Category: 1647-26-3

Synthetic Route of 1647-26-3, The chemical industry reduces the impact on the environment during synthesis 1647-26-3, name is 1-Bromo-2-cyclohexylethane, I believe this compound will play a more active role in future production and life.

General procedure: The product from Example 32A (0.046 g, 0.2 mmol), 2-(bromomethyl)pyridine hydrobromide (0.066 g, 0.260 mmol), and potassium carbonate (0.069 g, 0.500 mmol) were combined in dimethylformamide (1.0 mL) and stirred for 16 hours. The reaction mix was partitioned between ethyl acetate and water. The organic layer was separated and concentrated. Purification by chromatography (silica gel, 0-4% methanol in dichloromethane) afforded the title compound (0.030 g, 46%). Example 42 was prepared according to the procedure of Example 40 substituting (2- bromoethyl)cyclohexane for 2-(bromomethyl)pyridine hydrobromide and heating the reaction mixture at 50 C for 6 hours. Purification by chromatography (silica gel, 0-100% ethyl acetate in hexane) afforded the title compound (0.038 g, 63%). 1H NMR (300 MHz, DMSO-d6) delta 7.35 – 7.45 (m, 1 H) 7.21 (dd, J=7.54, 1.59 Hz, 1 H) 7.07 (d, J=7.54 Hz, 1 H) 6.98 (t, J=7.93 Hz, 1 H) 6.36 (s, 1 H) 3.97 (t, J=6.35 Hz, 2 H) 3.71 (s, 3 H) 3.60 (s, 3 H) 1.56 – 1.67 (m, 5 H) 1.46 (q, J=6.61 Hz, 2 H) 1.03 – 1.36 (m, 4 H) 0.72 – 0.98 (m, J=l l .l l Hz, 2 H). MS (ESI+) m/z 343 (M+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, 1-Bromo-2-cyclohexylethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI)COMPANY, LTD.; HUBBARD, Robert Dale; MCDANIEL, Keith F.; PARK, Chang Hoon; PRATT, John K.; SOLTWEDEL, Todd; SUN, Chaohong; WANG, Le; WENDT, Michael D; WO2013/185284; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1647-26-3, These common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, 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 29A 2-(Trimethylsilyl)ethyl (1RS,2RS,5SR)-2-[4-(2-cyclohexylethoxy)benzoyl]-5-{[4-oxo-6-(trifluoromethyl)-1,2,3-benzotriazin-3(4H)-yl]methyl}cyclopentanecarboxylate (racemate) To a solution of 293 mg (0.36 mmol, 70% purity) of the compound from Example 14A in 2 ml of DMF under argon were added 49 mg (0.43 mmol) of potassium tert-butoxide. After stirring at RT for 5 min, 83 mg (0.44 mmol) of (2-bromoethyl)cyclohexane were added, and the mixture was stirred at bath temperature 100 C. for 2 h. After cooling to RT, 60 ml of water and 60 ml of ethyl acetate were added to the mixture. After separating the phases, the aqueous phase was extracted once with 30 ml of ethyl acetate. The combined organic phases were washed once with 80 ml of saturated sodium chloride solution, dried over sodium sulphate, filtered and concentrated. The residue was taken up in dichloromethane and purified by column chromatography (25 g of silica gel, eluent: cyclohexane/ethyl acetate 9:1). 124 mg (51% of theory, 100% purity) of the title compound were obtained. 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=8.52 (s, 1H), 8.45 (s, 2H), 7.93 (d, 2H), 7.03 (d, 2H), 4.64-4.48 (m, 2H), 4.14-3.98 (m, 3H), 3.65-3.45 (m, 2H), 3.22 (t, 1H), 2.97-2.84 (m, 1H), 2.18-2.06 (m, 1H), 2.05-1.94 (m, 1H), 1.83-1.52 (m, 8H), 1.50-1.38 (m, 1H), 1.30-1.08 (m, 4H), 1.02-0.87 (m, 2H), 0.36-0.20 (m, 2H), -0.19 (s, 9H). LC/MS (Method 1, ESIpos): Rt=1.74 min, m/z=672 [M+H]+.

Statistics shows that 1-Bromo-2-cyclohexylethane is playing an increasingly important role. we look forward to future research findings about 1647-26-3.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; BECK, Hartmut; LI, Volkhart Min-Jian; CANCHO GRANDE, Yolanda; TIMMERMANN, Andreas; BROHM, Dirk; JOeRISSEN, Hannah; BOGNER, Pamela; GERISCH, Michael; LANG, Dieter; (91 pag.)US2017/22171; (2017); A1;,
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, Safety of 1-Bromo-2-cyclohexylethane

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

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., COA of Formula: C8H15Br

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;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1647-26-3,Some common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, molecular formula is C8H15Br, 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.

170a) 1 -Bromo-3-(2-cyclohexylethoxy)benzene To a solution of 3-bromophenol (500 mg, 2.89 mmol) and (2-bromoethyl)cyclohexane (580 mg, 3.03 mmol) in Nu,Nu-dimethylformamide (DMF) (5 mL) was added K2C03 (799 mg, 5.78 mmol) slowly under nitrogen at room temperature. The reaction mixture was stirred at 150 C for 4 h. 10 mL of water was added and extracted with ethyl acetate (3x). The combined organic phase was concentrated to obtain the title compound 1 -bromo-3- (2-cyclohexylethoxy)benzene (700 mg, 1 .977 mmol, 68.4 % yield) which was used in next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2-cyclohexylethane, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; CALLAHAN, James Francis; KERNS, Jeffrey K.; LI, Peng; LI, Tindy; MCCLELAND, Brent W.; NIE, Hong; PERO, Joseph E.; DAVIES, Thomas Glanmor; GRAZIA CARR, Maria; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; NORTON, David; VERDONK, Marinus Leendert; WOOLFORD, Alison Jo-Anne; WILLEMS, Hendrika Maria Gerarda; (664 pag.)WO2017/60854; (2017); A1;,
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. 1647-26-3, name is 1-Bromo-2-cyclohexylethane, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H15Br

EXAMPLE 1 1-[2-(Cyclohexyl)ethyl]-4-benzamidopiperidine 2-Cyclohexylethyl bromide (1.9 g.) in dimethylformamide (10 ml.) was added to 4-benzamidopiperidine (2.2g.), diisopropylamine (4 ml.) and a trace of sodium iodide in dimethylformamide (10 ml). The mixture was heated at 70 C. for 16 hours, cooled, poured into water, and extracted with methylene chloride. The washed and dried extracts were evaporated and the solid residue was recrystallized from ethanol to give the product (1.25 g.), m.p. 174-5 C. (Found: C, 76.4; H, 9.5; N, 8.9 C20 H30 N2 O requires C, 76.4; H, 9.6; N, 8.9%).

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 1647-26-3.

Reference:
Patent; John Wyeth & Brother Limited; US4029801; (1977); A;,
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, HPLC of Formula: C8H15Br

The title compound was prepared by General Method 2. p-tolylhydrazine hydrochloride (0.96g, 6.0mmol) was added to a vigorously stirred mixture of tetra-n-butylammonium chloride (84mg, 0.3mmol) in 50% aqueous sodium hydroxide (6mL) followed by 2-cyclohexylethyl bromide (1.26g, 6.6mmol). The mixture was heated at 60 0C (oil bath temp.) for 6h. After cooling to room temperature, water (20-3OmL) was added and the mixture extracted with chloroform (3 x 1OmL). The total extract was dried (sodium sulfate), evaporated in vacuo to give a dark oil (1.49g) which was chromatographed (45g of silica gel, eluted with dichloromethane) to give the product as a yellow-orange oil (0.68g, 2.93mmol, 48.8%).

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

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; WO2009/120717; (2009); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1647-26-3, These common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, 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 vial were added the product of Example 1H (0.150 g, 0.373 mmol), (2- bromoethyl)cyclohexane (0.142 g, 0.746 mmol), cesium carbonate (0.364 g, 1.12 mmol), and /V,/V-dimethylformamide (1.5 mL). The resulting mixture was stirred at ambient temperature. After 13 hours, the reaction mixture was partitioned between 1 M hydrochloric acid (25 mL) and ethyl acetate (15 mL). The layers were separated and the aqueous phase was extracted with ethyl acetate (2 x 10 mL). The organic layers were combined and washed with saturated aqueous ammonium chloride (3 x 15 mL). The ammonium chloride washes were combined and back extracted with ethyl acetate (15 mL). The organic layers were combined, washed with brine/ 1 M hydrochloric acid (4:1 v/v) (15 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure to give the title compound, which was used in the next reaction without further purification. MS (APCI+) m/z 513.4 [M+H]+.

Statistics shows that 1-Bromo-2-cyclohexylethane is playing an increasingly important role. we look forward to future research findings about 1647-26-3.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; FARNEY, Elliot; SHIROODI, Roohollah, Kazem; XIONG, Zhaoming; ZHANG, Qingwei, I.; O’CONNOR, Matthew; HALVORSEN, Geoff; ZHAO, Hongyu; BAUMGARTNER, Christina; FROST, Jennifer, M.; KYM, Phil; ABBOTT, Jason, R.; BOGDAN, Andrew; ECONOMOU, Christos; WANG, Xueqing; (375 pag.)WO2019/246513; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1647-26-3, These common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, 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 stirred solution of tert-butyl {6-[({[( 1 -methyl- 1 H-tetrazol-5- yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate (0.2 g, 0.488 mmol, 1 eq.) in 3 ml of dry DMF was treated with NaH (60% dispn in mineral oil, 0.020 g, 0.513 mmol, 1.05 eq.) added in one portion. After 20 mins (2-bromoethyl)cyclohexane (0.098 g, 0.513 mmol, 1.05 eq.) was added and the reaction was stirred for 1 hr. Water was added followed by EtOAc. The aqueous layer was separated and extracted with EtOAc. Then the organics were combined, dried over MgSO4 and evaporated to give tert-butyl (2-cyclohexylethyl){6-[({[(1-methyl-1 H-tetrazol-5- yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate (0.27 g, 85 %) as a viscous oil HPLC/MS : m/z = 520 (M+H) ; logP(HCooH) = 6.56

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

Reference:
Patent; BAYER CROPSCIENCE SA; WO2009/115557; (2009); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, molecular formula is C8H15Br, 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. Application In Synthesis of 1-Bromo-2-cyclohexylethane

REFERENCE EXAMPLE 13 2-Cyclohexyl-N-(2-hydroxyethyl)ethylamine Hydrochloride (Reference Compound No. 13-1) Anhydrous potassium carbonate (3.5 g) and sodium iodide (9.4 g) are added to a solution of 2-aminoethanol (1.9 ml) and 2-cyclohexylethyl bromide (4.0 g) in ethanol (42 ml), and the mixture is refluxed for 17 hours with stirring. A saturated aqueous ammonium chloride solution is added to the reaction mixture, and the mixture is washed with ether. A 4 N aqueous sodium hydroxide solution is added to the aqueous layer, and the whole is extracted with chloroform. The organic layer is washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue is dissolved in ethyl acetate. To the solution are added a 4 N solution of hydrogen chloride in ethyl acetate (4 ml) and then ether (10 ml) under ice cooling, and the resulting precipitate is filtered off to give 2.2 g (51%) of the titled compound (Reference compound No. 13-1) as crystals. (Reference Compound No. 13-1) mp 158.5~160.2 C.; IR (KBr, cm-1) 3316, 2922, 2856, 1560, 1467, 1454, 1407, 1351, 1084, 1058, 1049, 1001, 932.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1647-26-3, its application will become more common.

Reference:
Patent; Santen Pharmaceutical Co., Ltd.; US6492370; (2002); B1;,
Bromide – Wikipedia,
bromide – Wiktionary