Ethers-buliding-blocks

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. 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2,2-dimethoxypropane

Step B: To a suspension of 5-chloro-3-(trifluoromethyl)pyrazin-2-amine (0.77 g, 3.8 mmol) in iPrOH (6 ml) was added l-bromo-2,2-dimethoxypropane (0.57 ml, 4.2 mmol), pyridinium para-toluene sulfonic acid (0.1 g, 0.4 mmol) and the mixture heated to 100C in a sealed tube for 96h. The reaction was diluted with DCM, washed with saturated sodium hydrogen carbonate solution, dried (Na2S04) and concentrated. Purification by flash column chromatography on silica gel (EtOAc: Hept 3:7-1:0) afforded the titled product as a brown powder (0.15 g, 17%). MS (m/e): 236.1. (M+H+, CI)

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GREEN, Luke; PINARD, Emmanuel; RATNI, Hasane; WILLIAMSON, Patrick; (95 pag.)WO2015/197503; (2015); A1;,
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Related Products of 36942-56-0,Some common heterocyclic compound, 36942-56-0, name is 2-Bromo-4-methoxy-1-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.

Step 2: (4-Bromo-2-methoxy-5-methylphenyl)(4-fluorophenyl)methanone4-Fluorobenzoyl chlo?de (1.40 mL, 11.9 mmol) was added dropwise to a suspension ofAlCl3 (1.73 g, 13.0 mmol) in 1 ,2-dichloroethane (30 mL) at room temperature. After 15 mm a solution of 3-bromo-4-methylanisole (2.17 g, 10.8 mmol) in 1 ,2-dichloroethane (3 mL) was added dropwise. The resulting mixture was stirred for 2 h, poured into 200 mL of ice-water, stirred for 20 min and extracted with CHCl3 (3x). The combined organics were washed with 5% aq. NaHCO3, brme, d?ed (Na2SO4) and concentrated. The residue was subjected to chromatography on silica gel (EtOAc-hexane, 5:95) affording the title compound. 1H NMR (500 MHz, acetone-^): delta 7.86 (m, 2H), 7.38 (s, IH), 7.31-7.26 (m, 3H), 3.76 (s, 3H), 2.39 (s, 3H).

The synthetic route of 36942-56-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2006/99735; (2006); 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. 109-85-3, name is 2-Methoxyethylamine, A new synthetic method of this compound is introduced below., SDS of cas: 109-85-3

Step 3: 4-Amino-N’-hydroxy-N-(2-methoxyethyl)-l,2,5-oxadiazole-3-carboximidamide [00186] 4-Amino-N-hydroxy-l ,2,5-oxadiazole-3-carboximidoyl chloride (200.0 g, 1.23 mol) was mixed with ethyl acetate (1.2 L). At 0-5 C 2-methoxyethylamine [Aldrich, product 143693] (119.0 mL, 1.35 mol) was added in one portion while stirring. The reaction temperature rose to 41 C. The reaction was cooled to 0 – 5 C. Triethylamine (258 mL, 1.84 mol) was added. After stirring 5 min, LCMS indicated reaction completion. The reaction solution was washed with water (500 mL) and brine (500 mL), dried over sodium sulfate, and concentrated to give the desired product (294 g, 1 19%) as a crude dark oil. LCMS for C6Hi2 503 (M+H)+: m/z = 202.3. 1H NMR (400 MHz, DMSO- ): delta 10.65 (s, 1 H), 6.27 (s, 2 H), 6.10 (t, J = 6.5 Hz, 1 H), 3.50 (m, 2 H), 3.35 (d, J = 5.8 Hz, 2 H), 3.08 (s, 3 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; THE UNIVERSITY OF CHICAGO; GAJEWSKI, Thomas F.; SPRANGER, Stefani; LEUNG, Michael; WO2014/66834; (2014); A1;,
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Electric Literature of 41789-95-1, 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. 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 1 Preparation of (+/-)-8-methoxy-2-methyl-5-phenyl-2,3,4,5-tetrahydro-1H-benzo[c]azepine, fumarate salt Step A: To a mixture of (3-methoxybenzyl) methylamine (3.02 g, 20 mmol) and cesium carbonate (7.82 g, 24 mmol) in DMF (50 mL) was added cinnamyl bromide (4.47 g, 22 mmol). The reaction mixture was stirred at room temperature for 15 hours. The reaction mixture was diluted with water and extracted with 1:1 hexanes/ethyl acetate (3×). The combined organic extracts were washed with brine, dried over anhydrous sodium sulfate, and concentrated to provide the desired product (3.1 g, 58%): 1H NMR (CDCl3, 500 MHz) delta 7.39-7.37 (m, 2H), 7.32-7.29 (m, 2H), 7.23-7.20 (m, 2H), 6.93-6.91 (m, 2H), 6.81-6.78 (m, 1H), 6.54 (d, J=15.9 Hz, 1H), 6.31 (dt, J=15.9, 6.6 Hz, 1H), 3.81 (s, 3H), 3.52 (s, 2H), 3.19 (dd, J=6.6, 1.2 Hz, 2H), 2.25 (s, 3H); ESI MS m/z=268 [M+H]+. This crude product was used in the next step without further purification.; Example 2 Preparation of (+/-)-6-methoxy-2-methyl-5-phenyl-2,3,4,5-tetrahydro-1H-benzo[c]azepine, fumarate salt Step A: To a mixture of (3-methoxybenzyl)methylamine (3.02 g, 20 mmol) and cesium carbonate (7.82 g, 24 mmol) in DMF (50 mL) was added cinnamyl bromide (4.47 g, 22 mmol). The reaction mixture was stirred at room temperature for 15 hours. The reaction mixture was diluted with water and extracted with 1:1 hexanes/ethyl acetate (3×). The combined organic extracts were washed with brine, dried over anhydrous sodium sulfate and concentrated to provide the desired product (3.1 g, 58%): 1H NMR (CDCl3, 500 MHz) delta 7.39-7.37 (m, 2H), 7.32-7.29 (m, 2H), 7.23-7.20 (m, 2H), 6.93-6.91 (m, 2H), 6.81-6.78 (m, 1H), 6.54 (d, J=15.9 Hz, 1H), 6.31 (dt, J=15.9, 6.6 Hz, 1H), 3.81 (s, 3H), 3.52 (s, 2H), 3.19 (dd, J=6.6, 1.2 Hz, 2H), 2.25 (s, 3H); ESI MS m/z=268 [M+H]+. This crude product was used in the next step 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, 1-(3-Methoxyphenyl)-N-methylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMR Technology, Inc.; US2007/21408; (2007); A1;,
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Electric Literature of 22236-10-8,Some common heterocyclic compound, 22236-10-8, name is 4-(Difluoromethoxy)aniline, molecular formula is C7H7F2NO, 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 31; 2-ButyI-5-(3-chlorophenyl)-4-{[4-(difluoromethoxy)phenyl]amino}isothiazol-3(2H)-one 1,1-dioxide; 2-Butyl-4-chloro-5-(3-chlorophenyl)isothiazol-3(2H)-one 1,1-dioxide (0.25Og, 0.75mmol) and 4-(difluoromethoxy)aniline (0.238g, 1.50mmol) were mixed in MeCN (2mL) and heated in a microwave reactor at 160C for 60 mins. The reaction mixture was evaporated and the residue was purified on a Horizon TM flash system using Heptane and EetOAc as eluant giving the title compound (0.25g, 72.9%).

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

Reference:
Patent; ASTRAZENECA AB; WO2006/73363; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 36865-41-5, 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. 36865-41-5 name is 1-Bromo-3-methoxypropane, 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 mixture of l-bromo-3-methoxypropane (2.5 g, 16.34 mmol) and sodium sulfite (2.06 g, 16.34 mmol) in water (25 mL) was heated at reflux for 24 h. The solvent was evaporated and the formed solid was washed with a mixture of diethyl ether/toluene (8:2) and dried in vacuo. The solid was added in portions to phosphorus oxychloride (25 mL) and heated at 80 0C for 5 h and then at 100 0C for 2 h. The mixture was cooled to room temperature, diluted with dichloromethane and filtrated. The filtrate was concentrated, ethyl acetate was added followed by ice. The ice was allowed to melt and the organic phase was collected, washed with water and brine, dried over sodium sulfate and concentrated to give 2.8 g (100% yield) of the title compound: 3.35 (t, J= 6.53 Hz, 2 H), 3.20 (s, 3 H), 2.44 – 2.49 (m, 2 H), 1.74 – 1.81 (m, 2 H).

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

Reference:
Patent; ASTRAZENECA AB; ASTEX THERAPEUTICS LTD; WO2007/58602; (2007); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 13940-96-0, 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. 13940-96-0, name is 4-Phenoxybenzene-1,2-diamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of Intermediate AC (395 mg,1 .97 mmol) in EtOH (10 mL) was added 1,3- bis(methoxycarbonyl)-2-methyl-2-thiopseudourea (427 mg,2.07 mmol),and the mixture was heated to reflux for 18h. After cooling to r.t.,Eta0 was added and the resultant solid collected by filtration (washing with EtOH/Et20) to afford the title compound as an off-white solid (436 mg,78%).1H NMR 6H (500 MHz,DMSO-d6) 11 .61 (br s,2H),7.40 (d,J = 8.5 Hz,1 H),7.38 – 7.32 (m,2H),7.09 – 7.03 (m,2H),6.97 – 6.92 (m,2H),6.81 (dd,J = 8.5,2.4 Hz,1 H),3.75 (s,3H); LCMS (Method A): 3.24 min,(284.2,MH+).

The synthetic route of 4-Phenoxybenzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLOBACHEM NV; URCH, Christopher, John; JACKSON, Victoria, Elizabeth; JORDAN, Linda; BURGIN, Ryan, Neil; (180 pag.)WO2019/141980; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 105529-58-6, name is 4-Bromo-2-fluoro-1-(trifluoromethoxy)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 105529-58-6, Recommanded Product: 4-Bromo-2-fluoro-1-(trifluoromethoxy)benzene

3-(3-fluoro-4-trifluoromethoxyphenyl)-2-methylpro panal [in the formula (II), W represents 3-fluoro-4-trifluoromethoxyphenyl group] was prepared using the method described by the reaction formula (D) . 7 mg (0.04 mmol) of palladium chloride (II) and 20 mg (0.076 mmol) of triphenylphosphine were dissolved in 2 ml of N,N-dimethylformamide at 120C under nitrogen atmosphere, and allowed to cool to 50C. The solution was admixed with 1.0 g (3.9 mmol) of 3-fluoro-4-trifluoromethoxybromobenzene, 420mg (5.8mmol) of methallyl alcohol and 390 mg (4.6 mmol) of sodium hydrogencarbonate, and was stirred at 130C for 3 hours. After standing to cool, the resultant solution was admixed with water and extracted with benzene. The separated benzene phase was washed with water and saturated brine successively, and dried over sodium sulfate anhydride. After solvent removal by distillation under a reduced pressure, 870 mg of an oily substance was obtained. The oily substance was purified by using silica gel column (Merck Silica gel 60, 230-400 mesh, Merck Co., eluent composition: Hexane/AcOEt=15/1). This gave 500 mg of 3-(3-fluoro-4-trifluoromethoxyphenyl)-2-methylpropanal as an oily substance. The yield was 51.3%.

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; KUREHA KAGAKU KOGYO KABUSHIKI KAISHA; EP1375483; (2004); A1;,
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Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 2393-23-9, name is 4-Methoxybenzylamine, molecular formula is C8H11NO, 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. HPLC of Formula: C8H11NO

4-Methoxybenzylamine (600 g, 4.37 mol) and 4-methoxybenzaldehyde (532 mL, 4.37 mol) were added to a 10 L RBF at ambient temperature. An exotherm was observed and a white precipitate formed. The mixture was stirred for 1 h and then anhydrous EtOH (4.8 L) was added. After an additional 15-3 0 mm at RT, sodium borohydride granules (99 g, 2.62 mol) were added portionwise over 2 h (during the addition of the NaBH4, the internal temperature of the reaction rose to 42 C), and the mixture was further stirred at RT overnight. The reaction was then quenched slowly with water (600 mL) and then was concentrated in vacuo. The residue was partitioned between water (4 L) and DCM (4 L), and the aqueous layer was extracted with more DCM (2 x 2 L). The combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo to provide 361.01 (1112 g, 99% yield) as a semi-solid. The material was used directly in the next step without futher purification. 1H-NMR (400 MHz, CDC13) oe 7.28 (t, J=7. 1 Hz, 4H), 6.89 (d, J=8.6 Hz, 4H), 3.83 (m, 6H), 3.76 (s, 4H). LCMS-ESI (pos.) m/z: 258.4 (M+H)t

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2393-23-9, its application will become more common.

Reference:
Patent; AMGEN INC.; BROWN, Matthew; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HOUZE, Jonathan; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YEH, Wen-Chen; (815 pag.)WO2018/97944; (2018); A1;,
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These common heterocyclic compound, 588-63-6, name is (3-Bromopropoxy)benzene, 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: 588-63-6

General procedure: Bromoethane (0.45 mL, 6 mmol) was dropped to the mixture of 8 (0.86 g, 3 mmol), K2CO3 (0.83 g, 6 mmol) and KI (catalytic amount) in CH3CN. The mixture was stirred at 35°C for 8 h. he reaction mixture was filtered. The filtrate was concentrated and purified by chromatography on a silica gel column, eluting with a mixture of ethyl acetate and petroleum ether to give the desired product. 4.1.4.23. (E)-Ethyl 3-{5-[(biphenyl-4-ylmethyl)(3-phenoxypropyl)amino]methyl}furan-2-ylacrylate (12i). Compound 12i (1.29 g, 86.6percent yield) was synthesized from 11 (1.26 g, 3 mmol) and (3-bromopropoxy)benzene (0.77 g, 3.6 mmol) according to the procedure used to synthesize 9a; oil; MS (EI) m/z 495 (M+).

The synthetic route of (3-Bromopropoxy)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Feng, Taotao; Wang, Hai; Su, Hong; Lu, Hui; Yu, Liqin; Zhang, Xiaojin; Sun, Haopeng; You, Qidong; Bioorganic and Medicinal Chemistry; vol. 21; 17; (2013); p. 5339 – 5354;,
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