Category: 42872-74-2

Synthetic Route of 42872-74-2, The chemical industry reduces the impact on the environment during synthesis 42872-74-2, name is 3-Bromo-4-methylbenzonitrile, I believe this compound will play a more active role in future production and life.

Heat a mixture of 3-bromo-4-methylbenzonitrile (25.0 g, 127.5 mmol, 1.0 equiv) and n-bromosuccinimide (NBS) (5.53 g, 306.1 mmol, 2.4 equiv) in carbon tetrachloride (200 mL) to 95 C. for two days. Cool the resulting suspension, and remove the solids by filtration. Concentrate the filtrate under reduced pressure, and purify the resulting crude material by chromatography on silica gel eluting with a gradient of 2-5% THF/hexanes to furnish the title compound (37.09 g, 82% yield). 1H NMR (400 MHz, CDCl3) delta 8.10 (d, 1H, J=8.2 Hz), 7.79 (d, 1H, J=1.3 Hz), 7.67 (dd, 1H, J=8.2, 1.3 Hz), 6.99 (s, 1H).

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

Reference:
Patent; ELI LILLY AND COMPANY; US2012/302608; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 42872-74-2, 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 42872-74-2 as follows.

5-C. 3-Bromo-4-(bromomethyl)benzonitrile; [00161] A solution of 3-bromo-4-methylbenzonitrile (1 g, 5.10 mmol) in chloroform (20 mL) was heated to 40-50 0C and N-bromosuccinimide (0.953 g, 5.36 mmol) was added in one portion followed by AIBN (8.38 mg, 0.051 mmol). After 1.5 hr. additional AIBN (20mg) was added and the reaction was allowed to stir at 50 0C overnight. Additional AIBN (20mg) and N-bromosuccinimide (l.lg) were added, a reflux condenser was attached and the solution was heated to reflux. After several hours, additional AIBN (20mg) was added and the reaction was allowed to stir at reflux overnight. The reaction was quenched by the addition of water and sat. aq. sodium bicarbonate. The organic phase was separated, concentrated in vacuo and purified by flash column chromatography (12Og silica, eluting with 0%-20% Ethyl Acetate in hexanes) to afford 3-bromo-4-(bromomethyl)benzonitrile as a pale yellow solid (800 mg, 2.88 mmol). 1H NMR (500 MHz, MeOD) delta ppm 4.70 (s, 2H), 7.71 (d, J= 8.0 Hz, IH), 7.73 (d, J= 8.0 Hz, IH), 8.04 (s, IH).

According to the analysis of related databases, 42872-74-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WATTERSON, Scott, Hunter; DYCKMAN, Alaric, J.; PITTS, William, J.; SPERGEL, Steven, H.; WO2010/85581; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 42872-74-2, 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. 42872-74-2, name is 3-Bromo-4-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 44; 5 ‘ -Cyano-2 ‘ -methyl-biphenyl-4-carboxylic acid ethyl ester; A mixture of 3-bromo-4-methyl-benzonitrile (600mg), 4-(ethoxycarbonylphenyl) boronic acid (594mg), cesium carbonate (995mg) and tetrakis(triphenylphosphine) palladium (0), 5 mol% (180mg) was heated to reflux under nitrogen in DME (30 ml) and water (15ml) for 18 h. The reaction mixture was then cooled to room temperature and filtered. The resulting filtrate was then evaporated and purified on silica gel, gradient elution with 10-20% ethyl acetate in petrol gave the title compound as a pale yellow solid (867mg).

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

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/31791; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 42872-74-2 as follows. SDS of cas: 42872-74-2

A mixture of ((R)-tetrahydrofuran-2-yl)(1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-6-azaspiro[2.5]octan-6-yl)methanone (826 mg, 2.01 mmol), 3-bromo-4-methylbenzonitrile (394 mg, 2.09 mmol), bis (di-tert-butyl(4- dimethylaminophenyl) phosphine)dichloropalladium (142 mg, 0.20 mmol), potassium phosphate (852 mg, 4.02 mmol) and water (2 mL) in dioxane (10 mL) was stirred for 2 h at 90 C under nitrogen atmosphere. The mixture was cooled to room temperature and concentrated under vacuum. The residue was purified by silica gel column chromatography, eluted with petroleum ether /ethyl acetate (1:1) to afford 6-methyl-4′-(6-((R)-tetrahydrofuran-2-carbonyl)-6-azaspiro[2.5]octan-1-yl)-[1,1′-biphenyl]-3-carbonitrile (636 mg, 80%) as a yellow solid. LCMS (ES, m/z): 401 [M+H]+.

According to the analysis of related databases, 42872-74-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Forma Therapeutics, Inc.; Martin, Matthew W.; Zablocki, Mary-Margaret; Mente, Scot; Dinsmore, Christopher; Wang, Zhongguo; Zheng, Xiaozhang; (382 pag.)EP3636637; (2020); A1;,
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. 42872-74-2, name is 3-Bromo-4-methylbenzonitrile, A new synthetic method of this compound is introduced below., Safety of 3-Bromo-4-methylbenzonitrile

2,6-Difluoro-N-[2′-methyl-5′-(4-methyl-thiazol-2-yl)-biphenyl-4-yl]-benzamide A solution of 3-bromo-4-methyl-benzonitrile (500 mg, 2.55 mmol) in ammonia solution (2 M in ethanol, 10 mL) was bubbled with H2S gas slowly for 1 hr. The solution was stirred for 3 hr at room temperature before the nitrogen was bubbled through the solution to remove H2S. The solution was concentrated to give the crude s (450 mg) which was used directly in the next reaction. The solution of s (100 mg, 0.43 mmol) and 1-chloropropan-2-one (200 muL, 2.5 mmol) in ethanol (2 mL) was refluxed at 85 C. for 10 hr. The solvent was removed and column chromatography afforded t (60 mg, 52%). Compound 38 was obtained by a Suzuki coupling reaction analogous to that described for Compound 20. 1H NMR (300 MHz, CDCl3) delta 7.93 (s, 1H), 7.80-7.68 (m, 4H), 7.40-7.29 (m, 4H), 7.03-6.96 (m, 2H), 6.82 (s, 1H), 2.48 (s, 3H), 2.31 (s, 3H); ESMS cacld (C24H18F2N2OS): 420.1; found: 421.1 (M+H).

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; Synta Pharmaceuticals Corp.; US2006/173006; (2006); A1;,
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. 42872-74-2, name is 3-Bromo-4-methylbenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C8H6BrN

Dissolve 3-bromo-4-methylbenzonitrile (10g, 51mmol) in carbon tetrachloride (100mL), add NBS (22.6g, 127.5mmol) and benzoyl peroxide (272mg, 2.5mmol), and reflux 14h, the raw materials disappeared. Cool to room temperature, add water (400 mL), extract with DCM (200 mL × 2), and obtain column chromatography (P / E = 20: 1) to obtain 16.17 g of white solid with a yield of 89.6% and melting point: 48-49 C.

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; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Chen Xiaoguang; Cui Guonan; Lai Fangfang; Zhou Jie; Ji Ming; Wang Xiaoyu; Du Tingting; Li Ling; Jin Jing; (144 pag.)CN110483366; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 42872-74-2, name is 3-Bromo-4-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 3-Bromo-4-methylbenzonitrile

A solution of 3-bromo-4-methylbenzonitrile (1 g), acetamidine hydrochloride (714 mg), cesium carbonate (5 g) and copper (I) bromide (36 mg) in dry dimethyl sulfoxide (25 mL) was stirred at 120 C. for 3 h. The mixture was chilled, diluted with EtOAc (200 mL) and washed with water. The organic layer was dried and the volatiles were removed under reduced pressure. The residue was purified by chromatography (SiO2, 150 g, DCM/MeOH) to yield the desired product (36% yield). LC-MS (Method 1): m/z [M+H]+=252.1 (MW calc.=252.11); Rt=3.5 min.

The synthetic route of 42872-74-2 has been constantly updated, and we look forward to future research findings.

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 42872-74-2 as follows. Safety of 3-Bromo-4-methylbenzonitrile

A solution of 3-bromo-4-methylbenzonitrile (1.0 g) in EtOH (20 mL) was saturated at 0 C. with gaseous HCl and the solution was stirred at rt for 2 h. The volatiles were removed under reduced pressure and the residue was dissolve in EtOH (9 mL). Formohydrazide (0.45 g) and triethylamine (2.8 mL) were added and the solution was stirred at 90 C. for 2 h. Water (50 mL) was added and the mixture was extracted with EtOAc. The combined organic layers were dried and the volatiles were removed under reduced pressure. The residue was purified by column chromatography (Interchim cartridge 30SiHP, 40 g, Cy/EtOAc) to yield the desired product (40% yield). LC-MS (Method 1): m/z [M+H]+=238.1 (MW calc.=238.08); Rt=3.3 min.

According to the analysis of related databases, 42872-74-2, the application of this compound in the production field has become more and more popular.

Electric Literature of 42872-74-2, 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. 42872-74-2, name is 3-Bromo-4-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of 3-bromo-4-methyl-benzonitrile (2 g, 10.2014 mmol, 100 mass%) in carbon tetrachloride (20 ml_, 100 mass%) under argon, was added NBS (2.2 g., 12.2417 mmol, 99 mass%) and benzoyl peroxide (0.123 g., 0.5101 mmol, 100 mass%). The mixture was heated to 85C for 18h. The reaction mass was diluted with water (50 ml) and extracted with ethyl acetate. Organics were washed again with water and brine, dried and evaporated to afford 3-bromo-4-(bromomethyl) benzonitrile (1.2 g, 4.4 mmol, 90 mass%, 95% Yield) as an off white solid solid. H NMR (400 MHz, chloroform-c) delta ppm 3.89 – 4.01 (m, 2 H) 6.61 – 6.77 (m, 1 H) 6.92 – 7.07 (m, 2 H) LCMS: RT 1.12-1.49 Min 274 [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, 3-Bromo-4-methylbenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; RAJAN, Ramya; STIERLI, Daniel; BEAUDEGNIES, Renaud; RENOLD, Peter; (79 pag.)WO2016/113303; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 42872-74-2,Some common heterocyclic compound, 42872-74-2, name is 3-Bromo-4-methylbenzonitrile, 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.

[0332] 2-Fluoro-5-iodobenzonitrile (0.41 mg, 1.7 mmol), triphenylphosphine (0.088 g, 0.33 mmol), and tris(dibenzylideneacetone)dipalladium (0) (0.076 mg, 0.084 mmol) were dissolved in THF (15 ml) and flushed with nitrogen. Themixture was treated with 1-(4-ethynyl-4-hydroxypiperidin-1-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone (520 mg, 1.7mmol) followed by tetrabutylammonium fluoride solution in THF (1.0 M, 3.3 ml, 3.3 mmol), sealed and placed in an oilbath at 60 C for 3 h. The mixture was cooled, diluted with water and ethyl acetate, and the layers separated. After theaqueous was extracted with additional ethyl acetate (2x), the combined organics were washed successively with water(2x) and brine, dried (Na2SO4) and concentrated. The resulting residue was purified by MPLC (eluent gradient 10->50%EtOAc:hex.) to provide 2-fluoro-5-[(4-hydroxy-1-{[4-(1H-tetrazol-1-yl)phenyl]acetyl}piperidin-4-yl)ethynyl]benzonitrile:_[0361] 3-[(4-Hydroxy-1-{[4-(1H-tetrazol-1-yl)phenyl]acetyl}piperidin-4-yl)ethynyl]-4-methylbenzonitrile was preparedin a similar fashion to that described for the synthesis of EXAMPLE 10 starting from 1-(4-ethynyl-4-hydroxypiperidin-1-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone and 3-bromo-4-methylbenzonitrile. 1H NMR (500 MHz, CDCl3, delta in ppm): 9.02(s, 1H), 7.72 (d, J = 8.5 Hz, 2H), 7.61 (s, 1H), 7.52 (d, J = 8.5 Hz, 2H), 7.36 (m, 2H), 4.06 (m, 1H), 3.89 (s, 2H), 3.76 (m,1H), 3.59 (m, 1H), 3.35 (m, 1H), 2.51 (s, 3H), 2.08 (m, 2H), 1.91 (m, 2H).

The synthetic route of 42872-74-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Corp.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; (136 pag.)EP2755656; (2016); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts