Category: 330793-38-9

Some common heterocyclic compound, 330793-38-9, name is 4-Bromo-2-methoxybenzonitrile, molecular formula is C8H6BrNO, 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. Product Details of 330793-38-9

b 4-Bromo-2-methoxybenzoic acid 4-Bromo-2-methoxybenzonitrile (7.35 g, 35 mmol) was dissolved in dioxane (400 mL). Sodium hydroxide (2.0 N, 200 mL) was added and the suspension was heated at 100° C. for 16hours. Organic solvent was removed under reduced pressure and the aqueous mixture was filtered and washed with water. The filtrate was neutralized with hydrochloric acid (5.0N) to pH 1. The solid was collected by filtration to give 4-bromo-2-methoxybenzoic acid (3 g, 37percent). 1H NMR (DMSO-d6) delta 3.84(s, 3H), 7.21 (d, J=8.25 Hz, 1H), 7.33 (s, 1H), 7.58 (d, J=8.23 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 330793-38-9, its application will become more common.

Reference:
Patent; Abbott Laboratories; US2002/156081; (2002); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 330793-38-9, name is 4-Bromo-2-methoxybenzonitrile, belongs to nitriles-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 330793-38-9, Formula: C8H6BrNO

Preparation 17: 2-methoxy-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl)benzamide; Step 1 : 4-bromo-2-methoxybenzamide; To a solution of 4-bromo-2-methoxybenzonitrile (Preparation 16, Step 1 , 2.0Og, 9,43 mmol) in ethanol (6 ml_) was added 10percent aqueous potassium hydroxide (5.30 ml_, 943 mmol). The reaction was heated to 8O0C for 16 h. An additional amount of 10percent aqueous potassium hydroxide (5.3OmL) was added to the reaction and the mixture was stirred for 8 h at 8O0C. The reaction was cooled to room temperature and a solid precipitated. The mixture was filtered to yield the title compound as a white solid 4 (658 mg, 30percent). 1H NMR (500 MHz, DMSO-Cf6) delta ppm 7.70 (d, 1 H), 7.60 (bs, 2H), 7.54 (s, 1 H), 7.22 (d, 1H), 3.90 (s, 3H).

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-Bromo-2-methoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; ARHANCET, Graciela Barbieri; CASIMIRO-GARCIA, Agustin; CHEN, Xiangyang; HEPWORTH, David; MEYERS, Marvin Jay; PIOTROWSKI, David Walter; RAHEJA, Raj Kumar; WO2010/116282; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 330793-38-9, 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. 330793-38-9 name is 4-Bromo-2-methoxybenzonitrile, 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.

General procedure: To a stirred solution of Ar-X 9 (1.0 mmol) in THF(4.5 ml) was added dropwise a solution of i-PrMgCl in Et2O (2.0 M, 0.53 ml, 1.06 mmol) at ?40 °C under Ar and the resulting mixture was stirred at ?40 °C for 3 h and cooled to ?78 °C. To a stirred solution of dibromodifluoromethane in THF (2.46 M, 0.49 ml, 1.2 mmol) was added dropwise the prepared solution of Ar-MgCl 10 in THF via cannula at ?78 °C and the resulting mixture was gradually warmed to room temperature over 8 h. The reaction was quenched with saturated aqueous NH4Cl (10 ml) and extracted with EtOAc (10 ml x 3). The combined extracts were dried over Na2SO4. Concentration of the solvent in vacuo afforded a residue, which was purified by silica gel column chromatography and recycle GPC to give Ar-CF2Br 11.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2-methoxybenzonitrile, and friends who are interested can also refer to it.

Reference:
Article; Shiosaki, Masahiro; Inoue, Munenori; Tetrahedron Letters; vol. 55; 50; (2014); p. 6839 – 6843;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 330793-38-9, name is 4-Bromo-2-methoxybenzonitrile, belongs to nitriles-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 330793-38-9, SDS of cas: 330793-38-9

A mixture of 3,3-dimethylindolin-2-one (31) (12.9 mg, 0.08 mmol), 4-bromo-2-methoxybenzonitrile (30) (17.0 mg, 0.08 mmol), COPPER (I) IODIDE (7.80 mg, 0.04 mmol), TRANS- (1R, 2R)- N, N’- DIMETHYL- CYCLOHEXANE- 1, 2- DIAMINE (11.7 mg, 0.08 mmol) and POTASSIUM PHOSPHATE (35.0 mg, 0.16 mmol) in DMSO (0.50 mL) was heated to 80C for 1.5 h, then heated to 100C for 21h. The reaction mixture was diluted with ethyl acetate, filtered through a plug of silica gel and concentrated by rotary evaporation. The resulting residue was purified by prep-HPLC to afford 4-(3,3-dimethyl-2-oxoindolin-1-yl)-2-methoxybenzonitrile (32) (8.75 mg, 37percent). 1H NMR (500 MHz, DMSO-d6) d ppm 1.41 (s, 6 H) 3.95 (s, 3 H) 6.95 (d, J=7.81 Hz, 1 H) 7.14 (t, J=7.32 Hz, 1 H) 7.20 (d, J=7.81 Hz, 1 H) 7.24 (t, J=7.81 Hz, 1 H) 7.36 (s, 1 H) 7.46 (d, J=6.83 Hz, 1 H) 7.90 (d, J=7.81 Hz, 1 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:
Article; Guo, Chuangxing; Pairish, Mason; Linton, Angelica; Kephart, Susan; Ornelas, Martha; Nagata, Asako; Burke, Benjamin; Dong, Liming; Engebretsen, Jon; Fanjul, Andrea N.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 7; (2012); p. 2572 – 2578;,
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. 330793-38-9, name is 4-Bromo-2-methoxybenzonitrile, A new synthetic method of this compound is introduced below., name: 4-Bromo-2-methoxybenzonitrile

To a mixture of 4-bromo-2-methoxy benzonitrile (1 g, 4.72 mmol), butyl vinyl ether (2.362 g, 23.58 mmol), l,3-bis(diphenylphosphino)propane (0.097 g, 0.236 mmol), palladium (II) acetate (0.053 g, 0.236 mmol) and l-butyl-3-methylimidazolium tetrafluoro borate (0.533 g, 2.358 mmol) in DLC/MSO (4.72 ml) was added diisopropylamine (0.807 ml, 5.66 mmol) in a microwave vial. The reaction mixture was degassed with argon and stirred at 115°C for 18h. The mixture was partitioned between EtOAc and H20 and the aqueous layer was extracted with EtOAc (3x). The combined organic phase was washed with brine, dried over anhydrous MgS04, and filtered. The residue was then dissolved in MeOH/DLC/MSO (25ml/5ml), then 3N HC1 (20 ml) was added. The mixture was stirred at rt for 3h. After concentration the residue was partitioned between DCM and water and the aqueous layer was extracted with DCM (3x). The combined organic phase was washed with brine, dried over anhydrous MgS04, and filtered. The filtrate was concentrated and purified by silica gel column chromatography using (0-60)percentEtOAc/Hexanes as mobile phase to give the title product as a pale yellow solid.

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; MERCK SHARP & DOHME CORP.; CHOBANIAN, Harry; PIO, Barbara; GUO, Yan; DING, Fa-Xiang; DONG, Shuzhi; WALSH, Shawn, P.; JIANG, Jinlong; KIM, Dooseop; WO2015/95097; (2015); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 330793-38-9, These common heterocyclic compound, 330793-38-9, name is 4-Bromo-2-methoxybenzonitrile, 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 mixture of 4-bromo-2-methoxybenzonitrile (3.0 g, 14 mmol) , Boc2O (3.24 g, 15.6 mmol) , and Raney Ni (10, 0.6 g) in EtOAc (100 mL) was heated under 40 psi H2atmosphere at 70 for 36 h. The product mixture was filtered, and the filtrate concentrated. The residue was purified by silica gel chromatography eluting with EA: PE 1:30 to 1:10 to afford the title compound.1H NMR (400 MHz, CDCl3) delta 7.09-7.18 (m, 1H) , 7.01 -7.08 (m, 1H) , 6.98 (s, 1H) , 4.23 (d, J 5.8 Hz, 2H) , 3.83 (s, 3H) , 1.44 (s, 9H) . MS : m/z 259 (M – 56) .

The synthetic route of 330793-38-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; COOKE, Andrew J.; PITTS, Daniel; JOHNSON, Adam; BESHORE, Douglas C.; HURZY, Danielle; MITCHELL, Helen; FRALEY, Mark; MCCOMAS, Casey; SCHIRRIPA, Kathy; MERCER, Swati P.; NANDA, Kausik; MENG, Dongfang; WU, Jane; BABAOGLU, Kerim; LI, Chun Sing; MAO, Qinghua; QI, Zhiqi; (156 pag.)WO2016/54807; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 330793-38-9, 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. 330793-38-9, name is 4-Bromo-2-methoxybenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step A: 2-(Methyoxy)-4-prop-2-en-l-ylbenzonitrile To a 50 mL flask containing a stir bar were added 2-methoxy-4-bromobenzonitrile (0.30 g, 1.4 mmol), palladium tetrakis (82 mg, 0.071 mmol), allyltri-n-butyltin (0.88 mL, 2.8 mmol), and lithium chloride (0.12 g, 2.8 mmol). The resulting mixture was then dissolved in anhydrous toluene (16 mL); the flask was placed in an oil bath and heated at 130 °C. LC as well as TLC (hexanes/EtOAc =1/0.3) indicated that reaction had gone to completion. The flask was taken out of the oil bath and cooled to room temperature. To the flask was added EtOAc (40 mL) and the mixture was transferred into a separatory funnel and washed with brine. The organic phase was dried over Na2S04, filtered and concentrated to dryness. It was then dissolved in DCM and absorbed into silica gel. The slica gel was then loaded onto a silica column for separation with the solvent systems of hexanes/EtOAc (1/0.3) to provide 2-(methyloxy)-4-prop-2-en-l- ylbenzonitrile. LC-MS (IE, m/z): 174 [M + 1]+.

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-Bromo-2-methoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

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; WO2013/39802; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 330793-38-9, name is 4-Bromo-2-methoxybenzonitrile, belongs to nitriles-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 330793-38-9, SDS of cas: 330793-38-9

Step 2: Preparation of the intermediate: 4-bromo-2-hydroxy-benzonitrile; To a stirred solution of 4-bromo-2-methoxy-benzonitrile (4. 60 g, 21.7 mmol) in methylene chloride (20 mL) was added aluminum chloride (14.5 g, 108 mmol). After stirring under an argon atmosphere for 10 min, more methylene chloride (30 mL) was added, and the mixture left to reflux under argon overnight. The reaction was then diluted with ethyl acetate, washed with water, brine, and dried over magnesium sulfate. The solvent was removed at reduced pressure, providing (4.09g, 95.2percent) of 4-bromo-2- hydroxy-benzonitrile as a slightly gray-colored product. 1H-NMR (CDCI3) 6 7.35 (d, J = 8.4 Hz, 1H), 7.19 (d, J = 1.4 Hz, 1H), 7.14 (dd, J = 8. 4,1, 4 Hz, 1H), 6.15 (s, 1H) ; TLC Rf = 0.78 (50percent ethyl acetate-hexane).

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-Bromo-2-methoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 330793-38-9, name is 4-Bromo-2-methoxybenzonitrile, belongs to nitriles-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 330793-38-9, Application In Synthesis of 4-Bromo-2-methoxybenzonitrile

2-(6-(5,6,7,8-Tetrahydropyrido[3,4-d]pyrimidin-4-yl)amino)pyridin-3-yl)propan-2-ol (20 mg) obtained in ReferenceExample 4, 4-bromo-2-methoxybenzonitrile (22 mg), tris(dibenzylideneacetone)dipalladium (6.4 mg), Xantphos(8.1 mg), and sodium tert-butoxide (10 mg) were suspended in dioxane (0.4 mL), followed by stirring under microwaveirradiation at 130°C for 40 minutes. Insolubles were removed from the reaction mixture by filtration, and the resultingsolution was purified by reversed-phase preparative HPLC column chromatography. The resulting fraction was concentratedunder reduced pressure to obtain the target compound.

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-Bromo-2-methoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference of 330793-38-9, These common heterocyclic compound, 330793-38-9, name is 4-Bromo-2-methoxybenzonitrile, 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.

b) 4-Bromo-2-methoxybenzoic acid 4-Bromo-2-methoxybenzonitrile (7.35 g, 35 mmol) was dissolved in dioxane (400 mL). Sodium hydroxide (2.0 N, 200 mL) was added and the suspension was heated at 100° C. for 16 hours. Organic solvent was removed under reduced pressure and the aqueous mixture was filtered and washed with water. The filtrate was neutralized with hydrochloric acid (5.0N) to pH 1. The solid was collected by filtration to give 4-bromo-2-methoxybenzoic acid (3 g, 37percent). 1H NMR (DMSO-d6) delta 3.84(s, 3H), 7.21 (d, J=8.25 Hz, 1H), 7.33 (s, 1H), 7.58 (d, J=8.23 Hz, 1H).

Statistics shows that 4-Bromo-2-methoxybenzonitrile is playing an increasingly important role. we look forward to future research findings about 330793-38-9.