Category: 16532-79-9

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. 16532-79-9, name is 4-Bromophenylacetonitrile, A new synthetic method of this compound is introduced below., name: 4-Bromophenylacetonitrile

Reference Example 31b 2-(4-bromo-phenyl)-2-methyl-propionitrile. Using essentially the same procedure as in reference example 31a, except using (4-Bromo-phenyl)-acetonitrile. 1H NMR (CDCl3) d 1.70 (s, 6H), 7.34 (d, J=8 Hz, 2H), 7.50 (d, J=8 Hz, 2H). MS (EI) m/z 223, 225 Br pattern (M)+

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; Aventis Pharmaceuticals Inc.; US6541505; (2003); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 16532-79-9, name is 4-Bromophenylacetonitrile, A new synthetic method of this compound is introduced below., Formula: C8H6BrN

This compound was prepared via Method C using 5-amino-pyridine-2-carboxylic acid methylamide prepared by Method N and 2-Methyl-2-[4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)- phenyl]-propionitrile prepared by Method O followed by Method R. Method O: [00305] NaH (2.5 eq.) is added to (4-Bromo-phenyl)-acetonitrile (leq) in DMF at O0C. The reaction mixture is stirred for 200C. MeI is added to the resulting solution at O0C. The resulting mixture is stirred at room temperature for 19hrs. EtOAc and water are added to the reaction. The organic phases are isolated, dried over MgSO4, filtered and evaporated under vacuum to afford the expected product. Purification by flash chromatography may be required to afford the pure product.

The synthetic route of 16532-79-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS NV; MENET, Christel, Jeanne, Marie; BLANC, Javier; HODGES, Alastair, James; BURLI, Roland, Werner; BRECCIA, Perla; BLACKABY, Wesley, Peter; VAN ROMPAEY, Luc, Juliaan, Corina; FLETCHER, Stephen, Robert; WO2010/10184; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 16532-79-9,Some common heterocyclic compound, 16532-79-9, name is 4-Bromophenylacetonitrile, molecular formula is C8H6BrN, 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.

Step a) intermediate 20 Synthesis of 2-(4-bromophenyl)-2-methylpropanenitrile.The preparation of 2-(4-bromophenyl)-2-methylpropanenitrile is carried out as described in J. Med. Chem. (1995), no 38, page 1608-1628. Sodium Hydride (60% susp. in oil, 6.66 g, 166.3 mmol) is added in many portions over 1 hour to 2-(4-bromophenyl)-acetonitrile (1Og, 51.0 mmol), dissolved in anhydrous DMF and methyl iodide (14.838g, 102.0 mmol) at 0 0C. This solution turns to a thick and brown orange paste. It is left stirring to slowly warm up to room temperature (18h). The organic solution is partitioned between water and ethyl acetate, separated, dried over anhydrous sodium sulfate and filtered. The solution is concentrated under reduced pressure and the resulting crude is purified on silicagel using a 0 to 20 % ethyl acetate in hexane gradient to yield the desired compound (4.9 g, 42%) as a clear oil. IH NMR (400 MHz, CHLOROFORM-D) delta ppm 1.71 (s, 6 H) 7.35 (d, /=8.79 Hz, 2 H) 7.52 (d, /=8.79 Hz, 2 H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromophenylacetonitrile, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2008/18827; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 16532-79-9, 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. 16532-79-9, name is 4-Bromophenylacetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2: Preparation of l-(4-bromophenyl)cyclopropanecarbonitrile; To a room temperature solution of 4-bromophenylacetonitrile ( 18.0 g) in a solution of 22 mL of sodium hydroxide (50% in water WAV) were added l-bromo-2-chloroethane and (12.0 mL) and benzyltriethylammonium chloride (627 mg). The mixture was heated at 600C overnight. The reaction mixture was cooled to room temperature and diethyl ether was added (300 mL) and partitioned. The ether layer was washed with water (100 mL), hydrogen chloride (100 mL, 10% HCl in water), brine and dried with magnesium sulfate. Upon removal of the solvent in vacuo, the residue was purified by swish using diethyl ether and hexanes to yield the title compound.1H NMR (CD3COCD3) delta 7.60 (2 H, d), 7.35 (2 H, d), 1.74-1.80 (2 H, m), 1.52-1.57 (2 H, m).

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

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2006/133559; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 16532-79-9, name is 4-Bromophenylacetonitrile, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 16532-79-9

EXAMPLE 3; Synthesis of N2-((lS)-l-{4′-[1-(aminocarbonyl) cyclopropyl] biphenyl-4-yl}-2, 2-difluoroethyl)-Nl-(l- cyanocyclopropyl)-4-fluoro-L-leucinamide; F F F N ion Razz H,, N Nez H2N Step 1 : Preparation of 1-(4-bromophenyl) cyclopropanecarbonitile; To a room temperature solution of 4-bromophenylacetonitrile (18.0 g) in a solution of 22 mL of sodium hydroxide (50% in water W/W) were added 1-bromo-2-chloroethane and (12.0 mL) and benzyltriethylammonium chloride (627 mg). The mixture was heated at 60 C overnight. The reaction mixture was cooled to room temperature and diethyl ether was added (300 mL) and partitioned. The ether layer was washed with water (100 mL), hydrogen chloride (100 mL, 10% HCI in water) and brine. Then dried with magnesium sulfate and the solvent removed in vacuo. The residue was purified by swish using diethyl ether and hexanes to yield the title compound. ‘H NMR (CD3COCD3) 8 7.60 (2H, d), 7.35 (2H, d), 1.74-1. 80 (2H, m), 1.52-1. 57 (2H, m).

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 16532-79-9.

Application of 16532-79-9, 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. 16532-79-9 name is 4-Bromophenylacetonitrile, 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.

EXAMPLE 8 Synthesis of N2- ( (1S)-L- {4 – [L- (AMINOCARBONYL) CYCLOPROPYL] BIPHENYL-4-YL}-2, 2, 2-TRIFLUOROETHYL)-NL-(L- cyanocyclopropyl) -4-fluoro-L-leucinamide Step 1 : Preparation of 1-(4-bromophenyl)cyclopropanecarbonitrile; To a room temperature solution of 4-bromophenylacetonitrile (18.0 g) in 22 ML of sodium hydroxide (50% in water W/W) were added 1-BROMO-2-CHLOROETHANE and (12.0 mL) and benzyltrimethylammonium chloride (627 mg). The mixture was heated at 60 C overnight. The reaction mixture was cooled to room temperature and diethyl ether was added (300 mL. The ether layer was washed with water (100 ML), hydrogen chloride (100 ML, 10% HC1 in water) and brine. The organic layer was dried with magnesium sulfate and the solvent removed in vacuo. The residue was purified by trituration using diethyl ether and hexanes to yield the title compound. H NMR (CD3COCD3) 8 7.60 (2H, d), 7.35 (2H, d), 1.74-1. 80 (2H, m), 1.52-1. 57 (2H, m).

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

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. 16532-79-9, name is 4-Bromophenylacetonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Bromophenylacetonitrile

To a solution of 2-(4-bromophenyl)acetonitrile (2.00 g, 10.20 mmo) in THF (20 mL) was added NaH (1.22 g, 30.60 mmol, 60% purity) at 0 C. The mixture was stirred at 0 C for 30 mins, then Mel (4.34 g, 30.60 mmol, 1.90 mL, 3.00 eq) was added to the mixture. The mixture was stirred at 15 C for 16 hours. The mixture was quenched with sat.NH4Cl (50 mL) and extracted with EtOAc (50 mL x 2). The combined organic phase was washed with brine (20 mL), dried over Na2S04, filtered and concentrated to give the crude product that was purified by flash chromatography on silica gel (PE: EtOAc = 20:1 to 10:1) to afford A-73 (400.00 mg) as an oil. H NMR (400MHz, CDC13) _ = 7.53 (d, 2H), 7.36 (d, 2H), 1.72 (s, 6H).

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.

Application of 16532-79-9, These common heterocyclic compound, 16532-79-9, name is 4-Bromophenylacetonitrile, 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.

General procedure: Toa solution of 2-bromobenzyl cyanide (20.0 g, 0.1 mol) in THF (100 mL) was added1M BH3·THF (200 mL, 0.2 mol) dropwise at 0 oCover 30 min and then heated to reflux for 24 h. After quenchedwith MeOH (50 mL) and 6M HCl (50 mL) at 0 oC, the reaction mixturewas heated to reflux for another 4 h and concentrated under reduced pressure.The residue was diluted with H2O (300 mL) and washed with EA (75 mL×2). The aqueous layer was then neutralized by 15% NaOH, extracted with EA (75mL ×2). The combined organic layer was dried over Na2SO4and concentrated under reduced pressure to afford compound 2a as yellow oil (17.4 g, 85.2%).

The synthetic route of 16532-79-9 has been constantly updated, and we look forward to future research findings.

Reference of 16532-79-9, 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 16532-79-9 as follows.

This compound was prepared via Method C using 5-amino-pyridine-2-carboxylic acid methylamide prepared by Method N and 2-Methyl-2-[4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)- phenyl]-propionitrile prepared by Method O followed by Method R. Method O: [00305] NaH (2.5 eq.) is added to (4-Bromo-phenyl)-acetonitrile (leq) in DMF at O0C. The reaction mixture is stirred for 200C. MeI is added to the resulting solution at O0C. The resulting mixture is stirred at room temperature for 19hrs. EtOAc and water are added to the reaction. The organic phases are isolated, dried over MgSO4, filtered and evaporated under vacuum to afford the expected product. Purification by flash chromatography may be required to afford the pure product.

According to the analysis of related databases, 16532-79-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GALAPAGOS NV; MENET, Christel, Jeanne, Marie; BLANC, Javier; HODGES, Alastair, James; BURLI, Roland, Werner; BRECCIA, Perla; BLACKABY, Wesley, Peter; VAN ROMPAEY, Luc, Juliaan, Corina; FLETCHER, Stephen, Robert; WO2010/10184; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

16532-79-9, name is 4-Bromophenylacetonitrile, belongs to nitriles-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. Safety of 4-Bromophenylacetonitrile

To a solution of (4-bromo-phenyl)-acetonitrile (1 g, 5.10 mmol) in DMF (10 mL) is added sodium hydride (0.408 g, 10.20 mmol, 60% in mineral oil) at 0 C. The reaction mixture is stirred at 0 C. for 15 minutes and then methyl iodide (0.69 mL, 11.22 mmol) is added at 0 C. The reaction mixture is stirred at room temperature for overnight. The reaction mixture is quenched with aqueous ammonium chloride solution (5 mL) and extracted with EtOAc (2*20 mL). The combined organic extracts are washed with water (20 mL) and brine (20 mL), dried over anhydrous Na2SO4, filtered, and evaporated. The crude material is purified over silica gel column chromatography (combiflash) eluting with 5-10% EtOAc in hexanes to give an off white solid (0.9 g, 78%). 1H NMR (400 MHz, CDCl3) delta 7.51 (d, J=8.4 Hz, 1H), 7.34 (d, J=8.4 Hz, 1H), 1.77 (s, 3H).

The synthetic route of 16532-79-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; Hamdouchi, Chafiq; Maiti, Pranab; Miller, Anne Reifel; (41 pag.)US2016/333005; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts