Category: 10541-78-3

These common heterocyclic compound, 10541-78-3, name is 2-Methoxy-N-methylaniline, 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. HPLC of Formula: C8H11NO

To a stirring dichloromethane (40 mL) solution containing 5-bromo-4- chloro-2-hydroxybenzoic acid (2.0 g, 8.0 mmol), were added triethylamine (2.2 mL, 16.0 mmol), HATU (4.5 g, 12 mmol) and 2-methoxyl-N-methylaniline (1.19 g, 8.7 mmol). The mixture was stirred at rt for 16 hrs and water was added. The organic layer was separated, washed with NaHCO3, dried over Na2SO4, filtered and concentrated. The residue was purified via silica gel flash column chromatography eluting with 20% ethyl acetate in hexane to afford 5-bromo-4-chloro-2-hydroxy-N-(2- methoxy-phenyl)-N-methyl-benzamide (300 mg). MS [M+H]+: 371.9; tR = 2.60 min (method 1)Alternatively, a mixture of 5-bromo-4-chloro-2-hydroxybenzoic acid (5 g, 19.9 mmol), 2-methoxy-N-methyaniline (3.13g, 22.9 mmol) and P2O5 (5.36g, 37. 8 mmol) in anhydrous xylene was heated at 60 0C for 2 hrs and then refluxed for 17 hrs. The mixture was concentrated and purified via silica gel flash column chromatography eluted with ethyl acetate in hexane (20%) to give 5-bromo-4-chloro-2-hydroxy-N-(2- methoxy-phenyl)-N-methyl-benzamide (3.3 g).

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

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2008/124610; (2008); A1;,
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Synthetic Route of 10541-78-3, 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. 10541-78-3, name is 2-Methoxy-N-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 2-methoxyl-N-methylaniline (27.7 mg, 0.2 mmol) and Et3AI (196 mul_, 1.9 M in toluene, 0.2 mmol) in 1 ,2-dichloroethane (1 mL) which was preheated at 50 0C for 10 min under N2 atomsphere, was added 4-chloro-5-(4-cyano-6- trifluoromethyl-pyridin-3-yl)-2-methoxy-benzoic acid methyl ester (50 mg, 0.14 mmol ). The mixture was sealed in N2 atomsphere and heated at 80 0C for 16 hrs. Upon cooling to rt, the mixture was quenched with 2 N HCI (5 mL) and diluted with 1 ,2- dichloroethane. The organic layer was separated and concentrated. The residue was purfied via reverse phase preparative LCMS to yield 4-chloro-5-(4-cyano-6- trifluoromethyl-pyridin-3-yl)-2-methoxy-N-(2-methoxy-phenyl)-N-methyl-benzamide 38- 1 (4.9 mg). MS [M+H]+ 475.9; tR = 5.91 min (method 3)

The chemical industry reduces the impact on the environment during synthesis 2-Methoxy-N-methylaniline. I believe this compound will play a more active role in future production and life.

Some common heterocyclic compound, 10541-78-3, name is 2-Methoxy-N-methylaniline, 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. Computed Properties of C8H11NO

Intermediate 36a (24 mg. 0.092 mmol), 2-methoxy- N-methylaniline (16 mg, 0.11 mmol), HAITI (38 mg, 0.10 mmol), and DIEA (64 sL, 0.37 mmol) were all combined in MeCN (1 mL) and stirred for 24 h at room temperature. The solution was then purified by preparative HPLC with a CIS silica gel stationary phase using a gradient of H20 0.05% TFA : CH3CN 0.05% TFA (70 :30 to 5 : 95) and detection by U V at 254 nm to give the title compound (18 mg, 52%) as a while solid. MS (ES, m/zy. 380 [M+if. 1H-NMR (400 MHz, CDCI3) delta 7.30-7.22 (m, 1H), 7.22-7.13 (m, 2H), 7.09 (d, J = 8.3 Hz, 1H), 6.88 (t, J- 7.5 Hz, I H), 6.68 (Patent; ARDELYX, INC.; LEWIS, Jason, G.; REICH, Nicholas; CHEN, Tao; JACOBS, Jeffrey W.; CHARMOT, Dominique; NAVRE, Marc; FINN, Patricia; CARRERAS, Christopher; SPENCER, Andrew; WO2013/96771; (2013); A1;,
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Application of 10541-78-3,Some common heterocyclic compound, 10541-78-3, name is 2-Methoxy-N-methylaniline, 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.

General procedure: Dichloromethane (20 mL) and phenylpropynoic acid (11 mmol) were added into a 50 mL round bottom glass flask, and then N-alkylaniline (10 mol) was added at 0 C. Thereafter, a solution of DCC (15 mol), DMAP (0.5 mmol) and dichloromethane (20 mL) was slowly added dropwise with stirring. The reaction mixture was allowed to warm to room temperature and then stirred overnight. The mixture was washed with 5 mL saturated NaCO3 solution, 5 mL saturated NaCl solution, and 5 mL water. The organic phase was dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate as the eluent) affording the corresponding N-phenylpropynamide 1.

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

Reference:
Article; Chen, Yuan; Chen, Yu-Jue; Guan, Zhi; He, Yan-Hong; Tetrahedron; vol. 75; 51; (2019);,
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Application of 10541-78-3,Some common heterocyclic compound, 10541-78-3, name is 2-Methoxy-N-methylaniline, 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.

General procedure: Dichloromethane (20 mL) and phenylpropynoic acid (11 mmol) were added into a 50 mL round bottom glass flask, and then N-alkylaniline (10 mol) was added at 0 C. Thereafter, a solution of DCC (15 mol), DMAP (0.5 mmol) and dichloromethane (20 mL) was slowly added dropwise with stirring. The reaction mixture was allowed to warm to room temperature and then stirred overnight. The mixture was washed with 5 mL saturated NaCO3 solution, 5 mL saturated NaCl solution, and 5 mL water. The organic phase was dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate as the eluent) affording the corresponding N-phenylpropynamide 1.

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

Reference:
Article; Chen, Yuan; Chen, Yu-Jue; Guan, Zhi; He, Yan-Hong; Tetrahedron; vol. 75; 51; (2019);,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 10541-78-3, name is 2-Methoxy-N-methylaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 10541-78-3

Bromoacetyl chloride (0.425 mL, 5.1 mmol) in dry dichloromethane (5 mL) was added dropwise to a solution containing the respective amine (4.1 mmol) and a catalytic amount of dimethylaminopyridine (DMAP) (0.150 g, 30 mmol %) in dry dichloromethane (20 mL) maintained in an ice bath under argon atmosphere. The resulting solution was stirred at 0 C for 30 min, and the temperature was then increased to 25 C. After stirring for additional 4 hours, the reaction mixture was diluted with diethyl ether (50 mL). All of the stirring time was accomplished under an argon atmosphere. The organic layers were washed sequentially with a solution of 1 N HCl (2 ¡Á 50 mL), water (1 ¡Á 100 mL), saturated aqueous NaHCO3 (3 ¡Á 50 mL), and brine (5% w/v, 1 ¡Á 50 mL). Finally, the organic solution was dried over anhydrous MgSO4 and evaporated under vacuum, and the residue was purified by flash chromatography on silica gel and eluted with chloroform-methanol (40:1).

The synthetic route of 10541-78-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Giacobbo, Bruno Couto; Pissinate, Kenia; Rodrigues-Junior, Valnes; Villela, Anne Drumond; Grams, Estevao Silveira; Abbadi, Bruno Lopes; Subtil, Fernanda Teixeira; Sperotto, Nathalia; Trindade, Rogerio Valim; Back, Davi Fernando; Campos, Maria Martha; Basso, Luiz Augusto; Machado, Pablo; Santos, Diogenes Santiago; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 491 – 501;,
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Adding a certain compound to certain chemical reactions, such as: 10541-78-3, name is 2-Methoxy-N-methylaniline, 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 10541-78-3, Quality Control of 2-Methoxy-N-methylaniline

This compound was obtained by reacting 2-methoxy-N-methylaniline (3.0 g, 21.9 mmol.) and cyclopentanone (9.20 g, 109mmol) in the presence of a catalytic amount of iodine (278 mg, 1.09 mmol).After purification on a silica gel column using hexanes-ethyl acetate (95: 5),compound 10a was obtained as a yellowish oil (2.35 g, 42%). 1H NMR (CDCl3, 400 MHz): delta 1.68-1.72(2H, m), 1.76-1.82 (2H, m), 1.85-1.92 (2H, m), 2.01-2.07 (2H, m), 2.51-2.56(2H, m),2.65-2.70 (2H, m), 4.05 (3H, s), 4.47 (1H, brs, NH), 5.01 (1H, m), 6.03(1H, m), 6.58 (1H, d, J = 7.6 Hz),6.60 (1H, d, J = 4.0 Hz), 6.65 (1H,dd, J = 7.6 and 4.0 Hz). 13CNMR (CDCl3, 100 MHz): delta 22.6, 24.1, 31.6, 32.4, 40.2, 55.8, 64.8,109.3, 115.9, 116.3, 120.5, 132.2, 132.3, 138.8, 145.4. EI-MS (GC-MS): m/z(5) 255 [M]+ (30), 227(100), 213(15)

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-Methoxy-N-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Fotie, Jean; Ayer, Suraj K.; Poudel, Binit S.; Reid, Carolyn S.; Tetrahedron Letters; vol. 54; 51; (2013); p. 7069 – 7073;,
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10541-78-3, name is 2-Methoxy-N-methylaniline, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C8H11NO

General procedure: To a stirred solution of amine derivative (3 .0 mmol ) in 10 mL of anhydrous py ridine under ice cooling, was addeda solution of 2 chlorosulfonyl benzoic acid 3.6 mmol ) in dichloroethane 10 mL) dropwise. The reaction mixturewas stirred at room temper ature under the nitrogen atmosphere for overnight. After completion of the reactio n(monitored by TLC), reaction mixture was diluted with chloroform (20 mL) and quenched with water (10 mL),extracted with chloroform (3x 3 0 mL), the organic layer was washed with 1N HCl (50 mL), then with water (50mL) The combined organic layers were dri ed over Na 2 SO 4 and evaporated in vacuo . The crude compoundrecrystallized from ethanol to afford the desired product 1a m

The synthetic route of 10541-78-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Junmin; Wang, Qiuhong; Li, Xiangkang; Zhao, Yongli; Arkivoc; vol. 2019; 6; (2019);,
Ether – Wikipedia,
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