Category: 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. Recommanded Product: 2-(3-Chlorophenyl)ethanamine

ii) N3-[2-(3-Chlorophenyl)ethyl]-N-(2,2-dimethylpropyl)-N-(2-{[2-(4-hydroxy-2-oxo-2,3- dihydro-1 ,3-benzothiazol-7-yl)ethyl]amino}ethyl)-beta-alaninamide bis-trifluoroacetic acid salt; Example 7 step i) (110 mg) was dissolved in ethanol (1.5 ml), 3-chlorophenethylamine (101 mg, 90 ul) was added and the mixture was stirred at 5O0C for 18 h. The solvents were removed in vacuo and the residue was re-dissolved in dichloromethane (0.5 ml). This solution was cooled in an ice/water bath, hydrogen bromide 30 wt % solution in acetic acid (0.5 ml) was added, 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. The residue was azeotroped with toluene, then ethanol (x2) before being purified by reverse phase HPLC (5-45% acetonitrile in aqueous TFA) to give the title compound (62 mg).1H NMR delta (DMSO) 11.76-11.72 (IH, m), 10.16-10.12 (IH, m), 8.84-8.76 (IH, m), 8.68-8.48 (3H, m), 7.40-7.31 (3H, m), 7.27-7.22 (IH, m), 6.88-6.83 (IH, m), 6.77-6.73 (IH, m), 3.59 (2H, t), 3.28-3.07 (1OH, m), 2.95 (2H, t), 2.87-2.75 (4H, m), 0.98-0.87 (9H, m). MS (Multimode +) 533 [(M-salt)+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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/75026; (2008); A1;,
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Electric Literature 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.

General procedure: Under nitrogen atmosphere, ethanol (30 mL), immediate III (3 mmol) and titanium (IV) isopropoxide (9 mmol) were added to a three-necked round bottom flask and stirred for 0.5 h, then the substituted ethylamine (3 mmol) was dropped into the solution and stirred for 3 h at room temperature. Subsequently, sodium borohydride (4.5 mmol) was added to the flask slowly, the reductive amination reaction was maintained for 3 h. According to the TLC monitoring results, the ammonia water (2 mol L-1, 10 mL) was poured into the flask to quench the reaction. The resulting mixture was filtered in vacuum and evaporated on rota vapor (Buchi). Hereafter, dissolved the residue with ethyl acetate (50 mL), and the solution was washed with 2 mol L-1 hydrochloric acid (30 mL), saturated aq NaHCO3 solution (30 mL), and brine (40 mL), successively, dried over anhydrous Na2SO4 and filtered. Solvent was evaporated in vacuum, and the residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate as eluents). Finally, the samples were recrystallized from ethyl acetate / petroleum ether to afford target compounds with higher purity.

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:
Article; Cai, Nan; He, Lu; Wang, Kai; Feng, Zhihui; Cui, Zining; Ji, Mingshan; Qi, Zhiqiu; Qin, Peiwen; Li, Xinghai; Bioorganic and Medicinal Chemistry Letters; vol. 30; 4; (2020);,
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13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, belongs to chlorides-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. name: 2-(3-Chlorophenyl)ethanamine

General procedure: 7-(2-Bromoethyl)-8-(hydroxymethyl)-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione (4) (100 mg, 0.32 mmol) was dissolved in dryCH2Cl2 (30 mL) and cooled to 0 C. A solution of PBr3 (90 lL,0.94 mmol) in dry CH2Cl2 (20 mL) was added dropwise. The solutionwas allowed to warm to rt and stirred for 1 h. Then it was cooled to0 C again and the excess of PBr3 was carefully hydrolyzed by slowaddition of saturated aq NaHCO3 solution (5 mL). The pH was set at8 by addition of more saturated aq NaHCO3 solution. Then, theorganic layer was separated and the aqueous layer extracted withCH2Cl2 (2 50 mL). The combined organic extracts were dried overNa2SO4 and the solvent was removed under reduced pressure. Thecrude 7-(2-bromoethyl)-8-bromo-1,3-dimethylpurine-2,4-dione (5) was dissolved in a mixture of dimethoxyethane (10 mL) anddiisopropylethylamine (DIPEA) (0.5 mL). Then, the appropriateamine (0.64 mmol)wasadded and the solutionwasstirred overnightat rt. The volatiles were removed under reduced pressure andtetrahydropyrazino[2,1-f]purinediones 6-63 precipitated uponaddition ofH2O(20 mL). For purification, thecompounds were eitherfiltered off and washed with H2O (3 5 mL) and subsequently withdiethylether (3 10 mL), or subjected to column chromatography(silica gel, gradient of CH2Cl2/MeOH 1:0 to 40:1).

The synthetic route of 13078-79-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Brunschweiger, Andreas; Koch, Pierre; Schlenk, Miriam; Rafehi, Muhammad; Radjainia, Hamid; Kueppers, Petra; Hinz, Sonja; Pineda, Felipe; Wiese, Michael; Hockemeyer, Joerg; Heer, Jag; Denonne, Frederic; Mueller, Christa E.; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5462 – 5480;,
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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.

Example 220 N-(2-(3-Chlorophenyl)ethyl)-3-benzoylbenzylamine Combine 3-benzoylbenzaldehyde (0.45 g, 2.1 mmol), and (3-chlorophenyl)ethylamine (0.3 ml, 2.1 mmol) and 3A molecular sieves (1.0 g) in MeOH (30 ml). Heat to reflux. After 3 hours, cool, filter, and concentrate to give a residue. Dissolve the residue in dichloroethane (20 ml), add acetic acid (0.12 ml, 2.1 mmol) and sodium triacetoxyborohydride (0.6 g, 2.94 mmol) and stir at ambient temperature. After 2 hours, concentrate the reaction mixture and add dichloromethane (90 ml) and extract sequentially with distilled water (50 ml) and then brine (50 ml). Dry the organic layer over Na2SO4 and give a residue. Chromatograph the residue on silica gel eluting with EtOAc to give the title compound as the base. The oxalate using the method of Example 67 to give the title compound: mp 196-198C, Mass: m/z 350.4 (M+), Anal. Calcd for C24H22ClNO5: C, 65.53; H, 5.04; N, 3.18. Found: C, 65.27; H, 5.20; N, 3.13.

The synthetic route of 13078-79-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; Chen, Zhaogen; Cohen, Michael Philip; Fisher, Matthew Joseph; Gillig, James Ronald; McCowan, Jefferson Ray; Miller, Shawn Christopher; Schaus, John Mehnert; Giethlen, Bruno; (141 pag.)EP1859798; (2015); B1;,
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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., SDS of cas: 13078-79-0

Example 4; [0215] 14-[2-(3-Chlorophenyl)ethylearbamoyllthiazol-2-ylmethyllcarbamic acid tert- butyl ester: 2- (Boc-aminomethyl)thiazole-4-carboxylic (0.5 g, 1.9 mmol) and HATU (0.81 g, 2.1 mmol) were weighed into a flask. DMF (7 mL) and DIEA (0.68 mL, 3.9 mmol) were added. The mixture was stirred for 10 minutes. 2-(3- Chlorophenyl)ethylamine (0.3 g, 1.9 mmol) was added and reaction mixture was stirred for 12 hours. The mixture was diluted EtOAc and water. The layers were separated and the aquous layer was extracted with 3 x EtOAc. The combined organic layers were washed with 5% aqueous lithium chloride and brine, dried over sodium sulfate, filtered, and concntrated in vacuo. The material was purifed by filtration through a plug of silica gel with 1: 1 EtOAc: hexane to afford the title compound (0.73 g, 95%) : 1H NMR (400 MHz, d6-DMSO) : 8.42 (t, 1H), 8.10 (s, 1H), 7.85 (t, 1H), 7.27 (m, 3H), 7.16 (m, 1H), 4.38 (d, 2H), 3.46 (q, 2H), 2.82 (t, 2H), 1.39 (s, 9H) ; MS (ESI-LCMS) for C14H14ClN3O3S: 340 (MH-tBu+).

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 13078-79-0.

Reference:
Patent; EXELIXIS, INC.; WO2005/97765; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common heterocyclic compound, 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, molecular formula is C8H10ClN, 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. 13078-79-0.

General procedure: To compound 5, 6 or 7 (1 equiv) and the appropriate alkylamine(1.3 equiv) in anhydrous DMF (10 mL/mmol) were added DIEA (3equiv) and PyBOP (1 equiv), and the reaction mixturewas stirred atroom temperature under argon. When the reaction was complete(2 h – 4 h), the solvents were removed under reduced pressure togive a residue that was taken up in CH2Cl2. The solution waswashed with saturated aqueous NaHCO3, then water. The organiclayer was dried over Na2SO4 and then evaporated in vacuo. Purificationby flash chromatography afforded the corresponding amidederivatives 8, 9 or 10 (yield: 40-76%).

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

Reference:
Article; Paoletti, Julie; Assairi, Liliane; Gelin, Muriel; Huteau, Valerie; Nahori, Marie-Anne; Dussurget, Olivier; Labesse, Gilles; Pochet, Sylvie; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 1041 – 1056;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common heterocyclic compound, 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, molecular formula is C8H10ClN, 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. 13078-79-0.

General procedure: Compound 3 (0.37 g, 1 mmol), 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide (EDC, 0.29 g,1.5 mmol), 1-hydroxybenzotrizole (HOBT, 0.20 g, 1.5 mmol) and CHCl3 (20 mL) were stirred at roomtemperature for 1 h, and then different amines (3 mmol) were added. The solution was stirred atroom temperature overnight. Then the solvent was poured into water and extracted with ethylacetate (20 mL ¡Á 3). The solution was dried over anhydrous Na2SO4 and concentrated. The residues were purified by flash chromatography with chloroform/petroleum ether (2:1, v/v) elution.

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

Reference:
Article; Li, Bo; Huang, Ai-Ling; Zhang, Yi-Long; Li, Zeng; Ding, Hai-Wen; Huang, Cheng; Meng, Xiao-Ming; Li, Jun; Molecules; vol. 22; 7; (2017);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, belongs to chlorides-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. 13078-79-0

To a solution of 13 (40.0mg, 0.09mmol) in 5mL of CH2Cl2 was added the respective amine and the reaction mixture was stirred for 4hat room temperature and N2 atmosphere. Water (20mL) was added to the reaction mixture and the layers were separated. The aqueous layer was extracted with CH2Cl2 (3¡Á40mL), the combined CH2Cl2 layers were washed with water (30mL), dried over anhydrous Na2SO4, filtered and the solvent was removed under vacuum to get the crude product that was purified by preparative TLC (CH2Cl2/MeOH 20:1) to give the urea product.

Statistics shows that 13078-79-0 is playing an increasingly important role. we look forward to future research findings about 2-(3-Chlorophenyl)ethanamine.

Reference:
Article; Figueiredo, Sandra A.C.; Salvador, Jorge A.R.; Cortes, Roldan; Cascante, Marta; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 422 – 437;,
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Chlorides – an overview | ScienceDirect Topics

13078-79-0, The chemical industry reduces the impact on the environment during synthesis 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, I believe this compound will play a more active role in future production and life.

At 0C, 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 HC1 (20 mL) and brine (30 mL), dried over anhy. Na2SO4, 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).

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:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; AEBI, Johannes; AMREIN, Kurt; CHEN, Wenming; HORNSPERGER, Benoit; KUHN, Bernd; LI, Dongbo; LIU, Yongfu; MAERKI, Hans P.; MARTIN, Rainer E.; MAYWEG, Alexander V.; TAN, Xuefei; WANG, Lisha; WU, Jun; ZHOU, Mingwei; WO2014/191336; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common heterocyclic compound, 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, molecular formula is C8H10ClN, 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. 13078-79-0.

Example 23; 3-[5,6-Bis(methyloxy)-2-pyridinyll-Lambda/-[2-(3-chlorophenylkthyll-2,4-dioxo-l,2,3,4- tetrahydrothieno[3,2-Patent; GLAXOSMITHKLINE LLC; SCHULZ, Mark, James; WANG, Younghui; GHERGUROVICH, Jonathan M.; WO2010/59555; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics