Category: 5013-77-4

Electric Literature of 5013-77-4,Some common heterocyclic compound, 5013-77-4, name is N-Methyl-2,4-dichlorobenzylamine, molecular formula is C8H9Cl2N, 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: 6.11. 4-Chloro-N-(2,4-dichlorobenzyl)pyrimidin-2-amine (13) and 2-chloro-N-(2,4-dichlorobenzyl)pyrimidin-4-amine (14); 2,4-Dichlorobenzylamine (1.0 mL, 7.4 mmol) was added to a stirring solution of 2,4-dichloropyrimidine (1.0 g, 6.7 mmol) and DIPEA (1.8mL, 10.1mmol) in anhydrous DCE (10mL) and the reaction mixture was stirred at 20C under a nitrogen atmosphere for 24h. LCMS showed the presence of a mixture of regioisomers (System A, RT=1.10min, 63% and 1.25min, 27%). The reaction mixture was diluted with water (50mL) and extracted with DCM (3×50mL). The combined organic extracts were washed with brine (50mL), dried using a hydrophobic frit and evaporated under reduced pressure. The residue was purified by column chromatography on a silica column, using a gradient of 0-100% ethyl acetate-cyclohexane over 40 min. The appropriate fractions were combined and evaporated under reduced pressure to afford the two regioisomers as white solids: less-polar isomer 13 (400 mg, 21%) and the more-polar isomer 14 (950 mg, 49%); 6.23 2-Chloro-N-(2,4-dichlorobenzyl)-N-methylpyrimidin-4-amine (24) Prepared from 12 (0.50 g, 3.4 mmol), N-methyl-(2,4-dichlorobenzyl)amine (0.64 g, 3.4 mmol) and DIPEA (1.3 mL, 7.4 mmol) according to the procedure described for the preparation of 14 to give 24 (0.39 g, 38%) as a white solid: 1H NMR delta (400 MHz, CD3OD) 8.04 (br. s, 1H), 7.52 (d, J = 2.0 Hz, 1H), 7.31 (dd, J = 8.0, 2.0 Hz, 1H), 7.12 (d, J = 8.0 Hz, 1H), 6.66 (br. s, 1H), 4.89 (s, 2H) (obscured by HOCD3), 3.13 (br. s, 3H); LCMS (System A, UV, ES) RT = 1.28 min, [M + H]+ = 302, 304, 306, 100% purity.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route N-Methyl-2,4-dichlorobenzylamine, its application will become more common.

Reference:
Article; Shukla, Lena; Ajram, Laura A.; Begg, Malcolm; Evans, Brian; Graves, Rebecca H.; Hodgson, Simon T.; Lynn, Sean M.; Miah, Afjal H.; Percy, Jonathan M.; Procopiou, Panayiotis A.; Richards, Stephen A.; Slack, Robert J.; European Journal of Medicinal Chemistry; vol. 115; (2016); p. 14 – 25;,
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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. 5013-77-4, name is N-Methyl-2,4-dichlorobenzylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of N-Methyl-2,4-dichlorobenzylamine

General procedure: To a stirring solution of carboxylic acid (10 mmol, 1.0equiv) in dry DMF (10 mL) in a two-neck flask under argon atmosphere at -10 oC, HOBt (hydrate form, 1.76 g, 13 mmol,1.3 equiv) was added followed by the addition of DIPEA (2.26 mL, 13 mmol, 1.3 equiv) and EDCI (2.02 g, 13 mmol, 1.3equiv). The reaction mixture was stirred at -10 oC for 30 min before an appropriate amine (10 mmol, 1.0 equiv) was addedand allowed to warm to room temperature. After 16 h, the reaction mixture was treated with 10% citric acid solution (25mL) and extracted with DCM. The organic phase was washed with saturated NaHCO3 solution (2 ×), followed with waterand brine, dried over anhydrous Na2SO4, filtered, and evaporated in vacuo to remove solvents. The crude product waspurified by silica gel flash chromatography (EtOAc-Heptane).

The synthetic route of 5013-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mai, Anh Hung; Pawar, Sonalika; De Borggraeve, Wim M.; Tetrahedron Letters; vol. 55; 33; (2014); p. 4664 – 4666;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 5013-77-4, name is N-Methyl-2,4-dichlorobenzylamine, belongs to chlorides-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 5013-77-4, Recommanded Product: N-Methyl-2,4-dichlorobenzylamine

Into a 250-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 2-bromo-l-(4-bromophenyl)ethanone (9 3 g, 33 45 mmol, 1 00 equiv) in dioxane (100 mL), t?ethylamine (5 0 g, 1 50 equiv), and (2,4-dichlorophenyl)-N- methylmethanamine (64 g, 33 68 mmol, 1 00 equiv) The resulting solution was stirred for 2 h at 250C The solids were filtered out The filtrate was used for next step directly.

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; ARDELYX, INC.; CHARMOT, Dominique; JACOBS, Jeffrey, W.; LEADBETTER, Michael, Robert; NAVRE, Marc; CARRERAS, Chris; BELL, Noah; WO2010/78449; (2010); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 5013-77-4, 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. 5013-77-4 name is N-Methyl-2,4-dichlorobenzylamine, 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.

Into a 100-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 2-bromo 1- (3-mtrophenyl)ethanone (2 g, 8 23 mmol, 1 00 equiv), t?ethylamme (3 4 g, 4 00 equiv), (2,4 dichlorophenyl)-N methylmethanamine (1 9 g, 10 05 mmol, 1 20 equiv), 1,4- dioxane (50 mL) The resulting solution was stirred for 2 h at room temperature at which time it was judged to be complete by LCMS The mixture was concentrated under vacuum and the residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1 100-1 50) This resulted in 1 5 g (50%) of 2-((2,4- dichlorobenzyl)(methyl)ammo)-l-(3-nitrophenyl)ethanone as a yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-Methyl-2,4-dichlorobenzylamine, and friends who are interested can also refer to it.

Reference:
Patent; ARDELYX, INC.; CHARMOT, Dominique; JACOBS, Jeffrey, W.; LEADBETTER, Michael, Robert; NAVRE, Marc; CARRERAS, Chris; BELL, Noah; WO2010/78449; (2010); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

5013-77-4, 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. 5013-77-4, name is N-Methyl-2,4-dichlorobenzylamine, This compound has unique chemical properties. The synthetic route is as follows.

Into a 50-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 2-bromo 1 -phenyl ethanone (1 g, 5 05 mmol, 1 00 equiv) in 1,4-dioxane (20 mL) and (2,4-dichlorophenyl)-N-methylmethanamme (1 1 g, 5 82 mmol, 1 15 equiv) T?ethylamine (2 g, 19 80 mmol, 3 92 equiv) was added dropwise with stirring at 2O0C The resulting solution was stirred for 1 h at 2O0C in an oil bath The solids were filtered out The resulting mixture was concentrated under vacuum The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1 50) This resulted in 1 4 g (90%) of the title compound as a yellow oil.

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; ARDELYX, INC.; CHARMOT, Dominique; JACOBS, Jeffrey, W.; LEADBETTER, Michael, Robert; NAVRE, Marc; CARRERAS, Chris; BELL, Noah; WO2010/78449; (2010); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

5013-77-4, 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. 5013-77-4, name is N-Methyl-2,4-dichlorobenzylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 80 1-Methyl-3-{6-[N-methyl-N-(2,4-dichlorobenzyl)amino]hexanoyl}indole (Compound No. 1-295) A procedure similar to that described in Example 53 was repeated, but using 1-methyl-3-(6-bromohexanoyl)indole and N -methyl- N -(2,4-dichlorobenzyl)amine as starting materials, in relative proportions similar to those used in that Example, to obtain the title compound as an oil, with an Rf value of 0.28, using ethyl acetate as developing solvent.

The synthetic route of N-Methyl-2,4-dichlorobenzylamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANKYO COMPANY LIMITED; EP562832; (1993); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics