Category: ethers-buliding-blocks

Related Products of 1758-46-9, The chemical industry reduces the impact on the environment during synthesis 1758-46-9, name is 2-Phenoxyethylamine, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of (0.137 g, 1 mmol)-2-phenoxy ethylamine-(1.0 mmol) triethylamine-and catalyst amount of DMAP was dissolved in 20 mL dichloromethane, then (R)-2-{4-[(3-chloro-5-trifluoromethylpyridin-2-yl)oxy]phenoxy}propanoic acyl chloride was added dropwise and stirred for 1 h at room temperature. When the reaction was complete, the mixture was washed with water and brine, dried over anhydrous sodium sulfate, and vacuumed to distillate solvent. Moreover, the crude product was purified with column chromatography silica gel using PE and EtOAc as eluent to give white solid 3a-m.p. 138~140C, yield 80.1% [alpha]20 D +20.33 (c 1, CH2Cl2); 1 H NMR (400 MHz, CDCl3) delta-7.85 (d, J = 2.2 Hz, 1H, pyridine), 7.50 (dd, J1 = 9.0, J2 = 2.2 Hz, 1H, pyridine), 7.29 (s, 1H, C6H5), 7.25 (s, 1H, C6H5), 7.04 (d, J = 9.0 Hz, 2H, C6H4), 6.94 (t, J = 9.0 Hz, 3H, C6H5), 6.84 (d, J = 8.7 Hz, 2H, C6H4), 4.67 (q, J = 6.8 Hz, 1H, CHCH3), 3.97~4.10 (m, 2H, COOCH2), 3.70 (m, 2H, OCH2), 1.58 (d, J = 6.8 Hz, 3H, CH3). EI-MS m/z 480.1 [M + ]. Analysis calculated for C21H21ClFN3O3S C 64.78, H 4.78, N 9.06; found C 64.76, H 4.70, N 9.03.

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-Phenoxyethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hui, Yang Zi; Indian Journal of Heterocyclic Chemistry; vol. 28; 3; (2018); p. 385 – 387;,
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Electric Literature of 262587-05-3, These common heterocyclic compound, 262587-05-3, name is 1-Bromo-3-(difluoromethoxy)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.

93 mg of 1 -bromo-3(dofluoromethoxy)benzene (0.42 mmol; 1.00 eq) and the successively 142 mg of 1 -[3-methyl-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl]azetidine-3-carboxylic acid (preparation 9; 0.42 mmol; 1.00 eq) dissolved in 4 mE of DME, 3.4 mg of Pd(dppf)C12, CH2C12 (0.01 eq.) and finally 127 mg of CsF (0.83 nnol; 2.00 eq) were introduced into a microwave- resistant 10 mE reaction vessel. The reaction mixture was microwave-irradiated for 1 h at 120 C. The reaction medium was then taken up with ethyl acetate and water, while adjusting the pH to 6, and then extracted with ethyl acetate and washed with brine. The organic phase was dried over magnesium suflate, filtered and concentrated under vacuum. The residue was purified by flash chromatography (l3iotage 10 g silica 15-40 jtmlliquid deposit in dichloromethane) using a cyclohexane/0% to 100% dichloromethane gradient. The fractions containing the targeted product were combined and then evaporated, under reduced, pressure to give 99 mg of title compound in the form of a colorless oil,Yld: 33%.10548] ?H NMR (300 MHz, CHC13-d) oeppm 2.24 (s, 3H)3.41-3.49 (m, 1H) 3.62 (s, 3H) 3.92-4.02 (m, 4H) 6.18 (s, 1H) 6.32 (s, 1H) 6.43 (t, J=74 Hz, 1H) 6.68 (s, 1H) 6.93-6.96 (m, 1H) 7.19-7.3 1 (m, 3H).EC-MS mlz (M+H): 348.

The synthetic route of 262587-05-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INVENTIVA; BOUBIA, Benaissa; MASSARDIER, Christine; GUILLIER, Fabrice; POUPARDIN, Olivia; TALLANDIER, Mireille; AMAUDRUT, Jerome; BONDOUX, Michel; FEENSTRA, Roelof Williem; VAN DONGEN, Maria Johana Petronella; (207 pag.)US2017/66717; (2017); A1;,
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Related Products of 5473-01-8,Some common heterocyclic compound, 5473-01-8, name is 2-Bromo-6-methoxyaniline, molecular formula is C7H8BrNO, 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 B: 2-Amino-3-bromophenol. To an ice cooled solution of 6-bromo-2-anisidine (1.01 g, 5 mmol) in methylene chloride (30 mL) was slowly added a 1.0 M solution of boron tribromide in methylene chloride (10 mL, 10 mmol) via syringe. The reaction was slowly warmed to room temperature and stirred overnight. Methanol (10 mL) was added and the solvents removed by rotoevaporation to give the title compound (0.87 g, 92percent yield).

The synthetic route of 5473-01-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US6291511; (2001); B1;,
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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. 1758-46-9, name is 2-Phenoxyethylamine, A new synthetic method of this compound is introduced below., Product Details of 1758-46-9

An oven-dried vial was subsequently charged with 0.1 eq. of a palladium source [Pd], 0.2 eq. (biph)P(Eu)2, 1.0 eq. 1 -(3-chloro-4-nitro-phenyl)-4-methyl-piperazine and 1.4 eq. base. The vial was evacuated and purged with argon, and the respective amine HNR1R2 (1.3 eq.) was added. The solvent was added to obtain a concentration of 1.0 M of the arylhalide 1-(3-chloro-4-nitro-phenyl)-4-methyl-piperazine. The vial was sealed and heated to 1100C for 22 h.The reaction mixture was transferred into a flask using H2O and MeOH and the total volume was reduced to less than 10 mL Purification was achieved by prep. HPLC. In order to remove any ammonium formate derivative formed during preparative HPLC, the resulting product was taken up in chloroform, extracted twice with saturated aq. NaHCO3, the combined aq. phases were re-extracted with chloroform, and the combined organic phases were dried over MgSO4.

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; LABORATORIOS DEL DR. ESTEVE, S.A.; WO2006/69807; (2006); 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 39021-83-5 as follows. Recommanded Product: 39021-83-5

A solution of 1,4-dimethoxy-2,3-dimethylbenzene 1 (1.00 g, 6.02 mmol) and N-bromosuccinimide (2.36 g, 13.2 mmol) in 1,1,1-trichloroethane (20 cm3) was heated under reflux for 1 h with visible irradiation. The mixture was filtered and the filtrate evaporated to leave the product 4 as a brown crystalline solid (0.55 g, 55%)

According to the analysis of related databases, 39021-83-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Aitken, R. Alan; Jethwa, Siddharth J.; Richardson, Neville V.; Slawin, Alexandra M.Z.; Tetrahedron Letters; vol. 57; 14; (2016); p. 1563 – 1566;,
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Adding a certain compound to certain chemical reactions, such as: 1535-75-7, name is 2-(Trifluoromethoxy)aniline, 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 1535-75-7, HPLC of Formula: C7H6F3NO

General procedure: Acetamides (1a-1x, 1ab, 1ac and 1ba-1bc). To a solution of 2-phenylacetic acid (7.0mmol), 2-(trifluoromethoxy)aniline (7.7mmol) in anhydrous CH2Cl2 (25mL) were added EDCI (1.745g, 9.1mmol) and DMAP (256.6mg, 2.1mmol). The reaction mixture was stirred at room temperature overnight, diluted with HCl (1M) aqueous solution, and extracted with CH2Cl2 (3×25mL). The combined organic phase was washed with saturated NaHCO3 aqueous solution and brine, dried over anhydrous Na2SO4, and concentrated under vacuum. Purification by flash chromatography (Silica gel, petroleum ether: ethyl acetate=50: 1 as eluent) gave the corresponding 2-phenyl-N-[2-(trifluoromethoxy)phenyl]acetamide compound.

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; Zhao, Xiao-Jing; Zhao, Jie; Sun, Xin; Liu, Ji-Kai; Wu, Bin; Tetrahedron; vol. 73; 25; (2017); p. 3463 – 3477;,
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Adding a certain compound to certain chemical reactions, such as: 109-85-3, name is 2-Methoxyethylamine, 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 109-85-3, Product Details of 109-85-3

To a colorless solution of methyl 3-fluoro-4-nitrobenzoate (50 g, 250 mmol) in THF (400 mL) was added Et3N (40.7 g, 402 mmol, 55.8 mL) followed by addition of 2-methoxyethylamine (30.2 g, 402 mmol) in THF (100 mL), dropwise, at RT. The resultant yellow solution was stirred at 55 C. for 18 h. The solution was cooled to RT and concentrated under reduced pressure to remove THF. The resultant yellow solid was dissolved in EtOAc (800 mL) and washed with sat. aq. NH4Cl (250 mL). The aq. phase was separated and extracted with EtOAc (200 mL). The combined organic layers were washed with brine (3*250 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to yield methyl 3-((2-methoxyethyl)amino)-4-nitrobenzoate (60.2 g , 94%) as a yellow solid. 1H NMR (CDCl3) 6 8.23 (d, 1H), 8.17 (br s, 1H), 7.58 (d, 1H), 7.25(dd, 1H), 3.95 (s, 3H), 3.69-3.73 (m, 2H), 3.56 (m, 2H), 3.45 (s, 3H); LC-MS(ES+): 255.4 (M+H).

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; Pfizer Inc.; Aspnes, Gary Erik; Bagley, Scott W.; Curto, John M.; Dowling, Matthew S.; Edmonds, David; Flanagan, Mark E.; Futatsugi, Kentaro; Griffith, David A.; Huard, Kim; Ingle, Gajendra; Jiao, Wenhua; Limberakis, Chris; Mathiowetz, Alan M.; Piotrowski, David W.; Ruggeri, Roger B.; (73 pag.)US2018/170908; (2018); A1;,
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These common heterocyclic compound, 1758-46-9, name is 2-Phenoxyethylamine, 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. Computed Properties of C8H11NO

General procedure: A 10mL microwave vial was charged with 4 or 5 or 6 (1.0 mmol), a small excess (1.2 mmol) of 2-phenoxy- or (2-methoxyphenoxy)-or (2,6-dimethoxyphenoxy)-ethanamine and a catalytic amount ofpotassium iodide in 1 mL of 2-methoxyethanol. The reaction wasstirred under microwave irradiation at 160 °C (pressure 100 PSI, power 50 W) for 30 min. Then the solvent was evaporated under reduced pressure. The residue was taken up with EtOAc, basified with 5percent NaOH. The organic layer was dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by flash column chromatography.

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

Reference:
Article; Franchini, Silvia; Manasieva, Leda Ivanova; Sorbi, Claudia; Battisti, Umberto M.; Fossa, Paola; Cichero, Elena; Denora, Nunzio; Iacobazzi, Rosa Maria; Cilia, Antonio; Pirona, Lorenza; Ronsisvalle, Simone; Arico, Giuseppina; Brasili, Livio; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 435 – 452;,
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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. 29578-39-0, name is 1-Bromo-3-fluoro-5-methoxybenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 29578-39-0

A suspension of 3-bromo-5-fluoro-anisole (20.0 g, 97.55 mmol, 1.0 eq.), ethyl prop-2-enoate (12.6 g, 146.3 mmol, 1.5 eq.), and tri-o-tolylphosphine (2.37 g, 7.8 mmol, 8mol%) in triethylamine (175 mL) was degassed and then palladium(II) acetate (0.44 g, 1.96 mmol, 2mol%) was added to the reaction mixture. The mixture was kept at reflux temperature for 13 days (the reaction had a very slow but steady progress, during this time additional Pd-source and phosphine were added – once 2 and 8 mol% Pd and phosphine and once 1 and 4 mol% Pd and phosphine). The reaction mixture was cooled to room temperature. Volatiles were removed in vacuo, and water (300 mL) was added to the residue. The mixture was extracted with ethyl acetate (3xl50mL). The combined organic layers were washed with aq. HCl (IN, 100 mL), brine (200 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The crude material was purifed by flash column chromatography using as eluent petroleum ether/ethyl acetate 9 to 1, giving the titled compound as an off-white solid in 74% yield.

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; KARO BIO AB; WO2009/121910; (2009); A1;,
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Synthetic Route of 41789-95-1,Some common heterocyclic compound, 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine, molecular formula is C9H13NO, 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.

Synthesis of 2-(((3- Methoxybenzyl)(methyl)amino)methyl)quinazolin-4(3H)-one (C). To a solution of 718 mg (3.69 mmol) of 2-(chloromethyl)-4(3H)-quinazolinone (A) in 6 mL of DMF was added 1.3 mL (1.34 g, 8.86 mmol) of 1-(3-methoxyphenyl)-N- methylmethanamine (B). The resulting solution was stirred at 120oC for 2 hours under microwave irradiation. After cooling to room temperature, the mixture was poured into 100 mL of water. The aqueous mixture stood for 5 minutes and then was extracted three times with 75-mL portions of ethyl acetate. The combined organic layers were washed with brine, dried (Na2SO4) and concentrated in vacuo. The crude product was dissolved in minimal amount of ethyl acetate and precipitated by adding drops of hexanes to afford 629 mg (55%) of C as a light orange solid: 1H NMR (400 MHz, DMSO-d6) delta 11.95 (s, 1H), 8.12 (d, J = 8.0 Hz, 1H), 7.80 (td, J = 7.4, 1.2 Hz, 1H), 7.65 (d, J = 8.4 Hz, 1H), 7.50 (t, J = 7.6 Hz, 1H), 7.23 (t, J = 8.0 Hz, 1H), 7.01 (s, 1H), 6.95 (d, J = 7.6 Hz, 1H), 6.81 (dd, J = 8.0, 2.4 Hz, 1H), 3.75 (s, 3H), 3.61 (s, 2H), 3.56 (s, 2H), 2.19 (s, 3H); 13C NMR (100.5 MHz, DMSO-d6) delta 161.6, 159.2, 154.7, 148.4, 139.9, 134.3, 129.1, 127.0, 126.4, 125.8, 121.3, 121.1, 114.5, 112.5, 60.8, 59.8, 54.9, 41.5; ESI-HRMS m/z: [M+H]+ calcd for C18H19N3O2310.1550, found 310.1462.

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

Reference:
Patent; UNIVERSITY OF LOUISVILLE RESEARCH FOUNDATION, INC.; CLARK, Geoffrey J.; TRENT, John O.; BURLISON, Joseph A.; (112 pag.)WO2017/19537; (2017); A1;,
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