Continuously updated synthesis method about 73918-56-6

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Adding a certain compound to certain chemical reactions, such as: 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, 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 73918-56-6, Quality Control of 2-(4-Bromophenyl)ethanamine

(1835) [00528] Into an 8 mL reaction vial was added methyl 3-amino-6-cyclopropylthieno[2,3- ¡ê]pyridine-2-carboxylate (0.100 g, 0,403 mmol) and 2-(4-bromophenyl)ethanamine (0,121 g, 0,604 mmol) followed by a mixture of toluene/THF (10: 1; 2.2 mL), A solution of trimethy 3 aluminum (2 M in toluene, 0,604 mL, 1.21 mmol) was added and the reaction mixture was heated to 80 C overnight. The reaction was quenched with a saturated solution of NaHCO, (2 mL), heated at 50 C for 30 minutes, and then extracted with ethyl acetate (2 x 3 mL). The combined organic layers were washed with brine (3 mL), dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo to provide a crude product that was suspended in ethyl acetate (2 mL) and sonicated for 15 minutes. The resulting white precipitate was filtered, washed with ethyl acetate (3 mL), and dried in vacuo overnight to afford 3-amino-Ar-(4-bromophenethyl)-6- cyclopropyithieno[2,3-/ ]pyridine-2-carboxamide (139 mg, 83 % yield), LCMS (ESI, m/z): 416

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Reference:
Patent; FORMA THERAPEUTICS, INC.; GUERIN, David Joseph; BAIR, Kenneth W.; CARAVELLA, Justin A.; IOANNIDIS, Stephanos; LANCIA JR., David R.; LI, Hongbin; MISCHKE, Steven; NG, Pui Yee; RICHARD, David; SCHILLER, Shawn E. R.; SHELEKHIN, Tatiana; WANG, Zhongguo; (365 pag.)WO2017/139778; (2017); A1;,
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Simple exploration of 73918-56-6

The synthetic route of 73918-56-6 has been constantly updated, and we look forward to future research findings.

73918-56-6, name is 2-(4-Bromophenyl)ethanamine, 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. Quality Control of 2-(4-Bromophenyl)ethanamine

Intermediate 991 ,1 -Dimethylethyl [2-(4-bromophenyl)ethyl]carbamate Bis(1 ,1 -dimethylethyl) dicarbonate (240 mg, 1.100 mmol) was added to a mixture of [2-(4- bromophenyl)ethyl]amine 2-(4-bromophenyl)ethanamine (200 mg, 1 .000 mmol) and DIPEA (0.524 mL, 3.00 mmol) in dichloromethane (DCM) (5 mL). The resulting mixture was stirred under nitrogen at room temperature for 2 h then concentrated in vacuo. The residue was partitioned between AcOEt (20 mL) and water (15 mL) and the layers were separated. The aqueous phase was extracted with AcOEt (15 mL). The combined organic phases were washed with brine (15 mL), dried over MgS04 and concentrated in vacuo. Purification of the residue by flash chromatography on silica gel (gradient: 5 to 25% AcOEt in hexanes) gave 1 ,1 -dimethylethyl [2-(4-bromophenyl)ethyl]carbamate (256mg, 0.853mmol, 85%) as a white solid.LCMS (method G): Retention time 1.22 min, [M+H-t-Bu]+ = 244.0 (1 Br)

The synthetic route of 73918-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; DEMONT, Emmanuel, Hubert; GARTON, Neil, Stuart; GOSMINI, Romain, Luc, Marie; HAYHOW, Thomas, George, Christopher; SEAL, Jonathan; WILSON, David, Matthew; WOODROW, Michael, David; WO2011/54841; (2011); A1;,
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Analyzing the synthesis route of 73918-56-6

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Bromophenyl)ethanamine, and friends who are interested can also refer to it.

Related Products of 73918-56-6, 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. 73918-56-6 name is 2-(4-Bromophenyl)ethanamine, 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.

Dissolve p-bromophenethylamine (2.0 g, 10 mmol) in a 100 mL round bottom flask under ice bathAfter dissolving 20 mL of dichloromethane, triethylamine (3.0 g, 30 mmol) was added, and then di-tert-butyl dicarbonate (3.3 g) was gradually added dropwise.20 mL of a solution of 15 mmol) of dichloromethane (DCM) was allowed to react at room temperature for 6 hours after the addition. After the reaction is completed, the solvent is distilled off under reduced pressure.40 mL of water was added, and the mixture was extracted with ethyl acetate. Distill the solvent and then silica gel column chromatographyFrom purification, eluent: petroleum ether (PE) / ethyl acetate (EA) = (20:1). A white solid (2.7 g, 90%) was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Bromophenyl)ethanamine, and friends who are interested can also refer to it.

Reference:
Patent; Lanzhou University; Zhang Haoli; Zhang Yupeng; Chen Lichuan; Xu Zhuguo; (25 pag.)CN108794490; (2018); A;,
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Brief introduction of 73918-56-6

The synthetic route of 73918-56-6 has been constantly updated, and we look forward to future research findings.

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. 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, A new synthetic method of this compound is introduced below., Product Details of 73918-56-6

A mixture of 4-bromophenethylamine (30 g), phthalic anhydride (22.2 g) and glacial acetic acid (300 ml) is heated under reflux for 18 hours. The mixture is concentrated to dryness at reduced pressure, the residue is triturated and stirred 0.5 hour in ethanol (150 ml); the solid is collected, washed with ethanol and dried under vacuum to yield 4-bromophenethylphthalimide.

The synthetic route of 73918-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ciba-Geigy Corporation; US5034381; (1991); A;,
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Share a compound : 73918-56-6

The synthetic route of 73918-56-6 has been constantly updated, and we look forward to future research findings.

Related Products of 73918-56-6, A common heterocyclic compound, 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, molecular formula is C8H10BrN, 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 4-bromobenzeneethanamine (1.23 g, 6.17 mmol) and 2,6-lutidine (0.76 mL, 6.5 mmol) in dry CH2CI2 (25 mL) was cooled to 0 C. Trifluoroacetic anhydride (0.87 mL, 6.2 mmol) was added dropwise, and the reaction was then warmed to room temperature and allowed to stir for 16 h. Water (25 mL) was added to the reaction, the phases were separated, and the aqueous layer was extracted with CH2C12 (2 x 25 mL). The combined organic phases were washed successively with 1 M HCl (25 mL) and saturated NaHCO3 (25 mL), and then dried over NA2S04, filtered, and concentrated in vacuo to provide the title compound (1.79 g, 98%). The crude compound was used in subsequent STEPS.’H-NMR (CDC13); 8 7.49-7. 45 (m, 2H), 7.10-7. 06 (m, 2H), 6.27 (br s, 1H), 3.61 (q, J=6. 8 Hz, 2H), 2.86 (T, J=6. 8 Hz, 2H). MS (ESI) (M+H) += 296/298.

The synthetic route of 73918-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2004/60882; (2004); A1;,
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Introduction of a new synthetic route about 73918-56-6

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 73918-56-6.

73918-56-6, Adding some certain compound to certain chemical reactions, such as: 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, 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 73918-56-6.

General procedure: The appropriate aldehyde 6a-c and 12a-g (1 mmol) was dissolved in 5 mL of CH2Cl2 in a round bottom flask. Then AcOH (1 mmol) and the appropriate amine (1.1 mmol) were added to the stirring solution at room temperature. The mixture was allowed to stir at room temperature for 20 min before NaBH(AcO)3 (3 mmol) was added. The mixture was allowed to stir at room temperature for overnight. Then,after completion, the reaction was quenched with NaOH 1M solution(15 mL). The mixture was then allowed to stir for 30 min. The reaction mixture was then diluted with EtOAc (10 mL), washed two times with EtOAc (10 mL) and once with brine (20 mL). The organic extracts were collected and then dried over Na2SO4, and the solvent was evaporated to yield the crude compounds 7a-e, 13a-o, 14a-b and 15a which were purified by silica gel column chromatography.

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 73918-56-6.

Reference:
Article; Liu, Pingxian; Yang, Yang; Ju, Yuan; Tang, Yunxiang; Sang, Zitai; Chen, Lijuan; Yang, Tao; An, Qi; Zhang, Tianyu; Luo, Youfu; Bioorganic Chemistry; vol. 80; (2018); p. 422 – 432;,
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Analyzing the synthesis route of 73918-56-6

The synthetic route of 2-(4-Bromophenyl)ethanamine has been constantly updated, and we look forward to future research findings.

A common heterocyclic compound, 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, molecular formula is C8H10BrN, 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. 73918-56-6.

2-(4-Bromophenyl)-ethylamine (13, 10.0g, 50mmol) and NaOH (3.0g, 75mmol) were dissolved in the mixture of dioxane (150mL) and H2O (150mL). The reaction mixture was cooled to 0C. The solution of di-tert-butyl dicarbonate (16.36g, 75mmol) in dioxane (72mL) was added dropwise to the reaction mixture, which was stirred at room temperature for 5.5h. Dioxane was removed in vacuo and the residue was extracted with ethyl acetate 3 times. The combined organic layer was washed with water and brine, and then dried over anhydrous Na2SO4. Filtration and removal of solvent provided the crude product, which was purified by Combiflash chromatography (5-10% of ethyl acetate in hexane). The title compound 5 (13.5g, 90.0%) was obtained as a white solid; mp 59-60C. 1H NMR (300MHz, chloroform-d): delta=7.42 (d, J=8.0Hz, 2H), 7.07 (d, J=8.0Hz, 2H), 4.51 (br. s, 1H), 3.40-3.27 (m, 2H), 2.75 (t, J=6.9Hz, 2H), 1.43 (s, 9H). MS (EI): m/z=300.1 (M++H).

The synthetic route of 2-(4-Bromophenyl)ethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Qiao, Chang-Jiang; Ali, Hamed I.; Ahn, Kwang H.; Kolluru, Srikanth; Kendall, Debra A.; Lu, Dai; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 517 – 529;,
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Some scientific research about 2-(4-Bromophenyl)ethanamine

According to the analysis of related databases, 73918-56-6, the application of this compound in the production field has become more and more popular.

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 73918-56-6 as follows. 73918-56-6

To a suspension of 2-(4-bromophenyl)ethan-1-amine (1) (3.1?mL, 20?mmol) in CH2Cl2 (30?mL) was added dropwise (Boc)2O (5.97?mL, 26?mmol) at 25?C and the solution was stirred for 4?h. After the reaction completed, the solvent was removed under reduced pressure. The residue was dissolved in water, then the aqueous solution was extracted with ethyl acetate (50?mL?*?3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and concentrated to give the crude product, which was purified by column chromatography to give tert-butyl(4-bromophenethyl)-carbamate (2) (5.0?g, 84% yield) as a white solid. 1H NMR (400?MHz, CDCl3) delta: 7.42 (d, J?=?8.2?Hz, 2H), 7.07 (d, J?=?8.1?Hz, 2H), 4.52 (s, 1H), 3.35 (s, 2H), 2.75 (t, J?=?6.9?Hz, 2H), 1.43 (s, 9H).

According to the analysis of related databases, 73918-56-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chen, Wenhua; Huang, Zhenghui; Wang, Wanyan; Mao, Fei; Guan, Longfei; Tang, Yun; Jiang, Hualiang; Li, Jian; Huang, Jin; Jiang, Lubin; Zhu, Jin; Bioorganic and Medicinal Chemistry; vol. 25; 24; (2017); p. 6467 – 6478;,
Bromide – Wikipedia,
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Research on new synthetic routes about 73918-56-6

Statistics shows that 73918-56-6 is playing an increasingly important role. we look forward to future research findings about 2-(4-Bromophenyl)ethanamine.

73918-56-6, name is 2-(4-Bromophenyl)ethanamine, 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. 73918-56-6

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¡Á2), 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%).

Statistics shows that 73918-56-6 is playing an increasingly important role. we look forward to future research findings about 2-(4-Bromophenyl)ethanamine.

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

Simple exploration of 73918-56-6

The synthetic route of 73918-56-6 has been constantly updated, and we look forward to future research findings.

73918-56-6, A common heterocyclic compound, 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, molecular formula is C8H10BrN, 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.

To a solution of 4-bromophenethylamine (5.00 g, 25.0 mmol), potassium carbonate (5.18 g, 37.5 mmol) in CH2Cl2 (125 ml) was stirred for 15 min at room temperature, and boc anhydride was added (6.04 mL, 26.3 mmol). After 16 h, the reaction mixture was washed with H2O (125 mL 3) and brine (75 mL). The organic layer was dried with anhydrous Na2SO4 and concentrated in vacuo. The residue was washed with n-hexane and gave 13 as a white solid (6.63 g, 88%); Rf = 0.50 (EtOAc 1: n-Hexane 3); 1H NMR (300 MHz, DMSO-d6) delta 1.43 (s, C(CH3)3), 2.75 (t, J = 6.6 Hz, NHCH2CH2), 3.34-3.35(m, NHCH2CH2), 7.06 (d, J = 8.0 Hz, 2 ArH), 7.42 (d, J = 8.2 Hz, 2 ArH); 13C NMR (75 MHz, DMSO-d6) delta 28.4 (C(CH3)3), 35.7 (NHCH2CH2), 41.6 (NHCH2CH2), 79.3 (C(CH3)3), 120.2, 130.6, 131.6, 138.0 (6 ArC), 155.8 (C(O)).

The synthetic route of 73918-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yeon, Seul Ki; Choi, Ji Won; Park, Jong-Hyun; Lee, Ye Rim; Kim, Hyeon Jeong; Shin, Su Jeong; Jang, Bo Ko; Kim, Siwon; Bahn, Yong-Sun; Han, Gyoonhee; Lee, Yong Sup; Pae, Ae Nim; Park, Ki Duk; Bioorganic and Medicinal Chemistry; vol. 26; 1; (2018); p. 232 – 244;,
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