Extracurricular laboratory: Synthetic route of 1647-26-3

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.

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, COA of Formula: C8H15Br

3-Cyclohexylpropyl phenyl sulfone A solution of 2.5M nBuLi in hexanes (1.9 mL, 4.7 mmol) was added to a solution of diisopropylamine (660 muL, 4.7 mmol) in THF (9.0 mL) at ambient temperature. After 10 min, the mixture was cooled to -78 C. and methyl phenyl sulfone (700 mg, 4.5 mmol) was added to the reaction vessel. The cold bath was removed and after stirring for 30 min, 1-bromo-2-cyclohexylethane (1.3 g, 6.7 mmol) was added to the reaction mixture. The mixture was allowed to warm to ambient temperature and stir for 18 hours. A solution of 2N HCl was added to the reaction mixture followed by extraction with EtOAc (2*). The organic phases were combined, dried (MgSO4) and concentrated. The residue was chromatographed (silica gel; EtOAc/hexanes, 1:8) to afford a clear oil (620 mg, 52%). 1H NMR (CDCl3, MHz) delta 0.75-0.91 (m, 2H), 1.07-1.26 (m, 6H), 1.58-1.76 (m, 7H), 3.06 (t, J=8 Hz, 2H), 7.55-7.70 (m, 3H), 7.92 (m, 2H); MS (CI/NH3) m/z: (M+NH4)+ 284.

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; University of Pittsburgh; US6221865; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Introduction of a new synthetic route about 1647-26-3

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

Synthetic Route of 1647-26-3, A common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, molecular formula is C8H15Br, 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 2; Synthesis of 3-(2-aminoquinazolin-6-yl)-1-(2-cyclohexylethyl)-4- methylpyridin-2(1 K)-one; To a solution of 3-(2-aminoquinazolin-6-yl)-4-methylpyridin-2(1 H)-one (103mg, 408 mumol, Example 1 , step 3) in DMF in a sealed tube was added sodium tert- butoxide (58.9 mg, 612 mumol). The mixture was stirred at RT for 5min and turned from clear yellow to a suspension of yellow solids. 1-bromo-2-cyclohexylethane (76.7 mul, 490 mumol) was then added and the resulting mixture was heated to 700C over the weekend. Reaction was cooled to RT and was quenched with Sat’d NH4CI and extracted with DCM. Purification by prep plate TLC (10% MeOH/DCM) produced the title compound as an off white solid. M+H= 363.2.

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

Reference:
Patent; AMGEN INC.; WO2008/11109; (2008); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Continuously updated synthesis method about 1647-26-3

The synthetic route of 1-Bromo-2-cyclohexylethane has been constantly updated, and we look forward to future research findings.

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

Example 12: N-trans-(2-cyclohexylethyl)-2-phenylcyclopropanamine hydrochloride; To a solution Intermediate B (1.5g, 6.42 mmol) in Dimethylformamide (DMF, 30 mL) was added sodium hydride (0.38 mg, 9.64 mmol) and the suspension was stirred 30 min at room temperature. 1 -Cyclohexylethyl bromide (1.2 mL, 7.71 mmol) was then added and the suspension stirred 12h at room temperature. Solvents were evaporated and the residue was dissolved in dichloromethane (60 mL) and washed with water, brine and water, dried and concentrated. The obtained solid was purified by column chromatography to afford the Boc-protected product (1.4 g). This solid was dissolved in dichloromethane and HC1 (15 mL) was added. The precipitate was filtered, washed with cold ether and dried to afford the desired product (1.56 g, 88%). -NMR (CDC13) delta (ppm): 1.05 (m, 13H), 1 .2 1 (m, 1 H), 1 .44 (m, 1 H), 2.41 (m, 1 H), 2.92 (m, 1 H), 3.20 (m, 2H), 7.16-7.25 (m, 5H), 8.2 (bs, 2H). MS (M+H): 245.0.

The synthetic route of 1-Bromo-2-cyclohexylethane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORYZON GENOMICS S.A.; ORTEGA MUNOZ, Alberto; CASTRO-PALOMINO LARIA, Julio; FYFE, Matthew Colin Thor; WO2011/131697; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Extended knowledge of 1647-26-3

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, 1647-26-3, other downstream synthetic routes, hurry up and to see.

A common compound: 1647-26-3, name is 1-Bromo-2-cyclohexylethane, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 1647-26-3

1-(5-thiazolyl)-3-cyclohexylpropan-1-ol A solution of thiazole-5-carboxaldehyde (2.31 g, 20.4 mmol) in 20 mL of in THF was added to a cold (0 C.) solution of 2-cyclohexylethylmagnesium bromide (prepared from 2-bromoethylcyclohexane (7.88 g) and magnesium turnings (1.22 g)) in 30 mL of ethyl ether and the mixture stirred 30 minutes. The cold bath was removed and the mixture stirred for 2 hours more and then quenched by the addition of 3N aqueous HCl. The solution was stirred until 2 clear phases resulted and then the layers were separated. The pH of the aqueous phase was adjusted to 4 with 2M aqueous sodium carbonate and then extracted with 3 portions of ethyl acetate. All the organic phases were combined and washed with brine, dried, filtered and concentrated. The residue was purified by column chromatography on silica gel (125 g, 50% ethyl acetate/hexanes) to provide 2.69 g (58%) of the title compound. MS (DCI, NH3): 226 (MH+); 243 (M+NH4)+.

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, 1647-26-3, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; University of Pittsburgh; US6204293; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of 1-Bromo-2-cyclohexylethane

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.

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;,
Bromide – Wikipedia,
bromide – Wiktionary

Analyzing the synthesis route of 1647-26-3

The synthetic route of 1-Bromo-2-cyclohexylethane has been constantly updated, and we look forward to future research findings.

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

60% sodium hydride (526 mg, 0.013 mol) were added portion wise to a mixture of isatin (1.75 g, 0.012 mol) dissolved in 35 mL of dimethylformamide. The reaction medium was stirred at room temperature for 2 hours. A solution of l-Bromo-2- cyclohexylethane (2.5 g, 0.013 mol) dissolved in dimethylformamide (3 mL) was then added drop wise. The reaction medium was stirred at room temperature overnight. After extraction with ethyl acetate, the organic layer was washed with hydrochloric acid (0.4 N) and water. The organic fraction was dried over MgSO4 and concentrated under vacuum. The title compound was prepared as an orange solid following Method A. The resulting solid was washed with a mixture of heptane/AcOEt. Yield: 100%. 1H NMR (CDCl3): delta 0.92-1.05 (m, 2H), 1.12-1.41 (m, 4H), 1.57 (q, J = 6.9Hz, 2H), 1.63-1.82 (m, 5H), 3.74 (t, J = 7.6 Hz, 2H), 6.88 (d, J = 7.8 Hz, IH), 7.11 (t, J = 7.5 Hz, IH), 7.56 – 7.61 (m, 2H). 13C NMR (CDCl3): delta 26.09 (CH2), 26.4 (CH2), 33.08 (CH2), 34.42 (CH2), 35.42 (CH), 38.21 (CH2), 110.12 (CH), 117.66 (C), 123.57 (CH), 125.41 (CH), 138.3 (CH), 151.01 (C), 158.03 (C=O). 178.71 (C=O).

The synthetic route of 1-Bromo-2-cyclohexylethane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; WO2009/12227; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Continuously updated synthesis method about 1647-26-3

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.

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.

Dissolve (2-bromo-ethyl) -cyclohexane (10.0 g, 52.3 mmol) in 500 mL acetone, add sodium iodide (15.6 g, 104.6 mmol) and reflux over night. Filter the reaction mixture, add water to the filtrate and extract with hexane. Dry the organic phases over sodium sulfate, filter and concentrate to an oil. Further purify this material by distillation to afford the title compound (10.6 G). 1H-NMR (CDC13) 8= 0.83-1. 00 (M, 2H), 1.07-1. 48 (M, 4H), 1.61- 1.80 (M, 7H), 3.16-3. 27 (M, 2H).

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; ELI LILLY AND COMPANY; WO2004/63179; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary