Category: 65185-58-2

Synthetic Route of 65185-58-2,Some common heterocyclic compound, 65185-58-2, name is 2-Bromophenethylamine, molecular formula is C8H10BrN, 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.

10.1.2: Methyl[2-(2-bromophenyl)ethyl]carbamate 5 g of 2-(2-bromophenyl)ethanamine and 10 g of potassium carbonate in 30 cm3 of anhydrous tetrahydrofuran are stirred under an inert atmosphere at a temperature close to 10 C. 2.5 cm3 of methyl chlorocarbonate in solution in 10 cm3 of tetrahydrofuran are poured into the reaction mixture. After returning to a temperature close to 20 C., the reaction mixture is heated for 2 h at the reflux of the solvent. The potassium carbonate is filtered and washed with tetrahydrofuran. The filtrate is concentrated using a rotary evaporator under reduced pressure (5 kPa). 3.43 g of methyl[2-(2-bromophenyl)ethyl]carbamate are obtained in the form of a colorless thick oil NMR: 2.85 (t, J=6.5 Hz, 2H); 3.22 (q, J=6.5 Hz, 2H); 3.51 (s, 3H); 7.18 (m, 1H); 7.22 (broad t, J=6.5 Hz, 1H); 7.31 (m, 2H); 7.59 (d, J=8.0 Hz, 1H)

The synthetic route of 65185-58-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS; US2010/197725; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 65185-58-2, name is 2-Bromophenethylamine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-Bromophenethylamine

General procedure: To a cooled (0 C) solution of CH2Cl2 (25 mL) and pyridine (10 mL) was added 5 (1 g, 5 mmol).The solution was stirred for five minutes followed by the addition of the acyl chloride (5 mmol, 1eq). The resulting mixture was warmed to room temperature and stirred one hour, then the solvent was removed under reduce pressure. The crude product was purified by flash chromatography with CH2Cl2.

According to the analysis of related databases, 65185-58-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Balieu, Sebastien; Toutah, Krimo; Carro, Laura; Chamoreau, Lise-Marie; Rousseliere, Helene; Courillon, Christine; Tetrahedron Letters; vol. 52; 22; (2011); p. 2876 – 2880;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 65185-58-2, name is 2-Bromophenethylamine, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

4m was then obtained by following the general procedure. A solution of compound 3 (160 mg, 0.81 mmol) in n-BuOH (6 mL) was treated with DIEA (114 mg, 0.89 mmol) and 2-chlorophenethylamine (162 mg, 0.81 mmol). Compound 4m was purified from this crude material by column chromatography (silicagel, n-hexane/EtOAc=3:1) (118.6 mg, 40.1%). 1H-NMR (400 MHz, DMSO-d6) delta 8.88 (t, J=5.2 Hz, 1H, N-H), 8.21 (d, J=7.6 Hz, 1H), 7.79 (t, J=8.4 Hz, 1H), 7.58 (t, J=15.6 Hz, 2H), 7.52 (t, J=8.4 Hz, 1H), 7.40-7.26 (m, 2H), 7.16 (td, J=8.6, 2.0 Hz, 1H), 3.70-3.60 (m, 2H, -CH2-), 3.11 (t, J=7.6 Hz, 2H, -CH2-). 13C-NMR (100 MHz, DMSO-d6) delta161.6, 157.4, 150.7, 138.8, 134.1, 133.0, 131.6, 129.0, 128.3, 127.1, 126.6, 124.5, 123.5, 114.0, 41.2, 34.8; LRMS (ESI) m/z: 363.2 ([M+H]+).

The synthetic route of 65185-58-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Board of Regents of the University of Oklahoma; Wang, Weidong; Lee, Jae Wook; (35 pag.)US2019/47988; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 65185-58-2,Some common heterocyclic compound, 65185-58-2, name is 2-Bromophenethylamine, molecular formula is C8H10BrN, 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.

Step A – Preparation of Int Int 59-1 To a stirred solution of 2-bromophenethylamine (20 g, 0.1 mol) in dichloromethane (200 mL ) was added 2,6-lutidine (1 1.8 g, 0.1 1 mol) and 2,2,2-trifluoroacetic anhydride (23.1 g, 0.1 1 mol) at room temperature. The solution was stirred at room temperature for 3 hrs. The solution was washed with IN hydrochloric acid. The organic layer were washed with brine, dried over anhydrous sodium sulfate then filtered. The filtrate was concentrated in vacuum to give the crude product Int 59-1 which was used directly without further purification. MS-ESI (m/z): 295 (M+H) +.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; COBURN, Craig, A.; MALETIC, Milana, M.; LUO, Yunfu; QI, Zhiqi; LI, Chun Sing; YU, Tingting; WO2015/73308; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 65185-58-2,Some common heterocyclic compound, 65185-58-2, name is 2-Bromophenethylamine, molecular formula is C8H10BrN, 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.

10.1.2: Methyl[2-(2-bromophenyl)ethyl]carbamate 5 g of 2-(2-bromophenyl)ethanamine and 10 g of potassium carbonate in 30 cm3 of anhydrous tetrahydrofuran are stirred under an inert atmosphere at a temperature close to 10 C. 2.5 cm3 of methyl chlorocarbonate in solution in 10 cm3 of tetrahydrofuran are poured into the reaction mixture. After returning to a temperature close to 20 C., the reaction mixture is heated for 2 h at the reflux of the solvent. The potassium carbonate is filtered and washed with tetrahydrofuran. The filtrate is concentrated using a rotary evaporator under reduced pressure (5 kPa). 3.43 g of methyl[2-(2-bromophenyl)ethyl]carbamate are obtained in the form of a colorless thick oil NMR: 2.85 (t, J=6.5 Hz, 2H); 3.22 (q, J=6.5 Hz, 2H); 3.51 (s, 3H); 7.18 (m, 1H); 7.22 (broad t, J=6.5 Hz, 1H); 7.31 (m, 2H); 7.59 (d, J=8.0 Hz, 1H)

The synthetic route of 65185-58-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS; US2010/197725; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 65185-58-2, These common heterocyclic compound, 65185-58-2, name is 2-Bromophenethylamine, 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.

Example 95 (4R,6R,7R)-1-(2-(2-bromo)phenyl)ethyl-4,7-di(tert-butyldimethyl-silyloxy)-4,5,6,7-tetrahydro-1H-indole-4,6-carbolacame (22). A solution of allylketone III-1 (example 2) (500 mg, 1.14 mmol) in dicloromethane (50 mL) was placed into a gas-washing bottle and cooled down to -78 C. in a dry ice bath. The mixture was then flushed with argon for 5 min, oxygen for 5 min and then with an oxygen/ozone mixture for 12 min The end of the reaction was indicated by a 5% potassium iodide/water solution turning orange, which was located at the exit. Afterwards, the reaction mixture was flushed for 10 min with argon to remove excess ozone. The gas-washing bottle was taken from the cooling bath and the content was slowly warming up to room temperature. The solvent was evaporated under reduced pressure to afford an oil (500 mg) which was dissolved in a 1:1 mixture of dichloromethane-acetic acid (2 mL). The resultant solution was treated at 0 C. with 2-(2-bromo)phenylethylamine (0.18 mL, 1.25 mmol) and it was stirred for 30 min The reaction mixture was neutralized with powdered sodium bicarbonate and it was diluted with dichloromethane and water. The organic layer was separated and the aqueous layer was extracted twice with dichloromethane. All the combined organic extracts were dried (anh. Na2SO4), filtered and concentrated under reduced pressure. The obtained residue was purified by columm chromatography over silica gel, previously neutralized with triethylamine-hexanes (5:95), using diethyl ether-hexanes (5:95) as cluent to afford compound 22 (150 mg, 23%) as a colourless oil. [alpha]D20=-109.0 (c1.3, in CHCl3). 1H NMR (250 MHz, CDCl3) delta 7.60-7.50 (m, 1H, ArH), 7.15-7.07 (m, 2H, 2*ArH), 6.60-6.55 (m, 1H, ArH), 6.50 (d, J=2.7 Hz, 1H, H-2), 6.14 (d, J=2.7 Hz, 1H, H-3), 4.50 (dd, J=5.5 and 3.5 Hz, 1H, H-6), 4.18 (d, J=3.5 Hz, 1H, H-7), 4.07 (m, 2H, NCH2), 3.29-3.19 (m, 1H, CHHAr), 3.09-2.93 (m, 1H, CHHAr), 2.47 (d, J=10.5 Hz, H-5eq), 2.38 (dd, J=10.5 and 5.5 Hz, H-5ax), 0.97 (s, 9H, C(CH3)3), 0.88 (s, 9H, C(CH3), 0.22 (s, 3H, CH3), 0.18 (s, 3H, CH3), 0.14 (s, 3H, CH3) and 0.14 (s, 3H, CH3) ppm. 13C NMR (63 MHz, CDCl3) delta 175.9 (C), 137.2 (C), 132.6 (CH), 130.8 (CH), 128.7 (CH), 127.9 (CH), 124.7 (C), 123.8 (C), 123.4 (C), 121.2 (CH), 103.5 (CH), 76.5 (CH), 74.2 (C), 64.1 (CH), 46.5 (CH2), 38.3 (CH2), 38.2 (CH2), 25.7 (2*C(CH3)3), 18.2 (C(CH3)3), 18.0 (C(CH3)3), -2.9 (CH3), -3.0 (CH3), -4.1 (CH3) and -4.3 (CH3) ppm. IR (KBr) 1799 (C=O) cm-1. MS (CI) m/z (%) 606 and 608 (MH-). HRMS calcd for C29H45O4NSi281Br (MH+): 608.2050; found, 608.2043.

Statistics shows that 2-Bromophenethylamine is playing an increasingly important role. we look forward to future research findings about 65185-58-2.

Reference:
Patent; UNIVERSIDADE DE SANTIAGO DE COMPOSTELA; US2011/313032; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 65185-58-2, name is 2-Bromophenethylamine, belongs to bromides-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 65185-58-2, Computed Properties of C8H10BrN

General procedure: Under nitrogen atmosphere, dry CH2Cl2 (30 mL), amine (0.02 mol), and Et3N (0.05 mol) wereadded to a three-necked round bottom ask and stirred for 0.5 h, then chloroacetyl chloride droppedslowly and reacted for 3 h at room temperature. Then, the solution was washed with 2 mol L1hydrochloric acid (30 mL), saturated aq NaHCO3 solution (30 mL), and brine (40 mL), successively,then dried over anhydrous Na2SO4 and filtered. After evaporating CH2Cl2 in vacuum, the obtainedcrude product was rened by recrystallization using ethyl acetate/petroleum ether.

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Reference:
Article; Cai, Nan; Liu, Caixiu; Feng, Zhihui; Li, Xinghai; Qi, Zhiqiu; Ji, Mingshan; Qin, Peiwen; Ahmed, Wasim; Cui, Zining; Molecules; vol. 23; 4; (2018);,
Bromide – Wikipedia,
bromide – Wiktionary