Category: 2734-70-5

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. 2734-70-5, name is 2,6-Dimethoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2,6-Dimethoxyaniline

To a solution of 5-methylfuran-2-carboxylic acid (1.0 g, 8.0 mmol, 1 equiv) and 2,6- dimethoxyaniline (1.46 g, 9.5 mmol, 1.2 equiv) in DCM (10 mL) were added DMAP (44 mg, 0.4 mmol, 0.05 equiv) and EDCI (1.5 g, 9.6 mmol, 1.2 equiv) successively at room temperature. The resulting mixture was stirred at room temperature overnight. The reaction mixture was diluted with EtOAc (100 mL), washed with water (3*20 mL) and brine (50 mL), dried over anhydrous Na2S04, and concentrated in vacuo. The residue was purified by flash column chromatography (eluted with PE/EtOAc = 20/1 ~ 1/1) to afford the title compound N-(2,6-dimethoxyphenyl)-5-methylfuran-2-carboxamide as a white solid (1.23 g, 59 % yield). LC-MS: m/z 262.1 (M+H)+

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 2734-70-5.

Reference:
Patent; ANNAPURNA BIO INC.; TANG, Haifeng; BOYCE, Sarah; HANSON, Michael; NIE, Zhe; (213 pag.)WO2019/169193; (2019); A1;,
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Ether | (C2H5)2O – PubChem

Synthetic Route of 2734-70-5, These common heterocyclic compound, 2734-70-5, name is 2,6-Dimethoxyaniline, 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 0.5 M solution of the acid 9/10 in dichloromethane under nitrogen atmosphere, was added oxalyl chloride (2 eq.) and a few drops of DMF at room temperature. After effervescence subsided, the mixture was heated to reflux at 45 ¡ãC for 2 h. It was then cooled to room temperature, concentrated in vacuo, co-evaporated three times with toluene and then re-dissolved in dichloromethane. The aniline (2 eq.) was then added at 0 ¡ãC, followed by DIPEA (3 eq.) and the mixture stirred overnight at room temperature. The reaction was quenched by addition of NaHCO3 and the aqueous layer was extracted three times with dichloromethane. The combined organic layer was washed once with brine, dried over Na2SO4 and concentrated in vacuo. Purification by silica gel chromatography using a toluene/acetone or dichloromethane/methanol solvent system gave access to the pure protected amides (30percent?75percent yields).

The synthetic route of 2734-70-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chofor, Rene; Risseeuw, Martijn D.P.; Pouyez, Jenny; Johny, Chinchu; Wouters, Johan; Dowd, Cynthia S.; Couch, Robin D.; Van Calenbergh, Serge; Molecules; vol. 19; 2; (2014); p. 2571 – 2587;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 2734-70-5, name is 2,6-Dimethoxyaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 2,6-Dimethoxyaniline

To a solution of 2,6-dimethoxyaniline (500 g, 3.25 mol, 1 eq) in DCM (5.0 L) was added 2,6- lutidine (1.5 L, 13.0 mol, 4 eq). The reaction mixture was cooled to 0 C (internal temperature) and CSC12 (374 mL, 4.88 mol, 1.5 eq) was added drop-wise. The reaction mixture was allowed to stir for 2 h. The solvent was then evaporated in vacuo, and the initial mass was purified by Si02 column to provide 2-isothiocyanato-1,3- dimethoxybenzene, Example 28.0 as white solid. LCMS-ESI (pos.) m/z: (M+H) = 196. 1H NMR (400 MHz, CDC13) oe 7.16 (t, J= 8.48 Hz, 1H), 6.55 (d, J= 8.48 Hz, 2H), 3.90 (app s, 6H).

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; AMGEN INC.; CHEN, Yinhong; DRANSFIELD, Paul John; HARVEY, James S.; HEATH, Julie Anne; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; PATTAROPONG, Vatee; SWAMINATH, Gayathri; YEH, Wen-Chen; RAMSDEN, Philip Dean; (434 pag.)WO2018/93577; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 2734-70-5, name is 2,6-Dimethoxyaniline, A new synthetic method of this compound is introduced below., Product Details of 2734-70-5

To a solution of 6-ethoxypicolinic acid (2.2 g, 13.2 mmol, 1 equiv) and 2,6- dimethoxyaniline (2.2 g, 14.5 mmol, 1.2 equiv) in DCM (40 mL) were added DMAP (80 mg, 0.6 mmol, 0.05 equiv) and EDCI (3.0 g, 15.8 mmol, 1.2 equiv) successively at room temperature. The resulting mixture was stirred at room temperature overnight. The reaction was diluted with EtOAc (300 mL) and water (3*100 mL). The organic layers were separated, washed with brine (100 mL), dried over anhydrous Na2S04, and concentrated in vacuo. The residue was purified by flash column chromatography (eluted with PE/ EtOAc = 20/1-1/1) to afford the title compound N-(2,6-dimethoxyphenyl)-6-ethoxypicolinamide as a white solid (2.8 g, 70% yield). NMR (400 MHz, DMSO-de) d 9.35 (s, 1H), 7.89 (t, J = 7.6 Hz, 1H), 7.64 (d, J = 7.2 Hz, 1H), 7.26 (d, J = 8.4 Hz, 1H), 7.03 (d, J = 8.0 Hz, 1H), 6.73 (d, J = 8.4 Hz, 2H), 4.47 (q, J = 7.2 Hz, 2H), 3.75 (s, 6H), 1.35 (t, J = 7.2 Hz, 3H). LC-MS: m/z 303.1 (M+H)+

The synthetic route of 2734-70-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANNAPURNA BIO INC.; TANG, Haifeng; BOYCE, Sarah; HANSON, Michael; NIE, Zhe; (213 pag.)WO2019/169193; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 2734-70-5, name is 2,6-Dimethoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., 2734-70-5

To a solution of 2,6-dimethoxyaniline (0,5 g, 3 rnrnol) and 4-fluorobenzonitrile (0.5 g, 4 mmol) in toluene (10 ml) at 0 ¡ãC was added dropwise TMS-OTf (0.65 ml, 3.6 rnmol). The resulting mixture was stirred at 0 ¡ãC for 10 mm and heated to 110¡ãC for 15 hrs. Thereaction mixture was cooled to 0 ¡ãC, quenched with 1.5 M Na2T-fPO4 (10 mL) solution anddiluted with EtOAc. The organic layer was washed with 1.5 M Na2HPO4 solution and driedover sodium sulfate, concentrated to give a brown oil. The residue was purified by a silica gel (80 g) column and was eluted with 0-100percent 0.5percent TEA/EtOAc in DCM. Fractions containing compound 37a were combined and the solvent removed to give 37a (0.55 g, 2.0 mrnol, 61 percent yield) an off white solid. 1HNMR (500MHz, CDC13) 7.96 (br s, 2H), 7.10 (br s, 2H), 7.02(t, J 8.0 Hz, 1H), 6.64 (d, J¡ã¡ã 7.7 Hz, 2H), 4.68 (hr s, 2H), 3.80 (s, 6H).

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; BRISTOL-MYERS SQUIBB COMPANY; MENG, Wei; CHAO, Hannguang J.; FINLAY, Heather; LAWRENCE, R., Michael; MYERS, Michael C.; (154 pag.)WO2017/96130; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem