Category: 243128-37-2

Reference of 243128-37-2, 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. 243128-37-2, name is 4-Fluoro-3-methoxybenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 5-chloro-2,lambda/-dimethylbenzamide (5.0 g, 27.2 mmol) in THF (28 ml_) was cooled to -78 C and a solution of 2M lithium diisopropylamide in THF (40.8 ml_, 82 mmol) diluted with THF (68 mL) added. 4-Fluoro-3-methoxybenzonitrile (4.12 g, 27.2 mmol) in THF (28 ml_) was added and the mixture stirred at -78 C for 2.5 h. Sat. NH4CI (aq.) was added and the mixture extracted with EtOAc (2 X 50 mL). A precipitate formed in the aqueous which was collected by filtration to afford 7-chloro-3-(4-fluoro-3-methoxyphenyl)-2H-isoquinolin-1- one (3.74 g, 12.3 mmol, 45%).

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-Fluoro-3-methoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; N.V. ORGANON; WO2008/33764; (2008); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 243128-37-2, A common heterocyclic compound, 243128-37-2, name is 4-Fluoro-3-methoxybenzonitrile, molecular formula is C8H6FNO, 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.

Step A. Under an argon atmosphere a mixture of commercially available 4-fluoro- 3-methoxybenzonitrile (5.O g), AlCl3 (8.8 g) and NaCl (1.94 g) was heated (melted) to 190C for 45 min, cooled, poured on ice (200 mL) and extracted with CHCI3 (3 x). The combined organic phases were washed with H2O, dried (MgSO4), filtered, concentrated and purified by chromatography (silica, cyclohexane/EtOAc 9:1 to 8:1) to afford the title compound as colorless needles (3.45 g, 76%). [MH]+ = 138.

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; ALANTOS PHARMACEUTICALS HOLDING, INC.; WO2008/63671; (2008); A2;,
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. 243128-37-2, name is 4-Fluoro-3-methoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-Fluoro-3-methoxybenzonitrile

A mixture of 57 (1.0 g, 5.8 mmol), 5-iodophenol (1.27 g, 5.8 mmol) in DMSO (10.0 mL) and anhydrous K2CO3 (1.2 g, 8.7 mmol) was heated at 110 C for 1 h. The mixture was poured into ice water and extracted with EtOAc (3 x 50 mL). The organic layer was sequentially washed with brine (2 x 75 mL), dried over anhydrous Na2SC>4, and concentrated in vacuo to give 3-(3-iodophenoxy)-4- methoxybenzonitrile (66 f) (1.76 g, 81 %) which was used without further purification. HR-MS (ES) calcd for C14H10INO2 [M+l]+ 351.9803, found 351.9800.

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 243128-37-2.

Reference:
Patent; YALE UNIVERSITY; WO2013/56003; (2013); A2;,
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. 243128-37-2, name is 4-Fluoro-3-methoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Fluoro-3-methoxybenzonitrile

4-Fluoro-3-methoxybenzonitrile (98.2 g, 0.65 mol) was combined with 4-methyl-1 /-/- imidazole (53.4 g, 0.65 mol) and anhydrous potassium carbonate (138.2 g, 1 mol, 1.54 eq) in dimethylformamide (650 ml_), and the reaction mixture was stirred for 16 hours at 135-140 0C (internal temperature). The mixture was cooled to room temperature and filtered; the salts were washed with dichloromethane (3 x 30 ml_). The combined filtrates were evaporated in vacuo to afford a brown semisolid, which was suspended in water (500 ml_) and left to stand at 5 0C for 24 hours. The mixture was filtered, and the solid was washed with ice water (2 x 50 ml_), then dried in vacuo to afford a yellow solid (105.5 g). Crystallization from methanol (106 ml_) provided purified product (66.3 g) as yellowish crystals. These were boiled with acetone (100 ml_) for 5 minutes and the mixture was left to cool overnight. The mixture was filtered, and the crystals were washed with acetone (2 x 10 ml_) to afford the title compound as a white solid. Yield: 54.6 g, 0.256 mmol, 39%. 1H NMR (400 MHz, CDCI3) delta 2.31 (d, J=1.0 Hz, 3H), 3.94 (s, 3H), 6.97 (m, 1 H), 7.30 (m, 1 H), 7.37 (m, 2H), 7.79 (d, J=1.4 Hz, 1 H).

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 243128-37-2.

Reference:
Patent; PFIZER INC.; ALLEN, Martin, Patrick; AM ENDE, Christopher, William; BRODNEY, Michael, Aaron; DOUNAY, Amy, Beth; JOHNSON, Douglas, Scott; PETTERSSON, Martin, Youngjin; SCHWARZ, Jacob, Bradley; TRAN, Tuan, Phong; WO2010/100606; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 243128-37-2, 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 243128-37-2 as follows.

4-fluoro-3-methoxybenzonitrile (1 g, 6.62 mmols) was dissolved in anhydrous dichloromethane (10 mL) and cooled to 0 C. (ice-bath). To the cooled solution was added boron tribromide solution in dichloromethane (1 M, 2 eq.). The reaction mixture was stirred at 0 C. for 5 minutes, warmed to room temperature and stirred at room temperature overnight. LCMS of the reaction mixture showed some starting material was still present. Two more equivalents of boron tribromide solution was added and the reaction was stirred at RT overnight. LCMS showed that the reaction had progressed, but some starting material was still present. The reaction mixture was then heated at 45 C. overnight to complete the reaction, as confirmed by LCMS. The reaction mixture was then poured into ice-water, warmed to RT, and extracted with ethyl acetate (3*). The combined organic layer was dried over sodium sulfate, filtered and concentrated to give the crude phenol which was used in the next step without further purification.

According to the analysis of related databases, 243128-37-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ge, Min; He, Jiafang; Lau, Fiona Wai Yu; Liang, Gui-Bai; Lin, Songnian; Liu, Weiguo; Walsh, Shawn P.; Yang, Lihu; US2007/265332; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 243128-37-2, A common heterocyclic compound, 243128-37-2, name is 4-Fluoro-3-methoxybenzonitrile, molecular formula is C8H6FNO, 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.

Add lithium chloride (1.7 g, 40 mmol) to a stirred solution of 4-fluoro-3- methoxybenzonitrile (2.0 g, 13 mmol) in DMF (26 mL). Stir the resulting mixture at 160 C for 5 hours and then cool to room temperature with stirring for 12 hours. Dilute the mixture with ethyl acetate (50 mL) and wash with water (2 x 40 mL). Acidify the isolated aqueous phase with 1 M HC1 and extract with ethyl acetate (3 x 60 mL). Wash the combined organic extracts with water (2 x 100 mL), dry over Na2SC”4, and concentrate under reduced pressure to give the title compound as a yellow solid (0.68 g, 38%): ES/MS (m/z) 138 (M+H), which is directly used without further purification.

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; ELI LILLY AND COMPANY; LILLY CHINA RESEARCH AND DEVELOPMENT CO., LTD.; LIU, Kevin Kun-Chin; XIE, Yinong; WU, Liang; ZHOU, Guoqiang; WO2015/89800; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 243128-37-2, A common heterocyclic compound, 243128-37-2, name is 4-Fluoro-3-methoxybenzonitrile, molecular formula is C8H6FNO, 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 suspension of NaH (1.25 eq) in DMF (100 ml), to which is added 10 g of the product obtained during the preceding step, is stirred for 1 h at AT, then 4-fluoro-3-methoxy-benzonitrile (1 eq) in DMF (100 ml) is added and stirred a further 24 h at AT. After evaporation to dryness, the residue is redissolved in water, extracted with TBME, the organic layer is washed with a 1 N aqueous solution of NaOH then with an aqueous NaCl solution, dried over MgSO4, filtered and evaporated. 10.1 g of the desired product are isolated after chromatography on silica eluting with a DCM/MeOH/NH4OH mixture (97.5:2.5:0.1 v/v/v).

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; CEREP; US2009/233910; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 243128-37-2, The chemical industry reduces the impact on the environment during synthesis 243128-37-2, name is 4-Fluoro-3-methoxybenzonitrile, I believe this compound will play a more active role in future production and life.

To a stirred solution of 51 (16.0 g, 105.8 mmol) in dry diethyl ether (1000 mL) at -78 C was added Ti (O?Pr)4 (35.1 mL, 116.3 mmol). EtMgBr (3M soln. in Et20, 70.5 mL, 211.6 mmol) was added dropwise under nitrogen atmosphere to the reaction mixture and stirred at room temperature at for 1 h. BF3.OEt2 (26.5 mL, 211.6 mmol) was added dropwise to the reaction mixture and stirred at room temperature for 1.5 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was diluted with iN HC1 and stirred for 10 mm. The reaction mixture was neutralized with aqueous NaOH and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford 52. Yield: 8.0 g, 41%. ?HNMR (400 IVIFIz, DMSO-d6) 0.87 -0.92 (m, 4H), 2.33 (br s, 2H) 3.83 (s, 3H), 6.76-6.80 (m, 1 H), 7.02 -7.09 (m, 1H), 7.13 (d, J= 7.83 Hz, 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, 4-Fluoro-3-methoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CV6 THERAPEUTICS (NI) LIMITED; SPYVEE, Mark; LEWIS, Michael; (300 pag.)WO2018/98204; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 243128-37-2, 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. 243128-37-2, name is 4-Fluoro-3-methoxybenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 5-chloro-2,lambda/-dimethylbenzamide (5.0 g, 27.2 mmol) in THF (28 ml_) was cooled to -78 C and a solution of 2M lithium diisopropylamide in THF (40.8 ml_, 82 mmol) diluted with THF (68 mL) added. 4-Fluoro-3-methoxybenzonitrile (4.12 g, 27.2 mmol) in THF (28 ml_) was added and the mixture stirred at -78 C for 2.5 h. Sat. NH4CI (aq.) was added and the mixture extracted with EtOAc (2 X 50 mL). A precipitate formed in the aqueous which was collected by filtration to afford 7-chloro-3-(4-fluoro-3-methoxyphenyl)-2H-isoquinolin-1- one (3.74 g, 12.3 mmol, 45%).

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-Fluoro-3-methoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; N.V. ORGANON; WO2008/33764; (2008); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 243128-37-2, 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. 243128-37-2, name is 4-Fluoro-3-methoxybenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4.1.1. Synthesis of the Compounds 4 from Scheme 1 (Benzonitrile Derivatives)Synthesis of 4-morpholino-3-methoxy-benzonitrile (4.3) (for Examples 10, 70)6.7 mL (75 mmol) morpholine was stirred into 50 ml dimethylsulphoxide together with 20 g (141 mmol) potassium carbonate and 10.0 g (66 mmol) 4-fluoro-3-methoxy-benzonitrile for 8 h at 100 C. 500 ml ice water was added to the reaction mixture and the precipitate formed was filtered off and dried.Yield: 11.2 g (51 mmol=78% of theory)Analysis: HPLC-MS (method D): Rt: 1.36 min, (M+H)+: 219

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-Fluoro-3-methoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/201608; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts