Category: bromides-buliding-blocks

Reference of 1647-23-0, These common heterocyclic compound, 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, 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.

4-Bromo-2-hydroxy pyridine (600mg, 3.4mmol)taken up in dry DMF under nitrogen. Sodium hydride 60% in oil (165mg, 4.lmmol) added and stirred 30 minutes. Lithiumbromide (598mg, 6.8mmol) added and stirred 1 hour. 1-Bromo-3,3-dimethyl butane (870uL, 6.8mmol) added and stirred 3 days. Reaction was reduced in vacuo and taken up in DCM. This was washed with water, iN NaOH then dried over magnesium sulfate filtered and reduced in vacuo to obtain 860 mg crude product to be used as is in next step. LRMS (ESI) m/z 258/260 [(M+H)], calc?d for C11H16BrNO: 258.16.

Statistics shows that 1-Bromo-3,3-dimethylbutane is playing an increasingly important role. we look forward to future research findings about 1647-23-0.

Reference:
Patent; LEXICON PHARMACEUTICALS, INC.; BI, Yingzhi; GARDYAN, Michael Walter; GREEN, Michael Alan; GODWIN, Kumi; ZHANG, Yulian; WO2015/35167; (2015); A1;,
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1647-26-3, name is 1-Bromo-2-cyclohexylethane, 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: 1647-26-3

Example 58A Di-tert-butyl {2-[6-(2-cyclohexylethoxy)-1-benzofur-3-yl]-2-oxoethyl}[2-(4-oxo-1,2,3-benzotriazin-3(4H)-yl)ethyl]malonate To a mixture of 300 mg (0.53 mmol) of the compound from Example 55A in 3 ml of acetonitrile were added at RT 221 mg (1.60 mmol) of potassium carbonate, followed by 306 mg (1.60 mmol) of 2-(bromoethyl)cyclohexane and the mixture was stirred under reflux for 4 h. After cooling to RT, the mixture was admixed with water and extracted twice with ethyl acetate. The combined organic phases were washed once with saturated sodium chloride solution, dried over magnesium sulphate, filtered and concentrated. The residue was purified by means of column chromatography (40 g of silica gel, mobile phase: cyclohexane/ethyl acetate 85:15). 140 mg (37% of theory, purity 96%) of the title compound were obtained. LC/MS (Method 1, ESIpos): Rt=1.71 min, m/z=674 [M+H]+.

The synthetic route of 1647-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BECK, Hartmut; LI, Volkhart Min-Jian; CANCHO GRANDE, Yolanda; TIMMERMAN, Andreas; BROHM, Dirk; JOeRIssEN, Hannah; BOGNER, Pamela; GERISCH, Michael; LANG, Dieter; (120 pag.)US2017/121315; (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. 21524-34-5, name is 2-Bromo-1,3,5-triisopropylbenzene, A new synthetic method of this compound is introduced below., COA of Formula: C15H23Br

General procedure: Pd(dba)2/1-catalyzed amination of aryl halides: An oven-dried Schlenk tube equipped with a magnetic stirring bar was charged with Pd(dba)2 (5.8 mg, 0.010 mmol), ligand 1 (8.6 mg, 0.020 mmol) and tBuONa (134 mg, 1.4 mmol). The flask was capped with a rubber septum, evacuated, and then flushed with argon. This cycle was repeated three times. Amine (1.2 mmol), aryl halide (1.0 mmol) and DME (4 mL) were then successively added by syringe. The tube was stirred at room temperature for several minutes and then placed into a preheated oil bath (120 C) for the time period as indicated in tables. After completion of reaction as judged by GC analysis, the reaction tube was allowed to cool to room temperature and the reaction mixture was adsorbed onto silica gel, and then purified by column chromatography (hexane/ethyl acetate as eluent) to afford the desired product.

The synthetic route of 21524-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hao, Xiaowei; Yuan, Jia; Yu, Guang-Ao; Qiu, Ming-Qiang; She, Neng-Fang; Sun, Yue; Zhao, Cui; Mao, Shu-Lan; Yin, Jun; Liu, Sheng-Hua; Journal of Organometallic Chemistry; vol. 706-707; (2012); p. 99 – 105;,
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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. 61613-22-7, name is 2-Bromo-N-phenylaniline, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C12H10BrN

To a dry 2 L three-necked flask was added 17.3 g (20.9 mmol) of intermediate-25 and5.2 g (20.9 mmol) of 2-bromophenylaniline, followed by drying and degassing of 300 ml of toluene as the solvent,Pass nitrogen for 15 minutes. 5.9 g (61.8 mmol) of sodium tert-butoxide, 0.38 g (2% mol)The catalyst Pd2 (dba) 3 and 1.7 ml (4% mol) of P (t-bu) 3 in toluene (m / v, 10%).The temperature was raised to 110 C and reacted for 16 hours. Until the end of the reaction, cooling to room temperature, plus activated carbon adsorption,The solvent was removed by filtration, and the solvent was removed and recrystallized from toluene and ethanol to give 16.9 g of intermediate-26 in 81% yield.

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 61613-22-7.

Reference:
Patent; Nanjing Gao Guang Semiconductor Materials Co., Ltd.; Jin Zhenyu; Qian Chao; Shen Nan; Wang Xiaowei; (56 pag.)CN106892915; (2017); A;,
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Electric Literature of 2695-48-9, 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. 2695-48-9, name is 8-Bromo-1-octene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(Step 1) Anhydrous tetrahydrofuran (10 ml) was added to (4S,5R)-3,4-dimethyl-1-(5,5,6,6,7,7,8,8,8-nonafluoro-octanoyl) -5-phenylimidazolidin-2-one (1.20 g, 2.5 mmol) under nitrogen atmosphere, and the resulting mixture was cooled to -78 C. Lithium bis(trimethylsilyl)amide (2.75 ml, 1.0 M in tetrahydrofuran, 2.75 mmol) was added to the mixture, which was then stirred for 1 hour. After addition of 8-bromo-1-octene (714 mg, 3.0 mmol) and HMPA (1.25 ml) at -78 C., the reaction mixture was warmed with stirring up to -50 C. over 2 hours and up to 0 C. over 30 minutes, and then stirred for 12 hours at 0 C. The reaction mixture was quenched with saturated aqueous ammonium chloride at 0 C., and then extracted with a mixed solvent of ethyl acetate and n-hexane (3:7). The organic layer was washed sequentially with saturated aqueous potassium bisulfate, saturated aqueous sodium chloride, saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and then filtered. The filtrate was concentrated under reduced pressure using an evaporator and the resulting residue was purified by silica gel column chromatography (Kanto Kagaku, silica gel 60 (spherical, neutral), 40-100 mum, eluent: ethyl acetate/n-hexane=1/5 3/7) to give (4S,5R)-3,4-dimethyl-1-[(2R)-2-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)-9-decenoyl]-5-phenylimidazolidin-2-one (1.37 g, Yield 93%). Optical purity: 95.5% de, as measured by HPLC (column: Daicel Chiralpack AD, phi0.46*25 cm, solvent: n-hexane/isopropanol=97/3, flow rate: 0.5 ml/min, detection wavelength: 206 nm) 1H-NMR (270 MHz, CDCl3): delta 7.32-7.13 (m, 5H), 5.87-5.72 (m, 1H), 5.34 (d, J=8.9 Hz, 1H), 5.02-4.91 (m, 2H), 4.10-3.86 (m, 2H), 2.84 (s, 3H), 2.19-1.08 (m, 16H), 0.82 (d, J=6.5 Hz, 3H).

The synthetic route of 8-Bromo-1-octene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jo, JaeChon; Kwon, HeeAn; Lim, HyunSuk; Choi, JaeYoung; Morikawa, Kazumi; Kanbe, Yoshitake; Nishimoto, Masahiro; Kim, MyungHwa; Nishimura, Yoshikazu; US2003/114524; (2003); A1;,
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Application of 57946-63-1, The chemical industry reduces the impact on the environment during synthesis 57946-63-1, name is 2-Bromo-4-(trifluoromethyl)aniline, I believe this compound will play a more active role in future production and life.

In an air atmosphere, 1.0 mmol of o-hydroxybenzyl alcohol was added to a 10 ml flask,1.3 mmol of 4-trifluoromethyl-2-bromoaniline, 0.05 mmol of p-cymene ruthenium dichloride dimer, 0.1 mmol of cuprous chloride, 0.1 mmol of 1,1′-bis (diphenylphosphine) Ferrocene, 9.0 mmol of potassium tert-butoxide,And 5ml of xylene, and then placed on a condenser with magnetic stirring with an oil bath heated to 120 ,The reaction for 12 hours. The oil bath was removed, 3 ml of water was added to the reaction mixture, the mixture was extracted three times with 5 ml of ethyl acetate,The organic phases were combined and dried over anhydrous MgSO4 for 30 minutes and filtered; the filtrate was usedThe product was concentrated on a rotary evaporator. The concentrated solid was recrystallized from dichloromethane to give pure product 6 in 87percent yield.

