Category: 58971-11-2

58971-11-2, name is 3-Bromophenethylamine, belongs to bromides-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. SDS of cas: 58971-11-2

To a cooled (ice bath) solution of 3-bromophenethylamine (21 g, 105 mmol) and TEA (12.7 g, 125 mmol) in DCM (150 mL) was added dropwise trifluoroaceticanhydride (24 g, 115 mmol). The reaction was stirred at room temperature for18 h then poured into water (200 mL) and extracted with DCM (2 x 200 mL). The combined organic layers were concentrated then diluted with methyl tert-butyl ether (TBME) (250 mL) and H20 (50 mL). The layers were separated and the organic phase was washed with brine (50 mL) then dried over Na2504,filtered and concentrated to give crude N-(3-bromophenethyl)-O-(2,2,2-trifluoro- acetyl) hydroxylamine (33 g, >100%) as a brown solid. 1H NMR (400 MHz, DMSO-d6) O [ppm] 9.49 (br 5, 1H), 7.47- 7.35 (m, 2H), 7.30- 7.17 (m, 2H), 3.42 (d, J=4.0 Hz, 2H), 2.80 (t, J=7.0 Hz, 2H).

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

Reference:
Patent; PFIZER INC.; ITEOS THERAPEUTICS; NINKOVIC, Sacha; CROSIGNANI, Stefano; SCALES, Stephanie Anne; MCALPINE, Indrawan James; COLLINS, Michael Raymond; MADERNA, Andreas; WYTHES, Martin; (295 pag.)WO2016/147144; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application 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.

To a solution of 3-bromophenethylamine (10.0 g, 50 mmol) in DCM (100 ml) containing TEA (8.36 g, 60 mmol, 1.2 eq.) cooled to 0 0C is added 2-chlorobenzoylchloride (8.75 g, 50 mmol, 1.0 eq.) portiowise. The resulting mixture is stirred at rt for 1 hr. Water (100 ml) is added to quench the reaction. The organic layer is collected, washed with water and brine, dried over sodium sulfate, and concentrated to give the title compound.

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:
Patent; NEUROGEN CORPORATION; WO2007/106349; (2007); A2;,
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. 58971-11-2, name is 3-Bromophenethylamine, A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Bromophenethylamine

Weigh 0.382 g (2 mmol) of 3,5-dichlorosalicylaldehyde was dissolved in 30 mL of ethanol, 285 muL (2 mmol) of 3-bromophenethylamine was added dropwise and stirred under reflux for two hours. After cooling the system, 0.22 g (1 mmol) of zinc acetate dihydrate and 0.168 g (2 mmol) of sodium bicarbonate were added and the mixture was refluxed for two hours. The solution is cooled to produce a large amount of yellow precipitate.Filtered, rinsed three times with ethanol, and the precipitate was collected to give the crude product. The crude product was added to a tetrahydrofuran solution, dissolved by heating, and slowly precipitated a yellow solid at room temperature.Filtration gave product complex 2 (0.453 g, yield 55.9%).

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; Jilin University; Men, guangwen; (14 pag.)CN104262195; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference 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.

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 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:
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;,
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. 58971-11-2, name is 3-Bromophenethylamine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H10BrN

Intermediate (iv)N-[2-(3-Bromo-phenyl)-ethyl]-4-methyl-benzenesulfonamideTsCI (1 1 g, 57.5 mmol, 1 .15 eq.) was dissolved in DCM (150 ml_) and cooled to 0C. To this solution was added a solution of 3-bromo-phenethyamine (10 g, 50 mmol) in DCM (50 ml_), followed by Et3N (18 ml_). The solution was stirred at r.t. overnight when TLC (5% MeOH in DCM) showed that the reaction was complete. LCMS: t=4.158, MS 354/356. 3 g of polymer-supported-amine was added, stirred for 1 h at r.t. The solution was filtered through a Celite pad, rinsed with DCM and the solvent was evaporated to dryness, re-dissolved in DCM (100 mL) and water (20 mL). The two layers were separated, and the aqueous layer was extracted with DCM (20 mLx2). The combined DCM extracts were washed with 1 N H3PO4 (2 x 20 mL) and sodium bicarbonate (20 mL), and brine (15 mL x 2), dried (anhydrous potassium carbonate), filtered, and concentrated in vacuo. The crude product was purified on a silica gel column, eluted with DCM (TLC: DCM) to get 17.89 g (100%) of the title compound as a off-white solid, on standing.TLC (DCM): 0.7Rf.LCMS: RT = 3.72 minutes, MS: 356 (M+H).

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 58971-11-2.

Reference:
Patent; SANOFI; GAO, Zhongli; HARTUNG, Ryan; WO2011/143155; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference 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.

Example 20A: 2-(trimethylsilyl)ethyl 3 -bromophenethylcarbamate 1003351 2-(3-Bromophenyl)ethanamine (1 g, 5.00 mmol) and 2-(trimethylsilyl)ethylp-nitrophenyl carbonate (1.416 g, 5.00 mmol) were dissolved in MeOH (40.0 mL). DIPEA (1.048 mL, 6.00 mmol) was added, and the reaction was allowed to stir overnight. The reaction was concentrated in vacuo. The crude material was purified by silica gel column chromatography (0 to 100% EtOAc in hexanes) to yield Example 20A (1.61 g, 94%) 1H NMR (400 MHz, CHLOROFORM-cl) oe ppm 7.30 – 7.35 (2 H, m), 7.14 (1 H, t,J=7.53 Hz), 7.06-7.11 (1 H, m), 4.60(1 H, br. s.), 4.07-4.15 (2 H, m), 3.38 (2 H, q, J=6.61 Hz), 2.75 (2 H, t, J=6.78 Hz), 0.89 – 0.99 (2 H, m), 0.00 (9 H, s).

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; RICHTER, Jeremy; BATES, J. Alex; CHENEY, Daniel L.; WO2014/201073; (2014); 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. 58971-11-2

Intermediate (iv)N-[2-(3-Bromo-phenyl)-ethyl]-4-methyl-benzenesulfonamideTsCI (1 1 g, 57.5 mmol, 1 .15 eq.) was dissolved in DCM (150 ml_) and cooled to 0C. To this solution was added a solution of 3-bromo-phenethyamine (10 g, 50 mmol) in DCM (50 ml_), followed by Et3N (18 ml_). The solution was stirred at r.t. overnight when TLC (5% MeOH in DCM) showed that the reaction was complete. LCMS: t=4.158, MS 354/356. 3 g of polymer-supported-amine was added, stirred for 1 h at r.t. The solution was filtered through a Celite pad, rinsed with DCM and the solvent was evaporated to dryness, re-dissolved in DCM (100 mL) and water (20 mL). The two layers were separated, and the aqueous layer was extracted with DCM (20 mLx2). The combined DCM extracts were washed with 1 N H3PO4 (2 x 20 mL) and sodium bicarbonate (20 mL), and brine (15 mL x 2), dried (anhydrous potassium carbonate), filtered, and concentrated in vacuo. The crude product was purified on a silica gel column, eluted with DCM (TLC: DCM) to get 17.89 g (100%) of the title compound as a off-white solid, on standing.TLC (DCM): 0.7Rf.LCMS: RT = 3.72 minutes, MS: 356 (M+H).

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

Reference:
Patent; SANOFI; GAO, Zhongli; HARTUNG, Ryan; WO2011/143145; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

58971-11-2, name is 3-Bromophenethylamine, belongs to bromides-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. 58971-11-2

A mixture of 3-bromobenzeneethanamine (9.70 g, 48,5 mmole) and 2,6-lutidine (5.8 ml, 50.0 mmole) in dry CH2Cl2 (150 ml) was cooled to 0 0C. Trifluoroacetic anhydride (5.6 ml, 40 mmole) was added dropwise; the reaction was then warmed to room temperature and allowed to stir for 24 hours. Water (120 ml) was added to the reaction, the phases were separated, and the aqueous layer was extracted with CH2Cl2 (2 x 100 ml). The combined organic phases were washed successively with IN HCl (100 ml) and saturated NaHCO3 (100 ml), and then dried over Na2SO4, filtered, and concentrated in vacuo to provide the tile compound (12.3 g, 86%). The crude compound was used in subsequent steps. 1H NMR (400 MHz, CDCl3) delta 7.40 (d, J=8.0 Hz, IH), 7.36 (s, IH), 7.21 (t, J=7.6 Hz, IH), 7.12 (t, J=7.6 Hz, IH), 6.31 (br s, IH), 3.59 (q, J-6.8 Hz, 2H)5 2.87 (t, JK7.2 Hz, 2H).

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

Reference:
Patent; PREDIX PHARMACEUTICALS HOLDINGS, INC.; WO2007/61458; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 58971-11-2 name is 3-Bromophenethylamine, 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. 58971-11-2

A solution of 2- (3-bromophenyl) ethylamine (2 g, 10 mmol)Was dissolved in dichloromethane (30 mL)To this was added triethylamine (3 mL, 20.99 mmol) andAcetic anhydride (2 mL, 20.99 mmol).The reaction mixture was stirred at room temperature overnight, followed by water (50 mLx3), brine (50 mL x 3), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product (2.42 g, 100%).

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:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Wang Ruyong; Wang Liang; (112 pag.)CN104016979; (2017); B;,
Bromide – Wikipedia,
bromide – Wiktionary

58971-11-2, Name is 3-Bromophenethylamine, 58971-11-2, belongs to bromides-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.

A mixture of 4-iodobenzoic acid (10.0 g, 40.32 mmol) in thionyl chloride (40 mL, 40.32 mmol) was stirred at 80 C for 16 hours. The reaction mixture was concentrated to give4-iodobenzoyl chloride (10.7 g, 99%) as a white solid. To a solution of 2-(3-bromophenyl)ethylamine (6.0 g, 29.99 mmol) and triethylamine (20 mL, 149.94 mmol) in dichioromethane (100 mL) at 0 C was added 4-iodobenzoyl chloride prepared above (9.6 g, 35.99 mmol) portionwise. The resulting mixture was stirred at 25 C for 4 hours and was then diluted with DCM (500 mL). Water (100 mL) was added to the reaction mixture and twolayers were separated. The organic layer was dried over anhydrous sodium sulfate, and was concentrated to give the title compound as a white solid (12 g, 93%). ?H NMR (400 MHz, CDC13) oe 7.75 (d, J= 8.4 Hz, 2H), 7.42 – 7.36 (m, 3H), 7.22 – 7.09 (m, 2H), 6.15 (s, 1H), 3.69- 3.64 (m, 2H), 2.91 – 2.87 (m, 2H).

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; LABADIE, Sharada; LIANG, Jun; ORTWINE, Daniel Fred; WANG, Xiaojing; ZHANG, Birong; ZBIEG, Jason; VINOGRADOVA, Maia; WANG, Tao; (150 pag.)WO2017/174757; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary