Month: February 2021

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. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 20781-20-8

General procedure: Amine (1 mmol), 2-aminothiophenol (2 mmol), BODIPY photosensitizer (0.01 mmol, 1.0 mol%), and acetonitrile (5 mL) were added to a dry 10-mL flask. The flask was pressurized with air (2 bar) and then heated to 50 C. The solution was then irradiated using a 35-W xenon lamp through a cutoff filter (0.72M NaNO2 aqueous solution, which is transparent for light >385nm, because lamps could emit a small amount of ultraviolet light). After the reaction was completed, the solvent was evaporated under reduced pressure. The crude product was further purified using column chromatography.

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 20781-20-8.

Reference:
Article; Zhou, Zeyin; Yang, Weijun; Synthetic Communications; vol. 44; 21; (2014); p. 3189 – 3198;,
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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. 349-65-5, name is 2-Methoxy-5-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Methoxy-5-(trifluoromethyl)aniline

EXAMPLE 22 3-{4-[3-(2-Methoxy-5-trifluoromethylphenyl)-ureido]phenyl}-1H-pyrrolo[3,2-b]pyridine-2-carboxamide 82.4 mg (0.278 mmol) of triphosgene, followed by 0.223 cm3 of triethylamine, are added, at a temperature in the region of 20 C., under an argon atmosphere, to 0.2 g (0.793 mmol) of 3-(4-aminophenyl)-1H-pyrrolo-[3,2-b]pyridine-2-carboxamide in solution in 18 cm3 of tetrahydrofuran. After stirring for 1 hour at a temperature in the region of 20 C., 182 mg (0.952 mmol) of 2-methoxy-5-trifluoromethylphenylamine in solution in 17 cm3 of tetrahydrofuran are added. After stirring for 16 hours at a temperature in the region of 20 C., the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa), to give a residue which is purified by flash chromatography [eluent: dichloromethane/methanol/acetonitrile] (90/5/5 by volume)]. After concentration under reduced pressure of the fractions containing the expected product, 109 mg of 3-{4-[3-(2-methoxy-5-trifluoromethylphenyl)ureido]-phenyl}-1H-pyrrolo[3,2-b]pyridine-2-carboxamide are obtained in the form of a yellow solid that melts at around 194 C.; 1H NMR (300 MHz, (CD3)2SO d6, -delta in ppm): 3.99 (s: 3H); 6.97 (broad s: 1H); from 7.18 to 7.27 (m: 2H); 7.33 (dd, J=9 and 1 Hz: 1H); 7.56 (d, J=9 Hz: 2H); 7.63 (d, J=9 Hz: 2H); 7.66 (very broad s: 1H); 7.81 (dd, J=8 and 1.5 Hz: 1H); 8.40 (dd, J=4.5 and 1.5 Hz: 1H); 8.58 (m: 2H); 9.56 (s: 1H); 11.88 (very broad s: 1H). MS-ES+: m/z=470(+)=(M+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; AVENTIS PHARMA S.A.; US2007/259910; (2007); A1;,
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Application of 25245-34-5,Some common heterocyclic compound, 25245-34-5, name is 2-Bromo-1,4-dimethoxybenzene, molecular formula is C8H9BrO2, 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-Bromo-1,4-dimethoxybenzene 39a (250 mg, 1.15 mmol), 2-formylphenylboronic acid 34 (207 mg, 1.38 mmol), tetrakis(triphenylphosphine)palladium(0) (133 mg, 0.29 mmol) and CsF (437 mg, 2.88 mmol) were added to a microwave vial in dimethoxyethane (2 mL) as solvent and the solution was degassed for 2 min. The reaction mixture was transferred to a microwave reactor at 150 C and 150 W power with vigorous stirring for 30 min. On completion, the reaction mass was filtered off, adsorbed on silica and subjected to column chromatography (5% EtOAc/Hexane) to yield the product 40a as white low melting solid (246 mg, 1.02 mmol, 88%). 1H NMR (500 MHz, CDCl3) d 9.79 (1H, s, CHO), 8.01-7.97 (1H, m, ArH), 7.64 (1H, td, J = 7.5, 1.2 Hz, ArH), 7.48 (1H, t, J = 7.6 Hz, ArH), 7.38-7.34 (1H, m, ArH), 6.94 (1H, dd, J = 8.9, 3.0 Hz, ArH), 6.90 (1H, d, J = 8.9 Hz, ArH), 6.87 (1H, d, J = 3.0 Hz, ArH), 3.81 (3H, s, OMe), 3.67 (3H, s, OMe); 13C NMR (126 MHz, CDCl3) d 192.5, 153.8, 150.7, 141.6, 134.0, 133.7, 131.0, 127.8, 127.7, 126.6, 117.3, 114.4, 111.8, 55.9, 55.8.

The synthetic route of 25245-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pradeep, Priyamvada; Ngwira, Kennedy J.; Reynolds, Chevonne; Rousseau, Amanda L.; Lemmerer, Andreas; Fernandes, Manuel A.; Johnson, Myron M.; de Koning, Charles B.; Tetrahedron; vol. 72; 51; (2016); p. 8417 – 8427;,
Ether – Wikipedia,
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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. 634-36-6, name is 1,2,3-Trimethoxybenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H12O3

General procedure: 1 mL [Bmim]NO3, 0.5 mmolsubstrate and 0.25 mmol Br2 were added to a dried 45 mL tube equipped witha magnetic stirring (note: the air in the tube was not removed). Then thereaction tube was sealed to perform the reaction at 80 C for 24 h. Once thereaction time was reached, the mixture was cooled to room temperature and3 mL water was added. Then the desired product was extracted with CH2Cl2(3 10 mL). GC analysis of the mixture provided the GC yield of the product.The product in another parallel experiment was purified by columnchromatography, and identified by 1H NMR and 13C NMR.

The synthetic route of 634-36-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ren, Yun-Lai; Wang, Binyu; Tian, Xin-Zhe; Zhao, Shuang; Wang, Jianji; Tetrahedron Letters; vol. 56; 46; (2015); p. 6452 – 6455;,
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Adding a certain compound to certain chemical reactions, such as: 29578-39-0, name is 1-Bromo-3-fluoro-5-methoxybenzene, 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 29578-39-0, HPLC of Formula: C7H6BrFO

To a solution of Compound 187 (0.700 g, 3.41 mmol) in 1,4-dioxane (5 ml) were added Compound 188 (0.861 g, 4.10 mmol) and PdCl2(dtbpf) (0.223 g, 0.341 mmol), and then 2 mol/L aqueous solution of potassium carbonate (2.561 ml, 5.12 mmol), and the reaction mixture was stirred at 70C. After completion of the reaction, water was added to the reaction mixture, and the resulting mixture was extracted with chloroform, which was then concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain Compound 189 (0.667 g, 93.8%). Compound 189; Method B LC/MS retention time = 1.99 min. MS (ESI) m/z = 209.35(M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-3-fluoro-5-methoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; Shionogi & Co., Ltd.; TAMURA, Yuusuke; HINATA, Yu; KOJIMA, Eiichi; OZASA, Hiroki; (241 pag.)EP3187498; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1663-61-2, name is (Triethoxymethyl)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 1663-61-2, Safety of (Triethoxymethyl)benzene

General procedure: The starting hydrazide 4, 8e-i (10 mmol) was added to a mixture of the appropriate triethyl orthoester (10 mol) and 0.1 g p-TsOH in 20 mL of xylene and kept under reflux for 3 h (TLC). After cooling, the mixture was washed with water (30 mL), dried over MgSO4 and then concentrated under reduced pressure. The oily residue was subjected to column chromatography (silica gel, eluent: hexane/AcOEt, 1:2 v/v) or crystallised from benzene/hexane mixture.

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; Kudelko, Agnieszka; Zielin?ski, Wojciech; Ejsmont, Krzysztof; Tetrahedron; vol. 67; 40; (2011); p. 7838 – 7845;,
Ether – Wikipedia,
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Synthetic Route of 57478-19-0, These common heterocyclic compound, 57478-19-0, name is 4-(4-(Trifluoromethyl)phenoxy)aniline, 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.

General procedure: To a solution of benzoic acid derivatives (5 or 9 or 15 or 19, 1.0 equiv.) and HATU (1.1 equiv.) in DMF at room temperature, substituted amine (1.05 equiv.) and DIPEA (1.2 equiv.) were added sequentially. The reaction mixture was stirred at room temperature for 1-2h. The resulting mixture was diluted with 5% HCl, and extracted with EtOAc. The combined organic layers were washed with saturated aqueous NaHCO3 and brine, dried over anhydrous Na2SO4, concentrated, and recrystallized from MeOH to afford the crude product.

The synthetic route of 57478-19-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xie, Fangzhou; Liang, Yaoyao; Xia, Yu; Luo, Shuhua; Jiang, Faqin; Fu, Lei; Bioorganic Chemistry; vol. 92; (2019);,
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Adding a certain compound to certain chemical reactions, such as: 2734-70-5, name is 2,6-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 2734-70-5, Application In Synthesis of 2,6-Dimethoxyaniline

[0729j N-(2,6-dimethoxyphenyl)-6-methylnicotinamide, Example 370.1. To a stirred solution of 6-methylnicotinic acid (3.1 g, 22.8 mmol) and TEA (9.5 mL, 68.5 mmol) in DMF (76 mL) was added HATU (9.6 g, 25.1 mmol). After 3 mi 2,6- dimethoxyaniline (3.5 g, 22.9 mmol) was added. The resulting mixture was stirred at RT until LCMS analysis indicated that the reaction was complete. The reaction mixture was quenched using a mixture of saturated aqueous sodium bicarbonate and brine, then was extracted with EtOAc (4X). The combined organic layers were dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography (eluent: 25-100percent EtOAc/hexanes) to provide 370.1 (4.2 g, 68percent yield) as atan solid. LCMS-ESI (POS), mlz: 273.2 (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; AMGEN INC.; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HEATH, Julie Anne; HORNE, Daniel B.; HOUZE, Jonathan; KALLER, Matthew R.; KHAKOO, Aarif Yusuf; KOPECKY, David John; LAI, Su-Jen; MA, Zhihua; MCGEE, Lawrence R.; MEDINA, Julio C.; MIHALIC, Jeffrey T.; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; YANG, Kevin; YEH, Wen-Chen; DEBENEDETTO, Mikkel V.; FARRELL, Robert P.; HEDLEY, Simon J.; JUDD, Ted C.; KAYSER, Frank; (1266 pag.)WO2016/187308; (2016); A1;,
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Electric Literature of 1836-62-0, These common heterocyclic compound, 1836-62-0, name is 2-(2-Methoxyphenoxy)ethylamine, 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 1 : Preparation of carvedilol phosphate 4-(Oxiranylmethoxy)-9H-carbazole (75 gm) was added to 2-(2- methoxyphenoxy)ethylamine (140 gm) at room temperature, followed by stirring the reaction mixture for 37 hours at room temperature. Ethyl acetate (385 ml) was added to the reaction mass, followed by maintaining the resulting mass at room temperature for 1 hour 30 minutes. The resulting mass was cooled to 0 to 5C and then maintained at the same temperature for 1 hour 30 minutes. The separated solid was filtered, washed with chilled ethyl acetate and then dried to obtain carvedilol. To the carvedilol obtained was added acetone (300 ml) and water (100 ml) at room temperature. To the reaction mixture was added phosphoric acid (5 ml), followed by stirring the reaction mixture at room temperature. The separated solid was filtered and then dried to obtain 90 gm of carvedilol phosphate.

The synthetic route of 1836-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; RATHNAKAR REDDY, Kura; MURALIDHARA REDDY, Dasari; SUBASH CHANDER REDDY, Kesireddy; VAMSI KRISHNA, Bandi; WO2014/108921; (2014); A2;,
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These common heterocyclic compound, 767-91-9, name is 2′-Methoxyphenyl acetylene, 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: 2′-Methoxyphenyl acetylene

General procedure: A mixture of aryl iodide (2 mmol), aryl alkyne (2.4 mmol), Ni(OAc) 2 (10 mol %), Et3N (6 mmol) and 1,4-dioxane (15 mL) were charged into the reactor (steel bomb). The reactor was closed and pressurized to ~2bar CO and then stirred at 100 C for 4 h. The reaction Progress was monitored by TLC. The reaction mixture was cooled to room temperature, before being filtered through a pad of Celite. The filtrate was concentrated and purified by silica gel with a mixture of hexane and ethyl acetate to give the pure product. For all examples, reactions were performed on 100 mg scale of corresponding aryl iodides.

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

Reference:
Article; Charugandla, Renuka; Vangala, Markandeya Sarma; Chidara, Sridhar; Korupolu, Raghu Babu; Tetrahedron Letters; vol. 59; 34; (2018); p. 3283 – 3287;,
Ether – Wikipedia,
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