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, 2-Bromo-4-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Luoyang Normal College; Xu Chen; Li Hongmei; Wang Zhiqiang; Lou Xinhua; Fu Weijun; (11 pag.)CN105949143; (2016); A;,
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Reference of 583-75-5, A common heterocyclic compound, 583-75-5, name is 4-Bromo-2-methylaniline, molecular formula is C7H8BrN, 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.

In a 100 mL RBF, 4-bromo-2-methylaniline (3.7 g, 20 mmol) and DIPEA (6.95 mL, 40 mmol) were combined with DMF (40 mL). The reaction wascooled to 0 C in an ice bath and cyclopropanecarbonyl chloride (2.1 g, 20 mmol) was added. The mixture was stirred at 0 C for 1 h. Water and EtOAc were added to separate the phases and the aqueous phase was extracted with EtOAc. The organic layers were combined, dried over Na2S04, filtered, and concentrated under reduced pressure to give the title compound as a white solid (4.76 g, 94%). NMR (400 MHz, CDCl3) delta ppm 7.85-7.72 (m, 1 H), 7.38-7.28 (m, 2H), 7.15-7.02 (m, l H), 2.27 (s, 3H), 1.57- 1.48 (m, 1 H), 1.10 (quint, J = 3.9 Hz, 2 H), 0.92-0.79 (m, 2H); MS ESI [M + H]+253.9, calcd for [C, ,H12BrNO+H]+254.0.

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; UNIVERSITY HEALTH NETWORK; LIU, Yong; PAULS, Heinz W.; LAUFER, Radoslaw; LI, Sze-Wan; SAMPSON, Peter Brent; FEHER, Miklos; NG, Grace; PATEL, Narendra Kumar B.; LANG, Yunhui; WO2014/75168; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, 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 38573-88-5, Computed Properties of C6H3BrF2

EXAMPLE 52 6-(2,3-Difluorophenyl)-1,2-dihydro-2,2,4-trimethylquinoline (Compound 152, structure 4 of Scheme II, where R1 =2,3-difluorophenyl) This compound was prepared according to General Method 2 (EXAMPLE 9) from Compound 9 (28.7 mg, 0.09 mmol) and 1-bromo-2,3-difluorobenzene (10 muL, 0.09 mmol, Aldrich). The crude product was isolated and purified by silica gel chromatography (75 mL silica, 5percent ethyl acetate/hexane) to afford 16 mg (62percent) of Compound 152. Data for Compound 152: 1 H NMR (400 MHz, acetone-d6) 7.21 (m, 5H); 6.57 (d, J=8.3, 1 H); 5.37 (s, 1H); 1.99 (s, 3H); 1.28 (s, 6H).

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-2,3-difluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5696130; (1997); A;,
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These common heterocyclic compound, 17247-58-4, name is (Bromomethyl)cyclobutane, 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. Computed Properties of C5H9Br

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 synthetic route of (Bromomethyl)cyclobutane has been constantly updated, and we look forward to future research findings.

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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Synthetic Route of 4549-33-1, The chemical industry reduces the impact on the environment during synthesis 4549-33-1, name is 1,9-Dibromononane, I believe this compound will play a more active role in future production and life.

General procedure: To a stirred solution of monovalent beta-carbolines 1-17 (2.0 mmol) in anhydrous DMF (30 ml) was added 60% NaH (0.4 g, 10 mmol). After stirring for 20 min at room temperature, the appropriate dibromoalkane (1.0 mmol) was added. And then the reaction mixture was stirred at room temperature for 8-20 h. After completion of the reaction as indicated by TLC, the solution was poured into ice-water and extracted with CH2Cl2. The combined organic layer was washed with water and brine, dried over anhydrous Na2SO4, filtered and evaporated in vacuum. The residue was purified by column chromatography with CH2Cl2/MeOH (50:1) to successfully afford the desirable target products.

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, 1,9-Dibromononane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Shi, Buxi; Cao, Rihui; Fan, Wenxi; Guo, Liang; Ma, Qin; Chen, Xuemei; Zhang, Guoxian; Qiu, Liqin; Song, Huacan; European Journal of Medicinal Chemistry; vol. 60; (2013); p. 10 – 22;,
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