Category: 58971-11-2

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. 58971-11-2, name is 3-Bromophenethylamine, A new synthetic method of this compound is introduced below., Safety of 3-Bromophenethylamine

A mixture of 2-(3-bromophenyl)ethanamine (0.7 mL, 4.9 mmol), acetic anhydride (1 mL, 10.6 mmol), triethylamine (1.4 mL, 10.0 mmol) and DCM (25 mL) was stirred at RT or 18 h, diluted with DCM (50 mL) and washed with NaHCO3 (aq. sat.) (50 mL). The organic phase was separated and dried over Na2SO4, filtered reduced in vacuo. The residue was purified by silica column chromatography eluting with 20-100% EtOAc in Pet. Ether to afford N-[2-(3-bromophenyl)ethyl]acetamide (1.19 g, 4.92 mmol, 99% yield). UPLC-MS (ES+, Method A): 1.41 min, m/z 243.9 [M+H]+.

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; REDX PHARMA PLC; JONES, Clifford, D.; BUNYARD, Peter; PITT, Gary; BYRNE, Liam; PESNOT, Thomas; GUISOT, Nicolas, E.S.; (318 pag.)WO2019/145729; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 58971-11-2, name is 3-Bromophenethylamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H10BrN

To a mixture of 2-(3-bromophenyl)ethanamine (485 mg, 2.42 mmol) and K2CO3 (469 mg, 3.39 mmol) in acetonitrile (7.3 mL) was added 1-bromo-2-methoxyethane (228 muL, 2.42 mmol), and the mixture was stirred ON at rt. The mixture was then heated at reflux for 6 h. An additional portion of 1-bromo-2-methoxyethane (75 muL, 0.80 mmol) was added, and heating was continued ON. The reaction mixture was filtered. The filtrate was concentrated, and residue purified by flash chromatography to provide 37A (189 mg, 30.2%). MS(ESI) m/z 257.9 (M+H).

The synthetic route of 58971-11-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SMALLHEER, Joanne M.; KICK, Ellen K.; VALENTE, Meriah Neissel; HU, Carol Hui; HALPERN, Oz Scott; JUSUF, Sutjano; (133 pag.)WO2018/5336; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 58971-11-2, 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. 58971-11-2, name is 3-Bromophenethylamine, This compound has unique chemical properties. The synthetic route is as follows.

4i was then obtained by following the general procedure. A solution of compound 3 (140 mg, 0.7 mmol) in n-BuOH (6 mL) was treated with DIEA (98.6 mg, 0.77 mmol) and 3-bromophenethylamine (154 mg, 0.77 mmol). Compound 4i was purified from this crude material by column chromatography (silicagel, n-hexane/EtOAc=3:1) (128.2 mg, 50.7%). 1H-NMR (400 MHz, CDCl3) delta 7.71-762 (m, 2H), 7.49 (d, J=8.4 Hz, 1H), 7.38-7.30 (m, 2H), 7.14-7.08 (m, 1H), 5.99 (s, 1H, -NH), 3.86 (dd, J=12.4, 6.8 Hz, 2H, -CH2-), 2.94 (t, J=7.2 Hz, 2H, -CH2-). 13C-NMR (100 MHz, CDCl3) delta 159.8, 156.7, 149.8, 147.2, 140.9, 139.9, 132.6, 130.9, 129.3, 128.9, 126.5, 125.3, 121.8, 119.6, 112.2, 41.3, 33.7. LC-MS (ESI) m/z: 362.0 ([M+H]+);

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

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

Adding a certain compound to certain chemical reactions, such as: 58971-11-2, name is 3-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 58971-11-2, Quality Control of 3-Bromophenethylamine

General procedure: Toa solution of 2a (20.0 g, 0.1 mol)and triethylamine (30.3 g, 0.3 mol) in DCM (350 mL) was added ethylchloroformate (12.9 g, 0.1 mol) dropwise at 0 oC and then stirred atroom temperature for 3 h. The reaction mixture was washed with 3M HCl (100 mL×2), dried over Na2SO4 and concentrated under reducedpressure. The residue was purified by silica gel column chromatography (PET/EA= 25:1, v/v) to afford compound 3a as colorless oil (22.3 g, 82.0%).

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

Reference:
Article; Sun, Zhaozhu; Zhou, Tian; Pan, Xuan; Yang, Ying; Huan, Yi; Xiao, Zhiyan; Shen, Zhufang; Liu, Zhanzhu; Bioorganic and Medicinal Chemistry Letters; vol. 28; 18; (2018); p. 3050 – 3056;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 58971-11-2, 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 58971-11-2 as follows.

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%).

According to the analysis of related databases, 58971-11-2, the application of this compound in the production field has become more and more popular.

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;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 58971-11-2, name is 3-Bromophenethylamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 3-Bromophenethylamine

Synthesis of 2-[3-(4,4,5,5-Tetramethyl-[l,3,2] dioxaborolan-2-yl)-phenyI]-ethyIamine; To a solution of 2-(3-bromo-phenyl)-ethylarnine (500 mg, 2.5 mmol) and 4,4, 5,5,4′ ,4′,5′,5′- octamethyl-[232′]bi[[l,3,2]dioxaborolanyl] (1.9 g, 7.5 mmol) in N, N-dimethylformamide (5.0 mL) was added potassium acetate (1.23 g, 12.5 mmol) and [1,1′- bis(diphenylphosphino)ferrocene]dichloropalladium(II) (185 mg, 0.250 mmol) and the solution was heated at 80 0C overnight. The solution was filtered through a plug of silica, washed with dichloromethane and the solvent was concentrated to afford the crude 2-[3- (4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-phenyl]-ethylamine. The crude material was carried on without further purification.

The synthetic route of 58971-11-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2007/76247; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 58971-11-2, The chemical industry reduces the impact on the environment during synthesis 58971-11-2, name is 3-Bromophenethylamine, I believe this compound will play a more active role in future production and life.

To a solution of methanesulfonyl chloride(1.60 mmol, 0.12 mL, 1.0 equiv) in ethanol (3 mL), 2-(3-bromophenyl)ethan-1-amine (3.20 mmol, 639mg, 2.0 equiv) was added and the mixture was stirred at room temperature. The reaction wasmonitored by TLC. After completion the solvent was removed under reduced pressure and theremaining solid dissolved in a small amount of water. The solution was applied to a C18 precolumnbefore purification on a 60 g C18 column with a gradient of acetonitrile in water (10-80%). The titlecompound (1.07 mmol, 295 mg, 66%) was obtained as a white solid.

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, 3-Bromophenethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Akhter, Sundus; Lund, Bjarte Aarmo; Ismael, Aya; Langer, Manuel; Isaksson, Johan; Christopeit, Tony; Leiros, Hanna-Kirsti S.; Bayer, Annette; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 634 – 648;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 58971-11-2,Some common heterocyclic compound, 58971-11-2, name is 3-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.

Example 116: 5-(1 -cyclohexyl-5-(methoxymethyl)-1 H-pyrazol-4-yl)-3-(1 ,2,3,4- tetrahydroisoquinolin-6-yl)-1 ,2,4-oxadiazoleStep 1: N-(3-bromophenethyl)-2,2,2-trifluoroacetamide; To a solution of 3-bromophenethylamine (2.46 g; 12.3 mmol) in DCM (15 mL) was added diisopropylamine (3.18 g; 24.6 mmol) and trifluoroacetic anhydride (2.84 g; 13.5 mmol) and the mixture was stirred for 16 hours. The solvent was removed in vacuo and the residue was triturated with DCM (1 mL) and petrol (10 mL) to give the title compound (2.57 g; 70 %) as a pale yellow solid. 1H NMR (CDCI3, 400MHz) delta 7.40 (1 H, d, J = 8.0 Hz), 7.36 (1 H, s), 7.21 (1 H, t, J = 7.8 Hz), 7.12 (1 H, d, J = 7.7 Hz), 6.37 (1 H, br s), 3.65-3.57 (2 H, m), 2.87 (2 H, t, J = 7.1 Hz).

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

Reference:
Patent; MERCK SERONO S.A.; QUATTROPANI, Anna; BAKER-GLENN, Charles; BLACKABY, Wesley; KNIGHT, Chris; WO2010/142628; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 58971-11-2, name is 3-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 58971-11-2, Product Details of 58971-11-2

Di-tert-butyl dicarbonate (0.30 g, 1.38 mmol) and triethylamine (0.44 mL, 3.13 mmol) were added to a stirred solution of [2-(3-bromophenyl)ethyl]amine (0.25 g, 1.25 mmol) in tetrahydrofuran (2 mL) and the mixture was stirred at room temperature. After 3 hours ethyl acetate and water were added to the mixture. The organic layer was washed with brine, dried (Na2SO4) and evaporated. Purification of the residue by flash chromatography (8:2 hexanes/ethyl acetate) gave the title compound (0.29 g, 77%) as a solid.LRMS (m/z): 300/302 (M+1)+.1 H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.44 (s, 9 H) 2.75-2.80 (m, 2 H) 3.36-3.41 (m, 2 H) 4.56 (br. s., 1 H) 7.10-7.20 (m, 2 H) 7.35 – 7.40 (m, 2 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, 3-Bromophenethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Almirall, S.A.; Vidal Juan, Bernat; Forns Berenguel, Maria Pilar; Castillo Mcquade, Marcos; Erra Sola, Montserrat; Mir Cepeda, Marta; EP2441755; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 58971-11-2, These common heterocyclic compound, 58971-11-2, name is 3-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.

A mixture of intermediate I-60 (8.0 g, 40 mmol, 1.0 eq) and 2,6-lutidine(4.8 mL, 41 mmol, 1.03 eq) in dry dichloromethane (160 mL) was cooled to 0 C. and neat TFAA (5.6 mL, 39.6 mmol, 0.99 eq) was added drop wise. The reaction mixture was warmed to room temperature and stirred for 16 hours. Water (150 mL) was added, the aqueous layer was extracted with dichloromethane and the combined organic layers were washed with aqueous HCl (1.0 M in water) and a saturated aqueous solution of NaHCO3. The combined organic layers were dried over anhydrous Na2SO4, the solids were removed by filtration and the filtrate was concentrated by evaporation to give intermediate I-61 (11 g, 92%). 1H-NMR (400 MHz, CDCl3) delta: delta 7.40 (d, 1H, J=8.0 Hz), 7.35 (t, 1H, J=1.6 Hz), 7.20 (t, 1H, J=7.6 Hz), 7.12 (d, 1H, J=8.0 Hz), 6.55 (brs, 1H), 3.59 (q, 2H, J1=6.4 Hz, J2=13.2 Hz), 2.86 (t, 2H, J=6.8 Hz). MS (ESI): m/z 296 (M+H+).

Statistics shows that 3-Bromophenethylamine is playing an increasingly important role. we look forward to future research findings about 58971-11-2.

Reference:
Patent; Chytil, Milan; Engel, Sharon R.; Fang, Qun Kevin; Spear, Kerry L.; US2010/204214; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary