Category: 351003-36-6

Electric Literature of 351003-36-6, 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. 351003-36-6, name is 2-Fluoro-5-iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of Tributyl-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-2,5-dihydro-furan- 3-yl]-stannane (300 mg) in N,N-dimethylformamide (12 mL) under argon was successively added 2-Fluoro-5-iodo-benzonitrile (630 mg), copper iodide (20 mg) and thentetrakis(triphenylphosphine) palladium (42 mg). The reaction was heated at lOOC under argon for 20 hours. The reaction was allowed to cool down to room temperature then water was added and the mixture was extracted with ethyl acetate. The organic extract was washed with water, dried over sodium sulfate and concentrated in vacuo to give a residue which was purified by chromatography on silica gel (eluent: heptanesdichloromethane, 2: 1) to give 5- [5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-2,5-dihydro-furan-3-yl]-2-fluoro-benzonitrile (182 mg) as a brown solid.1H-NMR (CDC13, 400 MHz): 7.65-7.63 (m, 2H), 7.47 (m, 2H), 7.40 (m, IH), 7.29 (m, IH), 6.40 (bs, IH), 5.30 (dd, J= 2.2 and 12.8 Hz, IH), 5.17 (m, IH) ppm. 19F-NMR (CDC13, 376 MHz): -78.11 and -104.17 ppm.

The chemical industry reduces the impact on the environment during synthesis 2-Fluoro-5-iodobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EL QACEMI, Myriem; CASSAYRE, Jerome Yves; TOUEG, Julie Clementine; RENOLD, Peter; PITTERNA, Thomas; WO2011/101229; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 351003-36-6, 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. 351003-36-6 name is 2-Fluoro-5-iodobenzonitrile, 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.

Step 2: 3-(3-Cvano-4-fluorophenyl)-N-(2,4-dimethoxybenzyl)prop-2-yti-l-aminium chloride (F2)To a solution of lambda/-(2,4-dimethoxybenzyl)prop-2-yn-l -amine (1 eq) in a mixture of DMF and Et3N (4:1) was added 2-fiuoro-5-iodobenzonitrile (1.5 eq), CuI (0.2 eq) and Pd(PPh3)4 (0.1 eq). The resulting mixture was stirred at RT overnight. The reaction mixture was diluted with EtOAc, washed with 0.1 N HCl (2x) and then with brine; dried (Na2SO4), filtered and concentrated under reduced pressure. Treatment with an excess of 2N HCl solution in Et2O provided the desired compound after concentration under reduced pressure.1H NMR (400 MHz, DMSOd6) delta: 9.55 (2H, br. S), 8.12 (IH, dd, J = 5.9, 1.6 Hz), 7.96-7.85 (IH, m), 7.62 (IH, t, J = 9.0 Hz), 7.39 (IH, d, J = 8.3 Hz), 6.63 (IH, d, J = 1.8 Hz), 6.58 (IH, dd, J = 8.3, 1.8 Hz), 4.17 (2H, s), 4.09 (2H, s), 3.82 (3H, s), 3.78 (3H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Fluoro-5-iodobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI SPA; WO2007/138355; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 351003-36-6, name is 2-Fluoro-5-iodobenzonitrile, A new synthetic method of this compound is introduced below., Quality Control of 2-Fluoro-5-iodobenzonitrile

To a solution of Tributyl-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-2,5-dihydro-furan-3-yl]-stannane (300 mg) in N,N-dimethylformamide (12 mL) under argon was successively added 2-Fluoro-5-iodo-benzonitrile (630 mg), copper iodide (20 mg) and then tetrakis(triphenylphosphine) palladium (42 mg). The reaction was heated at 100 C under argon for 20 hours. The reaction was allowed to cool down to room temperature then water was added and the mixture was extracted with ethyl acetate. The organic extract was washed with water, dried over sodium sulfate and concentrated in vacuo to give a residue which was purified by chromatography on silica gel (eluent: heptanesdichloromethane, 2:1) to give 5-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-2,5-dihydro-furan-3-yl]-2-fluoro-benzonitrile (182 mg) as a brown solid.1H-NMR (CDCl3, 400 MHz): 7.65-7.63 (m, 2H), 7.47 (m, 2H), 7.40 (m, 1H), 7.29 (m, 1H), 6.40 (bs, 1H), 5.30 (dd, J=2.2 and 12.8 Hz, 1H), 5.17 (m, 1H) ppm. 19F-NMR (CDCl3, 376 MHz): -78.11 and -104.17 ppm.

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; SYNGENTA CROP PROTECTION LLC; US2012/329769; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 351003-36-6, These common heterocyclic compound, 351003-36-6, name is 2-Fluoro-5-iodobenzonitrile, 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.

To a solution of 2-fluoro-5-iodobenzonitrile (479.2 mg, 1 .94 mmol) in tetrahydrofuran (4 mL) at -20 C was added isopropylmagesium chloride (2 N, 0.97 ml, 1 .94 mmol) and the mixture was stirred for 1 hour. Then, a solution of the product of Example 1 b (200 mg, 1 .29 mmol) in tetrahydrofuran (0.5 mL) was added and the mixture was stirred at -20 C for an additional 1 hour, then warmed to room temperature and stirred for 1 hour. The reaction was quenched with saturated aqueous ammonium chloride (10 mL) and the organics were extracted with ethyl acetate (10 mL x 3). The combined phase was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 50:1 ) to afford the title compound as a white solid (200 mg, Yield: 48%). Mp = 1 17.9- 1 19.2 C; Rf = 0.2 (10:1 ) petroleum ether/: ethyl acetate); H NMR (400 MHz, CDCIs) delta 7.69-7.67 (m, 1 H), 7.64-7.60 (m, 1 H), 7.15 (d, J = 8.6 Hz, 1 H), 5.06 (d, J = 4.8 Hz, 1 H),1 .85 (d, J = 5.6 Hz, 1 H), 1 .83-1 .76 (m, 1 H), 1 .64- 1 .60 (m, 1 H), 1 .50-1 .44 (m, 3 H), 1 .32-1 .23 (m, 2 H), 1 .14 (s, 3 H), 1 .06 (s, 3 H), 1 .00-0.89 (m, 1 H), 0.53 (d, J = 6.4 Hz, 3 H) ppm; (ESI +ve) m/z 276 (M +H+); [a]D27 0 = +27.1 (c = 0.31 , dichloromethane).

The synthetic route of 351003-36-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIKAM PHARMACEUTICALS, INC.; GARVEY, David, S.; WO2012/174064; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 351003-36-6,Some common heterocyclic compound, 351003-36-6, name is 2-Fluoro-5-iodobenzonitrile, molecular formula is C7H3FIN, 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 solution of tert-butyl 4-ethynyl-4-hydroxypiperidine-1-carboxylate (8.2 g, 36 mmol) and 2-fluoro-5-iodobenzonitrile(8.72 g, 43.6 mmol) in N,N-diethylamine (200 mL), was added tetrakis(triphenylphosphine)palladium dichloride(0.80 mg) and copper (I) iodide (0.34 mg). The mixture was stirred at room temperature under N2 for 12 h and thenevaporated. The residue was partitioned between water and EtOAc. The combined organic solutions were washed withbrine (500 mL), dried (Na2SO4), filtered and concentrated to provide tert-butyl 4-[(3-cyano-4-fluorophenyl)ethynyl]-4-hydroxypiperidine-1-carboxylate which was used directly in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Fluoro-5-iodobenzonitrile, its application will become more common.

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;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 351003-36-6, name is 2-Fluoro-5-iodobenzonitrile, belongs to iodides-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 351003-36-6, Recommanded Product: 351003-36-6

Step 1: General procedure A was followed using 2-fluoro-5-iodo-benzonitrile as aryl iodide to afford (R)-2-fluoro-5-[3-(1-naphthalen-1-yl-ethylamino)-prop-1-ynyl]-benzonitrile. The product was purified by chromatography using 0-5% methanol in DCM, affording (R)-2-fluoro-5-[3-(1-naphthalen-1-yl-ethylamino)-prop-1-ynyl]-benzonitrile.

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:
Patent; LEO PHARMA A/S; US2012/101039; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 351003-36-6,Some common heterocyclic compound, 351003-36-6, name is 2-Fluoro-5-iodobenzonitrile, molecular formula is C7H3FIN, 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.

2-Fluoro-5-iodobenzonitrile (2.0 g, 7.3 mmol) was dissolved in THF (13 mL) and cooled to -35 C., then i-PrMgCl (sol. in THF, 1.5M, 7.3 mL) was slowly added while maintaining the temperature. The mixture was stirred at -25 C. for 1 h and then transferred to a cooled (-70 C.) THF (9 mL) solution of 4-bromobenzoyl chloride (3.20 g, 14.6 mmol). After 1 h stirring at -70 C. the mixture was allowed to slowly attain rt. Concentration and addition of water (100 mL) gave a slurry that was neutralised. Extractive workup (EtOAc, NaHCO3 (aq, sat), brine), drying (Na2SO4) of the combined extracts and concentration furnished, after purification by chromatography, 5-(4-bromobenzoyl)-2-fluorobenzonitrile (1.53 g, 69%).

The synthetic route of 351003-36-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIS-AROMATIC COMPOUNDS USEFUL IN THE TREATMENT OF INFLAMMATION; US2010/286215; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 351003-36-6, name is 2-Fluoro-5-iodobenzonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H3FIN

Add bis (triphenylphosphine) palladium (II) dichloride (77 mg, 0. 11 mmol), copper (I) iodide (42 mg, 0. 22 mmol), and 3-chloro-5-ethynylpyridine, (prepared as described in PREPARATION 27), (300 mg, 2. 2 mmol) to a solution of 2-fluoro-5-iodobenzonitrile (650 mg, 2. 6 mmol) in triethylamine (4. 6 mL, 33 mmol) and heat at 60 C for 6 h. Cool to room temperature and concentrate. Purify by silica gel chromatography, eluting with 50 : 50 dichloromethane : hexanes to 90 : 10 dichloromethane : ethyl acetate, followed by a second silica gel chromatography eluting with 95 : 5 to 75 : 25 hexanes : ethyl acetate, to give the title compound as an off-white solid (510 mg, 91%). 1H NMR (300 MHz, CH30H-d4) 8 7. 40-7. 48 (t, J = 8. 9 Hz, 1H), 7. 88-7. 97 (m, 1H), 8. 00-8. 09 (m, 2H), 8. 55-8. 58 (d, J = 2. 3 Hz, 1H), 8. 63-8. 66 (d, J = 1. 7 Hz, 1H) ; MS (APCI) : nz/z = 257 [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; ELI LILLY AND COMPANY; WO2005/94822; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 351003-36-6, 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 351003-36-6 as follows.

A solution of 2-fluoro-5-iodobenzonitrile (100 mg, 0.405 mmol) and 2-methyl- 2,4-dihydro-3H-pyrazol-3-one (63.6 mg, 0.648 mmol) in 5 ml_ of 1 -methyls- pyrrol id inone was treated with cesium carbonate (396 mg, 1.22 mmol) and stirred at 110 0C for 2 hour. The reaction was diluted with 50 ml_ water and extracted with 2 x 5OmL ethyl acetate. The combined organic layers were washed with 50 ml_ water, 5OmL brine, dried over magnesium sulfate, filtered, and evaporated to afford crude material. Purification by normal phase chromatography provided the title compound as a white solid (93 mg). LC/MS 5-100% acetonithle/tfa-water/tfa (6 min gradient) 4.74 min [(M+H)+ = 326]. 1 H NMR (400 MHz, DMSO- c/6) delta ppm 8.33 (1 H, d, J=2.2 Hz), 8.04 (1 H, dd, J=8.9, 2.2 Hz), 7.45 (1 H, d, J=2.0 Hz), 6.95 (1 H, d, J=8.9 Hz), 5.99 (1 H, d, J=2.0 Hz), 3.67 (3 H, s)

According to the analysis of related databases, 351003-36-6, the application of this compound in the production field has become more and more popular.

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. 351003-36-6, name is 2-Fluoro-5-iodobenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C7H3FIN

General procedure: 2-Fluoro-5 – [(4-hydroxy- 1 – { 4-( lH-tetrazol- 1 -yDphenyl] acetyl) piperidin-4- yl)ethynyl]benzonitrile 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. The mixture was treated with l-(4-ethynyl-4-hydroxypiperidin-l- yl)-2-[4-(lH-tetrazol-l-yl)phenyl]ethanone (520 mg, 1.7 mmol) followed by tetrabutylammonium fluoride solution in THF (1.0 M, 3.3 ml, 3.3 mmol), sealed and placed in an oil bath at 60 C for 3 h. The mixture was cooled, diluted with water and ethyl acetate, and the layers separated. After the aqueous was extracted with additional ethyl acetate (2x), the combined organics were washed successively with water (2x) and brine, dried (Na2S04) and concentrated. The resulting residue was purified by MPLC (eluent gradient 10->50% EtOAc:hex.) to provide 2-fluoro-5-[(4-hydroxy-l-{[4-(lH-tetrazol-l-yl)phenyl]acetyl}piperidin- 4-yl)ethynyl]benzonitrile. 1H NMR (500 MHz, CDC13, delta in ppm): 9.04 (s, 1H), 7.72 (d, J= 8.5 Hz, 2H), 7.70 (m, 1H), 7.67 (m, 1H), 7.52 (d, J= 8.5 Hz, 2H), 7.24 (dd, J= 8.5, 8.5 Hz, 1H), 4.03 (m, 1H), 3.88 (s, 2H), 3.80 (m, 1H), 3.66 (m, 1H), 3.56 (m, 2H), 2.02 (m, 2H), 1.89 (m, 2H). LC-MS (IE, m/z): 431 [M+l]+.

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.; 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;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com