Category: 13078-79-0

Adding a certain compound to certain chemical reactions, such as: 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, 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 13078-79-0, Quality Control of 2-(3-Chlorophenyl)ethanamine

General procedure: 2.5mmol Thiazole-4-carboxyli acid and 2.0mmol amine were dissolved in 25mL DCM in a dry flask with continuous stirring, followed by the addition of 2.5mmol 3-(3-Dimethylaminopropyl)-1-Ethylcarbodiimide Hydrochloride (2.5mmol). When the temperature of the reaction system cooled to 0C, 50mg 4-dimethylaminopyridine (0.2mmol) was added dropwise and reacted for 1hat 0C. Then the reaction temperature was elevated to room temperature for another 4h. The reaction was stopped by adding 25mL saturated NaHCO3 solution and extracted twice with 20mL dichloromethane (2×20mL). The extracted organic layers were first dried by anhydrous Na2SO4, and then filtered and concentrated under vacuum distillation, obtaining the crude products. Finally, the crude products were further purified using column chromatography (ethy lacetate: petroleum ether, 1:5).

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; Li, Shengrong; Chen, Siyu; Fan, Jilin; Cao, Zhen; Ouyang, Weihao; Tong, Ning; Hu, Xin; Hu, Jie; Li, Peishan; Feng, Zifeng; Huang, Xi; Li, Yuying; Xie, Mingshan; He, Ruikun; Jian, Jingyi; Wu, Biyuan; Xu, Chen; Wu, Weijian; Guo, Jialiang; Lin, Jing; Sun, Pinghua; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 64 – 73;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, 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. Quality Control of 2-(3-Chlorophenyl)ethanamine

2-(1-isopropyl-6-oxo-3-(pyridin-2-yl)piperidin-3-yl)acetaldehyde44B (0.15 g, 0.58 mmol) was dissolved in dichloromethane (10 mL).(3-chlorobenzyl)methylamine is sequentially added thereto(0.098g, 0.69mmol), triethylamine(0.070 g, 0.69 mmol), anhydrous sodium sulfate (0.56 g).After reacting at room temperature overnight, sodium borohydride (0.035 g, 0.86 mmol) was added.Stirring was continued for 2 h, water (20 mL) was added andEtOAc was appliedThe organic phases were combined and washed with a saturated aqueous solution of brine (30 mL×1).Dry over anhydrous sodium sulfate, filter, and concentrate the filtrate.Column chromatography (dichloromethane/methanol = 30:1)Light yellow oily product 5-(2-((3-chlorobenzyl)amino)ethyl)-1-isopropyl-5-(pyridin-2-yl)piperidin-2-one (45A)(0.085 g, 45%).

The synthetic route of 2-(3-Chlorophenyl)ethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Fan Jiang; Zhu Fengfei; Chen Qingping; Wang Chengtao; (251 pag.)CN109206417; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, 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 13078-79-0, Computed Properties of C8H10ClN

F. 4-Chloro-2-((3-chlorophenethyl)amino)pyrimidine-5-carbonitrile A mixture of 2,4-dichloropyrimidine-5-carbonitrile (5.0 g, 28.90 mmol), 2-(3-chlorophenyl)ethanamine (4.78 g, 28.9 mmol) and DIEA (7.45 g, 57.8 mmol) in THF (50 mL) was stirred at 50 C. for 3 h. After cooling to room temperature, water (80 mL) was added and the aqueous layer was extracted with ethyl acetate (3*100 mL). The combined organic layers were washed with saturated aqueous ammonium chloride, brine, dried over anhydrous sodium sulfate and filtered. The filtrate was evaporated in vacuum to give the crude product, which was treated with ethyl acetate (30 mL) and stirred for 30 min. The mixture was filtered and dried to afford the title compound (3.20 g, 10.92 mmol, 38% yield). MS (ESI) m/z 293.1, 294.1 [M+H]+.

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-(3-Chlorophenyl)ethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Papa, Patrick; Cathers, Brian Edwin; CALABRESE, Andrew Antony; WHITEFIELD, Brandon Wade; BENNETT, Brydon; CASHION, Daniel; MORTENSEN, Deborah; HUANG, Dehua; TORRES, Eduardo; PARNES, Jason; SAPIENZA, John; HANSEN, Joshua; LEFTHERIS, Katerina; CORREA, Matthew; DELGADO, Maria Mercedes; RAHEJA, Neil; BAHMANYAR, Sami; HEGDE, Sayee; NORRIS, Stephen; PLANTEVIN-KRENITSKY, Veronique; US2015/175557; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 13078-79-0,Some common heterocyclic compound, 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, molecular formula is C8H10ClN, 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: A mixture of 26 (100mg, 0.27mmol), 4-tolylmethanamine (100mg, 0.08mL, 0.81mmol), BOP reagent (120mg, 0.27mmol), and triethylamine (80mg, 0.11mL, 0.81mmol) in anhydrous DMF (5mL) was stirred at 25C for 12h. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with brine, dried and filtered. Removal of the solvent gave a residue that was purified by column chromatography (silica gel, ethyl acetate:n-hexane=1:2 as eluent) to furnish 4 (70mg, 56%), mp 240-242C (from ethanol).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(3-Chlorophenyl)ethanamine, its application will become more common.

Reference:
Article; Famiglini, Valeria; La Regina, Giuseppe; Coluccia, Antonio; Pelliccia, Sveva; Brancale, Andrea; Maga, Giovanni; Crespan, Emmanuele; Badia, Roger; Clotet, Bonaventura; Este, Jose A.; Cirilli, Roberto; Novellino, Ettore; Silvestri, Romano; European Journal of Medicinal Chemistry; vol. 80; (2014); p. 101 – 111;,
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Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 13078-79-0, 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. 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, This compound has unique chemical properties. The synthetic route is as follows.

Triethylamine (153 muL, 1.10 mmol) was added dropwise at 0 C to a stirred suspension of 2-(1H-indol-3-yl)-2-oxoacetyl chloride (5; 208 mg, 1.00 mmol) and 2-(3-chlorophenyl)ethylamine (139 muL, 1.00 mmol) in anhydrous tert-butyl methyl ether (20 mL). The reaction mixture was stirred at 0 C for 15 min and then for 1 h at room temperature, monitoring the reaction by TLC analysis. After completion of the reaction the mixture was washed with a saturated NaHCO3 aqueous solution and water (3 × 20 mL in each case). The organic layer was dried over anhydrous Na2SO4 and evaporated. Recrystallization of the crude product from ethanol 70% yielded colourless crystals (33%).Mp.: 184-186 C; IR (KBr): 3347 cm-1 and 3190 cm-1 (NH), 2938 cm-1 (CH aliph.), 1657 cm-1 (CO); 1H NMR (DMSO-d6, 400.1 MHz): delta (ppm) = 2.88 (t, 2H, J = 7.0 Hz, NHCH2CH2), 3.50 (dt, 2H, J = 6.4/6.8 Hz, NHCH2CH2), 7.21-7.34 (m, 6H, ar-H), 7.52-7.57 (m, 1H, ar-H), 8.21-8.27 (m, 1H, ar-H), 8.67 (s, 1H, ar-H), 8.81 (t, 1H, J = 5.8 Hz, NH), 12.24 (s, 1H, indole-NH); 13C NMR (DMSO-d6, 100.6 MHz): delta (ppm) = 34.2 (CH2), 39.2 (CH2); 112.5, 121.2, 122.5, 123.4, 126.1, 127.5, 128.5, 130.1, 138.4 (tert. C); 112.1, 132.9, 136.3, 141.9, 163.6, 182.1 (quat. C, one signal is missing due to peak overlap); C18H15ClN2O2 (326.78); calcd. C 66.16, H 4.63, N 8.57; found C 65.84, H 4.60, N 8.31; HPLC-purity: 99.3% at 254 nm and 98.9% at 280 nm, tN = 3.38 min, tM = 1.03 min (ACN/H2O; 55:45), lambdamax: 256 nm and 327 nm.

The chemical industry reduces the impact on the environment during synthesis 2-(3-Chlorophenyl)ethanamine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Schmidt, Stefanie; Preu, Lutz; Lemcke, Thomas; Totzke, Frank; Schaechtele, Christoph; Kubbutat, Michael H.G.; Kunick, Conrad; European Journal of Medicinal Chemistry; vol. 46; 7; (2011); p. 2759 – 2769;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 13078-79-0, 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. 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 42; N3-[2-(3-Chlorophenyl)ethyl]-N1-(2,3-dihydro-lH-inden-2-yl)-V-(2-{[2-(4-hydroxy-2- oxo-2,3-dihydro-l,3-benzothiazol-7-yl)ethyl]amino}ethyl)-beta-alaninamide bis- trifluoroacetic acid salt; The acrylamide as prepared in Example 41 step ii) (200 mg) was dissolved in ethanol (15 ml), 3-chlorophenethylamine (160 mg) was added and the mixture was stirred at room temperature for 5 days. The solvents were removed in vacuo and the residue was purified by flash chromatography on silica using ethyl acetate (100%), changing to 1% 0.88010 ammonia and 10% methanol in ethyl acetate as the eluents. The residue was treated with hydrogen bromide 30 wt % solution in acetic acid (3 ml), and the mixture was stirred at room temperature for 2 h. Toluene (1 ml) was added to the reaction and all solvents were removed in vacuo (x3). The residue was purified by reverse phase HPLC (5-95% acetonitrile in aqueous TFA) to give the title compound (19 mg).I51H NMR 90C delta (DMSO) 7.34-7.27 (3H, m), 7.21 (3H, d), 7.14 (2H, s), 6.81 (IH, d), 6.72(IH, d), 4.73 (IH, t), 3.55 (2H, s), 3.21-3.11 (12H, m), 2.51 (2H, m), 2.95 (2H, m), 2.80(2H, t).MS (Multimode +) 579.2 [(M-salt)+H]+ 0

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-(3-Chlorophenyl)ethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/75026; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, 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 13078-79-0, category: chlorides-buliding-blocks

GammaAlpha1 r2-(3-Chloro-phenyl)-ethyll-carbamic acid methyl ester At 0 C, methyl chloroformate (4.6 g, 48 mmol) was added drop wise to a solution of 2-(3- chloro-phenyl)-ethylamine (5.0 g, 32 mmol) and Et3N (6.4 g, 64 mmol) in DCM (100 mL). After the addition, the mixture was stirred at room temperature for 0.5 hours. The organic layer was washed with water (3 x 30 mL), IN HCl (20 mL) and brine (30 mL), dried over anhy. Na2S04, filtered and concentrated in vacuo. After vacuum drying, the title compound was obtained (6.49 g, 95%) as a white solid. MS: 214.1 (M+H)+.

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-(3-Chlorophenyl)ethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; AEBI, Johannes; AMREIN, Kurt E.; CHEN, Junli; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; LI, Dongbo; MAERKI, Hans Peter; MARTIN, Rainer E.; MAYWEG, Alexander; TAN, Xuefei; WU, Jun; YU, Jianhua; (109 pag.)WO2016/55394; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, A new synthetic method of this compound is introduced below., Computed Properties of C8H10ClN

To a solution of 2-(3-chlorophenyl)ethanamine (0.778 g, 5 mmol) and triethyl amine (1.05 mL, 7.5 mmol) in dichloromethane, was added 2,4,6- trimethylbenzene- l-sulfonyl chloride (1.09 g, 5 mmol) portion wise. The mixture was allowed to stir for 1 h at ambient temperature. The reaction mixture was washed with HC1 (2N) (3 x 50 mL), water and brine. The organic layer was dried over anhydrous MgS04 and concentrated in vacuo to obtain the title compound.

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; THE SCRIPPS RESEARCH INSTITUTE; KAMENECKA, Theodore, Mark; BURRIS, Thomas; WO2014/85453; (2014); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 13078-79-0, 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 13078-79-0 as follows.

Example S15; Preparation of (4-tert-butyl-benzyl)-[2-(3-chloro-phenyl)-ethyl]-amine; 0.38 ml of 4-tert-butylbenzaldehyde (2.25 mmol) and 0.215 ml 2-(3-chloro-phenyl)-ethylamine (1.5 mmol) were dissolved in 4.5 ml methanol at rt, and after stirring for 30 min at rt, were refluxed for 2.5 h. After cooling down to rt, 85 mg (2.25 mmol) sodium borohydride were added and after stirring for 5 min at rt, the reaction mixture was then refluxed for 4 h. After cooling down to rt, the reaction mixture was treated with 4 drops 1 N HCl and concentrated in vacuo. The residue was diluted with water/EtOAc. After separation of the organic phase, the aqueous phase was extracted with EtOAc and the combined organic phases were washed with brine, dried with magnesium sulfate, filtered off and concentrated in vacuo. The residue was purified by column chromatography (40 g silica gel; EtOAc/heptane 1:2) to give 465 mg light yellow oil (100%). MS (ISP) 302.3 (M+H)+.

According to the analysis of related databases, 13078-79-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Conte-Mayweg, Aurelia; Kuehne, Holger; Luebbers, Thomas; Maugeais, Cyrille; Mueller, Werner; Pflieger, Philippe; US2006/30613; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, 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 13078-79-0, Recommanded Product: 13078-79-0

Step v) 3-(3-ChlorophenethyIamino)-N-cycIoheptyl-N-(2-(2-(8-hydroxy-2-oxo-l,2- dihydroquinolin-5-yl)ethylamino)ethyl)propanamide bis(trifluoroacetate)Benzyl 2-(N-cycloheptylacrylamido)ethyl(2-(8-hydroxy-2-oxo- 1 ,2-dihydroquinolin-5- yl)ethyl)carbamate (100 mg) [Step iv] and 2-(3-chlorophenyl)ethylamine (88 mg) were combined in ethanol (1.1 mL) and and heated within a CEM Discover microwave at 100 0C until the reaction was completed, as judged by LCMS (30 minutes). The mixture was then concentrated in vacuo prior to addition of acetic acid (3 mL) followed by 33% HBr in acetic acid (2 mL). The resulting solution was stirred for 2 h then concentrated in vacuo and the residue purified by reverse phase preparative HPLC (eluting with acetonitrile 0.1%5 aqueous trifluoroacetic acid). Product containing fractions were combined and concentrated in vacuo to afford the title compound as a solid (50 mg). MS (APCI+) 553 [M+H]+ 1H NMR (399.826 MHz, DMSO) delta 10.47 (s, IH), 10.34 (s, IH), 8.62 – 8.46 (m, 4H), 8.08 – 8.01 (m, IH), 7.41 – 7.31 (m, 3H), 7.27 – 7.22 (m, IH), 6.94 – 6.87 (m, 2H), 6.58 io (d, J = 10.0 Hz, IH), 3.72 – 3.63 (m, IH), 3.49 – 3.43 (m, 2H), 3.30 – 3.01 (m, 10H), 2.99 – 2.92 (m, 2H), 2.85 – 2.79 (m, 2H), 1.80 – 1.37 (m, 12H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(3-Chlorophenyl)ethanamine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/75025; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics