Ethers-buliding-blocks

Synthetic Route of 321-28-8, 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. 321-28-8 name is 1-Fluoro-2-methoxybenzene, 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.

(a) Synthesis of STR7 A reaction vessel was charged with 128 g (1.016 mol) of 2-fluoroanisole and 250 ml of chloroform. To this mixture was added dropwise under agitation at room temperature 177 g (1.106 mol) of bromine over the period of at least 3 hours. The reaction liquid was poured into a diluted aqueous solution of NaOH, and the chloroform layer was separated, washed with a solution of edible salt and dried over Glauber’s salt. The solvent was distilled off and the residue was distilled under reduced pressure to obtain 2-fluoro-4-bromoanisole. Yield 192 g (yield rate: 92.3%) b.p. 107-116 C./25-31 mmHg

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Fluoro-2-methoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; Kanto Kagaku Kabushiki Kaisha; US5397504; (1995); A;,
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Adding a certain compound to certain chemical reactions, such as: 41789-95-1, name is 1-(3-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 41789-95-1, Application In Synthesis of 1-(3-Methoxyphenyl)-N-methylmethanamine

General procedure: At 0 C, a solution of 3(4)-bromobenzoyl chloride or 5-bromothiophene-2-carbonyl chloride (1 eq) in CH2Cl2 (2 ml/eq) was added drop wise to a solution of N-methylbenzylamine (1 eq) and triethylamine (1.15 eq) in CH2Cl2 (2 ml/eq). The mixture was kept stirred at 0 C for 3 h and evaporated under reduced pressure. The residue was purified by FC with n-hexane/ethyl acetate as eluant.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(3-Methoxyphenyl)-N-methylmethanamine, and friends who are interested can also refer to it.

Reference:
Article; Xu, Kuiying; Al-Soud, Yaseen A.; Wetzel, Marie; Hartmann, Rolf W.; Marchais-Oberwinkler, Sandrine; European Journal of Medicinal Chemistry; vol. 46; 12; (2011); p. 5978 – 5990;,
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Some common heterocyclic compound, 36865-41-5, name is 1-Bromo-3-methoxypropane, molecular formula is C4H9BrO, 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: 36865-41-5

76.4 m76.4 mmol), l-bromo-3-methoxy-propane ( 12.9 g, 84 mmol ), K2CO3 (22 g, 21 53 mmol) and DMF (50 ml.). The resultant mixture was stirred at 50 C for 3 hours, and then to the resulting mixture was added ethyl acetate and water. The organic phase was separated, and then dried over anhydrous a2S04 and concentrated to give 4-bromo- 1 -methoxy-2-(3- methoxypropoxy)benzene (23 g).mol), l-bromo-3-methoxy-propane ( 12.9 g, 84 mmol ), K2CO3 (22 g, 21 53 mmol) and DMF (50 ml.). The resultant mixture was stirred at 50 C for 3 hours, and then to the resulting mixture was added ethyl acetate and water. The organic phase was separated, and then dried over anhydrous a2S04 and concentrated to give 4-bromo- 1 -methoxy-2-(3- methoxypropoxy)benzene (23 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36865-41-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HAN, Xingchun; JIANG, Min; WANG, Jianhua; ZHOU, Chengang; WANG, Yongguang; YANG, Song; (135 pag.)WO2016/71215; (2016); A1;,
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Application of 74137-36-3, These common heterocyclic compound, 74137-36-3, name is 1,3-Dibromo-5-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.

Example 17 Synthesis of ethyl (E)-3-(3-bromo-5-methoxyphenyl)acrylate (17-1) Step One: To a solution of 3,5-dibromoanisole (1.01 g, 3.79 mmol) in acetonitrile (20 mL) at room temperature under nitrogen, palladium(II) acetate (42 mg, 0.19 mmol), tri(o-tolyl)phosphine (116 mg, 0.38 mmol), ethyl acrylate (0.36 mL, 3.38 mmol) and triethylamine (2.10 ml, 15.1 mmol) were added sequentially. The mixture was heated to reflux 4 hours, cooled to room temperature, diluted with ethyl acetate, and washed with water and brine. The organic layer was dried over magnesium sulfate, filtered and concentrated. The residue was purified by silica gel chromatography, eluting with 5percent ethyl acetate in hexanes. Fractions containing product were combined, concentrated and the residue was rechromatographed, eluting with 3percent increasing to 5percent ethyl acetate in hexanes to give ethyl (E)-3-(3-bromo-5-methoxyphenyl)acrylate (17-1, 354 mg) as a yellow oil.

The synthetic route of 74137-36-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aviara Pharmaceuticals, Inc.; Biediger, Ronald J.; Benish, Michele A.; Hardy, Lindsay Bonner; Boyd, Vincent A.; Market, Robert V.; Thrash, Thomas P.; Young, Brandon M.; (83 pag.)US2018/312523; (2018); A1;,
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Synthetic Route of 19056-40-7, These common heterocyclic compound, 19056-40-7, name is 4-Bromo-3-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.

To a suspension of 4-bromo-3-methoxyaniline (25 g, 124 mmol) in concentrated HCl (1.7 L) cooled to O0C was added sodium nitrite (11.1 g, 161 mmol) in water (250 mL) slowly over 30 minutes, keeping the temperature below 80C. After stirring for 2 hours, KJ (61.6 g, 371 mmol) in water (250 mL) was added to the resulting orange solution slowly over 30 minutes, keeping the temperature below 8C. The mixture was then warmed to RT and stirred a further 1.5 hours. The mixture was then filtered through a sintered glass wool funnel. The resulting solid was dissolved in EtOAc (1.2 L) and washed with water, 0.5 N NaOH, aqueous sodium bisulfite, and brine. The organic layer was then dried over Na2SO4 and filtered through a pad of silica, and then solvent was removed in vacuo. The crude material was purified on silica (100% hexanes) to yield the title product.

The synthetic route of 19056-40-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2008/57208; (2008); A2;,
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Adding a certain compound to certain chemical reactions, such as: 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline, 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 651734-54-2, Quality Control of 2,6-Difluoro-3,5-dimethoxyaniline

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 desired product. LCMS calculated for C1-3H12Cl2F2N3O2[M+H]+ m/z: 350.0. Found: 350.0.

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, 2,6-Difluoro-3,5-dimethoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Incyte Corporation; Wu, Liangxing; Lu, Liang; Qian, Ding-Quan; Shen, Bo; Yao, Wenqing; (40 pag.)US2016/115164; (2016); A1;,
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Electric Literature of 7252-83-7,Some common heterocyclic compound, 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, molecular formula is C4H9BrO2, 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: Synthesis of 2-chloro-7-(2,2-dimethoxyethyl)-4-morpholin-4-yl-7H-pyrrolo[2,3-d]pyrimidine To a solution of 2-chloro-4-morpholin-4-yl-7H-pyrrolo[2,3-d]pyrimidine (650 mg, 2.7 mmol) in DMF (10 mL) were added 2-bromo-1,1-dimethoxyethane (0.65 mL, 5.4 mmol) and Cs2CO3 (1.067 g, 3.3 mmol). The resulting mixture was heated at 80 C. under nitrogen overnight, and cooled to room temperature. Water was added, and the mixture was extracted with EtOAc. The combined extracts were washed with water and brine, dried over MgSO4. The solvent was removed under reduced pressure to give the title compound as light yellow solid (665 mg, 75% yield), which was used in next step without further purification. MS(ESI) m/z 327.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-1,1-dimethoxyethane, its application will become more common.

Reference:
Patent; Wyeth; US2010/3250; (2010); A1;,
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Some common heterocyclic compound, 5905-69-1, name is 1-Bromo-4-(difluoromethoxy)benzene, molecular formula is C7H5BrF2O, 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. name: 1-Bromo-4-(difluoromethoxy)benzene

A mixture of 1-bromo-4-(difluoromethoxy)benzene (230 mg, 1.05 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (402 mg, 1.58 mmol), PdCl2 (dppf) (20 mg), and Cs2CO3 (682 mg, 2.1 mmol) in dioxane was sealed in a microwave reaction cube and reacted at 180 C. for 2 hours in a microwave reactor. Then it was purified by flash column chromatography (PE/EA) to give the crude compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5905-69-1, its application will become more common.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; Su, Wei-Guo; Deng, Wei; Ji, Jianguo; US2014/121200; (2014); A1;,
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Electric Literature of 4393-09-3, 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.

Step 4: 1-Benzyl-N-(2,3-dimethoxybenzyl)-3-hydroxy-2-oxo-1,2-dihydropyridine-4-carboxamide (J4) The methyl ester J3 (1 equivalent) was heated at 100 C. in 2,3-dimethoxybenzylamine (35 equivalents) overnight. The reaction was cooled, diluted with water and extracted with DCM. The organic phase was dried, concentrated and the residue purified by reverse phase chromatography twice to give the desired amide J4. 1H NMR (CDCl3, 400 MHz,) delta 8.1 (1H, br. s), 7.3 (3H, m), 7.25 (2H, m), 7.0 (2H, m), 6.95 (1H, m), 6.83 (3H, m), 5.14 (2H, s), 4.64 (2H, d, J=5.6 Hz), 3.88 (3H, s), 3.84 (3H, s).

The chemical industry reduces the impact on the environment during synthesis (2,3-Dimethoxyphenyl)methanamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P, ANGELETTI S.P.A.; MERCK & CO., INC.; US2007/155744; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, 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 7252-83-7, Application In Synthesis of 2-Bromo-1,1-dimethoxyethane

Dissolve 4-fluorophenol (5.5 g, 49.1 mmol) in acetonitrile (49 mL) and treat the solution with 2-bromo-l, l-dimethoxy ethane (11.6 mL, 98.1 mmol) and K2CO3 (16.95 g, 122.7 mmol). Heat the solution to reflux with stirring for five days. Filter the mixture, and concentrate the filtrate under reduced pressure. Subject the resulting crude material to silica gel chromatography eluting with a gradient of 0% to 50% EtOAc/hexanes. Concentrate the fractions containing the desired product under reduced pressure to furnish the title compound as a colorless oil (5.85 g, 60% yield). Mass spectrum (m/z) 218 (M + NH4)+, 223 (M + Na)+.

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-Bromo-1,1-dimethoxyethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELI LILLY AND COMPANY; SCHIFFLER, Matthew Allen; YORK, Jeremy Schulenburg; WO2014/4229; (2014); A1;,
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