Tag: M.W=100-200

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. 1647-26-3 name is 1-Bromo-2-cyclohexylethane, 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. 1647-26-3

Combine 6- (4-Piperidin-3-yl-phenoxy)-nicotinamide (free base compound of example 322) (0.0255g, 0.0858 MMOL), 1-BROMO-2-CYCLOHEXYLETHANE (0.0150 mL, 0.0958 mmol), and potassium carbonate (0.0245 g, 0.177 mmol) in dimethylformamide (1.0 mL) and stir for 10 min. Purify the reaction mixture by ion exchange chromatography (SCX resin, METHANOL- 2 M AMMONIA/METHANOL) and silica gel chromatography (15: 1 No. 10: 1 ethyl acetate: methanol) to provide 0.0146 g (42%) of the title compound as an off-white foam: high resolution mass spectrum (electrospray): m/z calc for C25H34N302 408. 2651, found 408.2661 ; H NMR (methanol-d4): 8.61 (s br, 1H), 8. 28 (d, 1H, J= 7.8 Hz), 7.36 (d, 2H, J= 7.8 Hz), 7.12 (d, 2H, J= 7.8 Hz), 7.01 (d, 1H, J = 8.3 Hz), 3.07 (d, 2H, J = 10.2 Hz), 2.89 (t, 1H, J= 11.2 Hz), 2.55-2. 42 (M, 2H), 2.15-1. 93 (m, 4H), 1.93-1. 64 (m, 8H), 1.63-1. 43 (m, 4H), 1.40-1. 15 (m, 8H), 1.07-0. 86 (m, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2-cyclohexylethane, and friends who are interested can also refer to it.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/26305; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 656-64-4, name is 3-Bromo-4-fluoroaniline, 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 656-64-4, 656-64-4

N-Hydroxy-4-((2-methoxyethyl)amino)-1,2,5-oxadiazole-3-carbimidoyl chloride (1.5 kg, 6.8mol) was mixed with water (10 L). The mixture was heated to 60C. 3-Bromo-4-fluoroaniline (1.44 kg, 7.46 mol) was added and stirred for 10 mm. A warm sodium bicarbonate (0.86 kg, 10 mol)solution (10 L water) was added over 15 mm. The reaction mixture was stirred at 60C for 20 mm. The reaction mixture was cooled to room temperature and extracted with EtOAc (10 L*2). The combined organic solution was dried over sodium sulfate and concentrated to give the desired product (2.3 kg, 90%) as a brown solid. LCMS (M + H) : m / z = 374.0, 376.0. 1H NMR (400MHz, DMSO-d6): 6 11.55 (s, 1H), 8.85 (s, 1H), 7.16 (t, J = 8. 8Hz, 1H), 7.08 (dd, J = 6.1, 2.7Hz, 1H), 6.75 (m,1H), 6.14 (t, J = 5.8Hz, 1H), 3.48 (t, J = 5.2Hz, 2H), 3.35 (dd, J = 10.8, 5.6Hz, 2H), 3.22 (s, 3H).

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-Bromo-4-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; KAZMIERSKI, Wieslaw Mieczyslaw; DE LA ROSA, Martha; SAMANO, Vincent; (70 pag.)WO2017/2078; (2017); A1;,
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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. 1647-26-3, name is 1-Bromo-2-cyclohexylethane, A new synthetic method of this compound is introduced below., Quality Control of 1-Bromo-2-cyclohexylethane

General procedure: The alkyl bromide (1.0 equiv) was added to a solution of mercaptoaceticacid (1.0 equiv) in methanol (10.0 mL) and the resultingsolution stirred. Then a solution of NaOH (2.0 equiv) in methanol(5.0 mL)was added slowly, and the final mixturewas stirred at roomtemperature or heated to reflux until absence of the alkyl bromide(checked by TLC). The reaction mixture was concentrated in vacuo,diluted with H2O, and neutralized with 1 N HCl. Then the obtainedreaction mixture was extracted with EtOAc. The combined organicfractions were washed with brine, dried with Na2SO4, and concentratedin vacuo. Purification of the crude residue by column chromatography(petroleum ether/EtOAc) afforded the title compound.

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:
Article; Chen, Ying; Wu, Bolin; Hao, Yameng; Liu, Yunqi; Zhang, Zhili; Tian, Chao; Ning, Xianling; Guo, Ying; Liu, Junyi; Wang, Xiaowei; European Journal of Medicinal Chemistry; vol. 171; (2019); p. 420 – 433;,
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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. 7745-91-7, name is 3-Bromo-4-methylaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8BrN

3-Bromo-4-methylaniline (30.4 g) was dissolved in methanol (210 mL), pyridine (43 mL) and iodine (68.4 g) were added, and the mixture was stirred at 25C for two hours. A 20% aqueous sodium thiosulfate solution (150 mL) and water (30 mL) were added to the reaction solution and the mixture was stirred at 25C for one hour. Washing with methanol/water (1/1, 100 mL) resulted in the target compound (19.1 g).

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; Chugai Seiyaku Kabushiki Kaisha; F. Hoffmann-La Roche AG; EBIIKE, Hirosato; AOKI, Toshihiro; CHIBA, Takashi; KOCHI, Masami; NAKAMA, Kimitaka; NIIZUMA, Satoshi; NISHII, Hiroki; OHWADA, Jun; SHIMAMURA, Hiroyuki; SUGE, Aiko; NAKANISHI, Yoshito; KOBAYASHI, Natsuki; (594 pag.)EP3312172; (2018); A1;,
Bromide – Wikipedia,
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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. 7745-91-7, name is 3-Bromo-4-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: bromides-buliding-blocks

General procedure: 1-Aryl-4-nitro-1H-imidazoles were prepared following the general procedure we have developed in our laboratory [23] with some slight modifications. Equimolar amount of aniline derivative was treated with 1,4-dinitro-1H-imidazole in aqueous methanol at ambient temperature in the dark for several hours until complete disappearance of 1,4-dinitro-1H-imidazole monitored by TLC. In some cases, the mixture was heated under reflux to complete the reaction. On cooling, the desired crude 1-aryl-4-nitro-1H-imidazoles separated from the mixture by precipitation. After filtration and recrystallization the pure product was obtained. Yields, solvents used for recrystallization and specific data are given below in the respective sections. Further details are available on request.

The synthetic route of 7745-91-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Trunz, Bernadette Bourdin; Jdrysiak, Rafa?; Tweats, David; Brun, Reto; Kaiser, Marcel; Suwi?ski, Jerzy; Torreele, Els; European Journal of Medicinal Chemistry; vol. 46; 5; (2011); p. 1524 – 1535;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1647-26-3, name is 1-Bromo-2-cyclohexylethane, 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 1647-26-3, SDS of cas: 1647-26-3

To a solution of chloro-6-methyl-2-[2-(methyloxy)phenyl]-4(1 H)-pyrimidinone (0.42g, 1.7 mmoles) in DMF were added lithium hydride (0.027g, 3.4 mmoles), lithium bromide (0.436g, 5.0 mmoles), and 2-cyclohexylethyi bromide (1.6g, 8.4 mmoles). Upon stirring overnight at room temperature, the reaction was quenched with saturated ammonium chloride, extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, filtered, concentrated in vacuo and the residue purified by flash chromatography (0-30% ethyl acetate/hexane) to afford the desired product (0.23g, 38%). Subsequent deprotection using BBr3 was accomplished to produce the title compound (0.2g, 90%). MS (m/z): 347.2 [M+ H]+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/62370; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 5433-01-2, 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. 5433-01-2, name is 1-Bromo-3-isopropylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

Method 72; 3-Isopropylbenzoic acid; A solution of l-bromo-3-isopropylbenzene (500 mg, 2.51 mmol) in pentane/ether (1:1; 8 ml) was treated with t-butyllithium (1.7 M in pentane, 3.0 ml) at -78 C. The mixture was stirred at -78 0C for 10 min and then CO2 (g) was bubbled into the mixture for several minutes. The reaction was quenched with 10% HCl and extracted with EtOAc. The organic layer was dried with NaCl (sat) then Na2SO4 (s). The solvents were removed under reduced pressure to give a white solid (379 mg, 92%); m/z 166.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-3-isopropylbenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/40568; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2695-48-9, 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 2695-48-9 as follows.

To a mixture of magnesium turnings (613.5 mg, 25.25 mmol) in dry diethyl ether (30 ml) was added 8-bromo-1-octene (4.236 ml, 25.25 mmol) and stirred at room temperature for 1 h until magnesium was dissolved. Then to the Grignard solution was added dry benzene (15 ml) and followed 5,5,6,6,6-pentafluorohaxaxenitrile (1.89 g, 10.10 mmol) dissolved in dry diethyl ether (15 ml) was added dropwise at room temperature. After the reaction mixture was stirred for 1 h, 1N hydrochloric acid solution (27 ml) was added and stirred for 1 hour additionally. Then to the reaction solution was added water, which was extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified with column chromatography (n-hexane:ethyl acetate=9:1) to give 1.892 g (yield: 62%) of the title compound as a colorless oil. [01353] 1H-NMR (270 MHz, CDCl3) delta: 5.83-5.71 (m, 1H, CH2CH), 4.96 (d, J=17 Hz, 1H, CH2CH), 4.92 (d, J=11 Hz, 1H, CH2CH), 2.51 (t, J=7 Hz, 2H, COCH2), 2.39 (t, J=7 Hz, 2H, COCH2), 2.03-1.83 (m, 6H, CH2CHCH2 and CF2CH2CH2), 1.56 (m, 2H, COCH2CH2), 1.29 (m, 6H, CH2CH2CH2).

According to the analysis of related databases, 2695-48-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chugai Seiyaku Kabushiki Kaisha; US6645951; (2003); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, 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. SDS of cas: 4333-56-6

A flame dried two-neck round bottom flask fitted with a reflux condenser and N2 outlet was charged with anhydrous THF, freshly activated Mg (120 mg, 4.95 mmol) and a catalytic amount of iodine. A small portion of cyclopropyl bromide dissolved in THF was added. Afier initiation of reflux, the reaction mixture was cooled to -20 C. and the remaining cyclopropyl bromide (500 mg, 4.13 mmol) was gradually added. Afier 30 mm a freshly distilled solution of glyoxalate 45 (549 mg, 5.37 mmol) in THF was added over a 10 mm period and the resulting solution was stirred at -20 C. for 2 h before being quenched with a small amount of watet After 10 mm the reaction mixture was thrther diluted with water (50 mL) and extracted with ethyl acetate (3×50 mL). The organic extracts were combined, dried over anhydrous Mg504, filtered, concentrated in vacuo and purifiedby column chromatography eluting with ethyl acetate/nhexane (a gradient of 10-20%) to furnish ethyl a-hydroxy132 cyclopropaneacetate (422 mg, 71%) as a viscous oil. The oil (350 mg, 2.43 mmol) was dissolved in anhydrous DCM and cooled to 0 C. Then Ph3P (2.04 gm, 7.78 mmol) was added followed by C13r4 (1.20 gm, 3.64 mmol). The reactionmixture was stirred at 0 C. for 2 h and then concentrated in vacuo. The Ph3PO was precipitated by addition of n-hexane and removed by filtration. The crude reaction mixture was purified by flash column chromatography to furnish ethyl a-bromocyclopropaneacetate (46, R=c-Pr): (311 mg, 62%yield).

The synthetic route of Bromocyclopropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Brandeis University; University of Georgia Research Foundation, Inc.; The Brigham and Women’s Hospital, Inc.; Hedstrom, Lizbeth K.; Cuny, Gregory D.; Gollapalli, Deviprasad R.; Kirubakaran, Sivapriya; Maurya, Sushil K.; Striepen, Boris; Gorla, Suresh K.; Johnson, Corey R.; Kavitha, Mandapati; Khan, Jihan; (149 pag.)US10125116; (2018); B2;,
Bromide – Wikipedia,
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Application of 1647-23-0, The chemical industry reduces the impact on the environment during synthesis 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, I believe this compound will play a more active role in future production and life.

EXAMPLE 24A Methyl 2-(4-fluorophenyl)-2,5,5-trimethylhexanoate A solution of the compound of Example 22A (11.75 g, 64.6 mmol) in tetrahydrofuran (30 mL) was added dropwise over 20 min to a -78 C. solution of lithium hexamethyldisilazide (previously prepared from hexamethyldisilazane (17.0 mL, 80.7 mmol) and n-butyllithium in hexane (2.5 M, 31.0 mL, 77.5 mmol)) in tetrahydrofuran (40 mL) and allowed to stir at that temperature for 1 h. The solution was then treated with 1-bromo-3,3-dimethylbutane (12.0 mL, 83.9 mmol), followed by stirring at -78 C. for 30 min, and then warming to 25 C. for 18 h. The solution was quenched by addition of saturated ammonium chloride solution (4 mL) and then concentrated in vacuo. The residue was diluted with ethyl acetate and water. The organic layer was extracted with water (2*), saturated NaCl solution and dried (Na2SO4). Concentration in vacuo afforded an oil, which was distilled under reduced pressure (90-93 C./0.3 mm Hg) to afford the product (4.85 g, 28%) as a colorless oil. 1H NMR (300 MHz, CDCl3): delta 0.86 (s, 9H) 1.03 (m, 2H) 1.51 (m, 3H) 1.86 (m, 1H) 2.00 (m, 1H) 3.65 (m, 3H) 7.03 (m, 2H) 7.27(m, 2H).

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, 1-Bromo-3,3-dimethylbutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hutchinson, Douglas K.; Bellettini, John R.; Betebenner, David A.; Bishop, Richard D.; Borchardt, Thomas B.; Bosse, Todd D.; Cink, Russell D.; Flentge, Charles A.; Gates, Bradley D.; Green, Brian E.; Hinman, Mira M.; Huang, Peggy P.; Klein, Larry L.; Krueger, Allan C.; Larson, Daniel P.; Leanna, M. Robert; Liu, Dachun; Madigan, Darold L.; McDaniel, Keith F.; Randolph, John T.; Rockway, Todd W.; Rosenberg, Teresa A.; Stewart, Kent D.; Stoll, Vincent S.; Wagner, Rolf; Yeung, Ming C.; US2005/107364; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary