ethers-buliding-blocks

These common heterocyclic compound, 1516-96-7, name is 5-Bromo-1,3-di-tert-butyl-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. Recommanded Product: 1516-96-7

A -78 C. solution of 5-bromo-1,3-di-tert-butyl-2-methoxybenzene (2.142 g; 7.158 mmol) in dry THF (15 mL) was treated with n-butyllithium (7.00 mL, 1.13M in hex, 7.88 mmol). The solution was stirred at -78 C. for 15 min, then treated with trimethylborate (976 muL; 8.59 mmol). The reaction was allowed to warm to ambient temperature and evaporated to a thick oil.

The synthetic route of 5-Bromo-1,3-di-tert-butyl-2-methoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Adams, Alan D.; Santini, Conrad; US2009/30012; (2009); A1;,
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Application of 39021-83-5, These common heterocyclic compound, 39021-83-5, name is 1,4-Dimethoxy-2,3-dimethylbenzene, 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.

2-(bromomethyl)-1,4-dimethoxy-3-methylbenzeneInto a 50-mL round-bottom flask, was placed a mixture of 1,4-dimethoxy-2,3-dimethylbenzene (1.00 g, 6.02 mmol, 1.00 equiv)(Example 128), CCl4 (20 mL), NBS (1.20 g, 6.74 mmol, 1.10 equiv) and BPO (145 mg, 0.57 mmol, 0.10 equiv). The solution was stirred for 16 h at 80 C. After concentration, the residue was diluted with 50 mL of TBME and washed with 3×20 mL of brine. The organic phase was dried over anhydrous Na2SO4 and concentrated under reduced pressure. This resulted in 1.20 g (81%) of 2-(bromomethyl)-1,4-dimethoxy-3-methylbenzene as a brown crude solid.

Statistics shows that 1,4-Dimethoxy-2,3-dimethylbenzene is playing an increasingly important role. we look forward to future research findings about 39021-83-5.

Reference:
Patent; Global Blood Therapeutics, Inc.; Li, Zhe; Xu, Qing; Yu, Chul; Yee, Calvin; Gwaltney,, II, Stephen L.; Metcalf, Brian W.; Richards, Steven; Lardy, Matthew A.; Setti, Lina; Sham, Hing; US2015/315198; (2015); 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. 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C9H13NO2

Step 1 Preparation of 5-Bromo-N-(2,3-dimethoxybenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide Into a round bottom flask fitted with a gas inlet, condenser and a magnetic stirring bar was placed methyl 8-(benzoyloxy)-5-bromo-1,6-naphthyridine-7-carboxylate (0.4 g, 1.03 mmol), 2,3-dimethoxybenzylamine (0.432 g, 0.38 mL, 2.58 mmol) and 10 mL toluene. This mixture was refluxed for 18 hours, after which the reaction was cooled and the solvent removed in vacuo. The resulting residue was triturated with diethyl ether and filtered to yield 5-bromo-N-(2,3-dimethoxybenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide as a light yellow solid. 1H NMR (CDCl3, 400 MHz) delta 9.18 (1H, dd, J=1.6 Hz, 4.2 Hz); 8.53 (1H, dd, J=1.6 Hz, 8.5 Hz); 8.26 (1H, m); 7.72 (1H, dd, J=4.2 Hz, 8.5 Hz); 6.84-7.04 (3H, m); 4.72 (2H, d, J=6.2 Hz); 3.97 (3H, s); 3.89 (3H, s).

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 4393-09-3.

Reference:
Patent; Anthony, Neville J.; Gomez, Robert P.; Young, Steven D.; Egbertson, Melissa; Wai, John S.; Zhuang, Linghang; Embrey, Mark; Tran, LeKhanh; Melamed, Jeffrey Y.; Langford, H. Marie; Guare, James P.; Fisher, Thorsten E.; Jolly, Samson M.; Kuo, Michelle S.; Perlow, Debra S.; Bennett, Jennifer J.; Funk, Timothy W.; US2003/55071; (2003); 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. 16452-01-0, name is 3-Methoxy-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H11NO

EXAMPLE 1 3-Methoxy-4-methyl-N-pivaloylaniline STR7 5.1 g (37 mmol) of 3-methoxy-4-methylaniline are dissolved in 70 ml of methylene chloride, and treated with 70 ml of satd. NaHCO3 solution and with 4.6 ml (37 mmol) of pivaloyl chloride. After stirring vigorously for 12 hours, the organic phase is separated off, washed with 1N hydrochloric acid and water, dried over magnesium sulphate and concentrated in vacuo. The product is obtained in crystalline form and is further processed without further purification. Yield: 6.2 g (76% of theory) of colourless solid

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 16452-01-0.

Reference:
Patent; Bayer Aktiengesellschaft; US5190971; (1993); A;,
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Related Products of 651734-54-2, 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. 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[0230] A mixture of 2,4-dichloro-5-(iodomethyl)pyrimidine (1.50 g, 5.19 mmol), 2,6- difluoro-3,5-dimethoxyaniline (1.08 g, 5.71 mmol) in N,N-diisopropylethylamine (4 mL) was stirred at 80 C for 2 hours. After being cooled to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was purified on silica gel (eluting with 0- 40% EtOAc in DCM) to give 1.70 g of the desired product. LCMS calculated for C13H12C12F2N302 [M+Hj m/z: 350.0; Found: 350.0.

The synthetic route of 2,6-Difluoro-3,5-dimethoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; LU, Liang; WU, Liangxing; SHEN, Bo; YAO, Wenqing; (114 pag.)WO2016/134294; (2016); 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 74654-07-2 as follows. name: 2-(2-(2-Methoxyethoxy)ethoxy)ethanamine

3′-Amino-6 ‘- (tert-butoxycarbonylamino)Spiro [isobenzofuran-1 (3H), 9 ‘- [9H] xanthene]-3-one(100 mg, 0.23 mmol) was dissolved in dichloromethane (2.0 mL), 2,6-lutidine (0.11 mL, 0.93 mmol) was added and cooled to 0 C. Triphosgene (31 mg, 0.12 mmol) was added and stirred at 0 C. for 30 min,After further reacting at room temperature for 1 hour,[2- [2- (2-methoxyethoxy) ethoxy] ethyl] amine (105 mg, 0.46 mmol) was added and reacted as such for 1 hour.After diluting the reaction solution with ethyl acetate (100 mL)The organic layer was washed with 1 M hydrochloric acid (50 mL), saturated aqueous sodium hydrogen carbonate solution (50 mL)And saturated brine (50 mL) in this order, and dried over anhydrous sodium sulfate.The solvent was distilled off under reduced pressure,The obtained residue was purified by silica gel chromatography (chloroform,Then 50% ethyl acetate / chloroform) to giveSpiro [isobenzofuran-1 (3H), 9 ‘- [9H (3H), 3’ – [[2- [2- (2-methoxyethoxy) ethoxy] ethyl] aminocarbonylamino] ] Xanthen] -3-one (130 mg, yield 90%) as a yellow solid.

According to the analysis of related databases, 74654-07-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CD: Tosoh Corporation; Satoru: Sgami Chemical Research Institute; Inoe, So Sen; Araki, Hiroshi; Miki, Daisuke; Futami, Itaru; Saijou, Satoshi Bun; (65 pag.)JP2017/222609; (2017); A;,
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Electric Literature of 6298-96-0, 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 6298-96-0 as follows.

A mixture of (1S)-1-(4-methoxyphenyl)ethanamine (7.6 g) and itaconic acid (6.5 g) was stirred at 130 C. for 1 hour. After cooling, chloroform was added to the reaction solution. The organic layer was washed with 1 N hydrochloric acid and saturated saline in this order and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain a stereoisomeric mixture (12.7 g) related to the 3-position of the title compound.

According to the analysis of related databases, 6298-96-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Daiichi Sankyo Company, Limited; Takeda, Yasuyuki; Yoshikawa, Kenji; Kagoshima, Yoshiko; Yamamoto, Yuko; Tanaka, Ryoichi; Tominaga, Yuichi; Kiga, Masaki; Hamada, Yoshito; (132 pag.)US2016/46639; (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. 50868-73-0, name is 2-Methoxy-6-methylaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Methoxy-6-methylaniline

Examples 9 and 10 2 g of 1,2,3,4-Tetrafluoroanthraquinone and 25 g of 2-methoxy-6-methylaniline were charged in a 50 cc, four necked flask and then the reaction was carried out at 80C for about 4 hours.. After completion of reaction, 2-methoxy-6-methylaniline was distilled out from the reaction solution, and a column purification using a column with a silica gel was effected to give rise to 1.04 g of 2-(2-methoxy-6-methylanilino)-1,3,4-trifluoroanthraquinone (Reference Dye 7′) (yield 36.7 mol%) and 1.05 g of 2,3-bis(2-methoxy-6-methylanilino)-1,4-difluoroanthraquinone (Dye 8) (yield 28.6 mol%).. The physical properties of Reference Dye 7′ and analytical values defining the compound are tabulated in Table 2 and the physical properties of Dye 8 and analytical values defining the compound are tabulated in Table 3.

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; NIPPON SHOKUBAI CO., LTD.; EP833203; (2004); B1;,
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494-99-5, name is 1,2-Dimethoxy-4-methylbenzene, 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. Product Details of 494-99-5

3,4-Dimethoxytoluene (7.6 g, 50 mmol),Sodium bromate (6.0g, 40mmol),Sodium Bromide (8.2g, 80mmol)And carbon tetrachloride (18mL),Add to stirReturn condenser,In the reaction flask of thermometer and tail gas absorption device,Heat to reflux,Slowly add 1/2 volume of sulfuric acid (60mmol of concentrated sulfuric acid is diluted with 2mL of water and added within about 1.5h).Followed by gas chromatography,After the substrate is fully involved in the reaction (about 1 h),Quickly add 1/3 volume of initiator solution (1.12g ABVN dissolved in 7mL carbon tetrachloride),After the emergence of a vigorous reflux system,Continue to slowly add the remaining sulfuric acid and initiator solution (approx. 4.5 hours later),Continue the reaction until the product is no longer formed or the byproduct is significantly increased (about 1.5 h),To room temperature,filter,The filtrate was washed with 10 ml of sodium bicarbonate solution (5%).Liquid separation,The organic phase is dried over anhydrous sodium sulfate.concentrate,The crude product was purified by recrystallization (ethyl acetate:petroleum ether=1:13, volume ratio) to give 2-bromo-4,5-dimethoxybenzyl bromide (13.08 g).Yield 85%.

The synthetic route of 494-99-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Normal University; Xiao Xiaohui; Chen Yufeng; (9 pag.)CN107417501; (2017); A;,
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Electric Literature of 7664-66-6, 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 7664-66-6 as follows.

Phenyl chloroformate (15.2 kg, 97.1 mol) was dissolved in toluene (115.7 kg) and cooled to 3 C. 4-isopro- poxyaniline (III) (13.3 kg, 88.0 mol) was mixed with acetonitrile (43.4kg) and slowly added to the phenyl chloroformate solution over 1 hour 40 minutes, followed by slow addition of triethylamine (9.8kg, 96.8 mol) over 46 minutes. The mixture was heated to 17.5C. and stirred for 3 hours 30 minutes until the reaction was deemed complete by HPLC. The product solution was washed with iN HC1, followed by removing acetonitrile though an azeotropic distillation with additional toluene (52.3 kg). The solution was heated to 58 C. before slowly adding heptane (43.7 kg) over 1 hour 2 minutes, after which the slurry was cooled to 23.5 C. over 2 hours 35 minutes and stirred for an additional 2 hours 51 minutes. The material was isolated, washed twice with heptane, and dried at 40 C. for 3 hours 49 minutes. The product was discharged, yielding 19.1 kg of the title compound (lIla) (80% yield, 100% purity HPLC AUC). ?H NMR (300 MHz, CD3OD, oe): 7.38 (m, 4H), 7.19 (m, 3H), 6.86 (d, J=9 Hz 2H), 4.52 (sept, J=6 Hz, 1H), 1.28 (d, J=6 Hz, 611).

According to the analysis of related databases, 7664-66-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Millennium Phamaceuticals, Inc.; Armitage, Ian; Ferdous, Abu J.; Bourland, Michael E.; Boyle, Craig S.J.; Cooper, Martin Ian; Langston, Marianne; US2015/133460; (2015); A1;,
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