Category: 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. category: iodides-buliding-blocks

General procedure: A mixture of benzonitrile 1 (10.0 mmol) and methylhydrazine (2.8 mL, 50.0 mmol) in EtOH (10.0 mL) was heated to reflux overnight. The mixture was cooled to rt and then concentrated. H2O (10.0 mL) and EtOAc (20.0 mL) were added to the residue. The organic layer was washed with H2O (10.0 mL), brine (10.0 mL), dried over Na2SO4, filtered, and concentrated in vacuo. The residue was subjected to silica-gel chromatography by using EtOAc/hexanes (1:1) as eluent to give the product 2.

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.

Reference:
Article; Liu, Han-Jun; Hung, Shiang-Fu; Chen, Chuan-Lin; Lin, Mei-Huey; Tetrahedron; vol. 69; 19; (2013); p. 3907 – 3912;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products 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

Application 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 stirred solution of terf-butyl frans-4-(4-chlorophenyl)-3- (hydroxymethyl)piperidine-l-carboxylate (2.20 g, 6.75 mmol) in anhydrous N,N- dimethylformamide (100 mL) was added sodium hydride (0.35 g, 8.8 mmol, 60% w/w dispersion in mineral oil) at 0 C. The reaction mixture was stirred at ambient temperature for 30 minutes. 2-Fluoro-5-iodobenzonitrile (1.83 g, 7.40 mmol) was added at 0 C and the reaction mixture was stirred at ambient temperature for 16 h. Saturated ammonium chloride (50 mL) was added, followed by ethyl acetate (200 mL). The organic layer was washed with brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo. The residue was purified by column chromatography (5%-50% gradient of ethyl acetate in hexanes) to afford iert-butyl irans-4-(4-chlorophenyl)-3-((2-cyano-4-iodophenoxy)methyl)piperidine-1-carboxylate in 88% yield (3.30 g) as a colorless solid: MS (ES+) m/z 552.8 (M + 1), 554.8 (M + 1).

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

Reference:
Patent; XENON PHARMACEUTICALS INC.; SUN, Shaoyi; ZENOVA, Alla, Yurevna; CHAFEEV, Mikhail; JIA, Qi; ZHANG, Zaihui; OBALLA, Renata, Marcella; WO2013/64983; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route 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

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, 351003-36-6

Step 2: lambda/-r3-(3-Cvano-4-fluorophenyl)prop-2-vti-l-yll-N-(2,4-dimethoxybenzyl)-lH-pyrrole-2- carboxamide (A2)To a solution of Al (1 eq) in a mixture of DMF and Et3N (1:1) was added 2-fluoro-5- iodobenzonitrile (2 eq), CuI (0.2 eq) and Pd(PPh3)4 (0.05 eq). The resulting mixture was stirred at RT overnight. The reaction mixture was diluted with EtOAc, washed with 0. IN HCl (2x) and then with brine; dried (Na2SO4) and concentrated. The resulting crude was purified by on silica gel eluting with EtO Ac/petrol ether to obtain the desired compound. MS (ES) C24H2OFN3O3 requires: 417, found: 418 (M+H)+. 1R NMR (400 MHz, DMSOd6) delta: 11.59 (IH, bs), 7.93 (IH, dd, J = 6.3, 2.0 Hz), 7.78-7.73 (IH, m), 7.53 (IH, t, J = 9.1 Hz), 7.13 (IH, d, J = 8.3 Hz), 6.93 (IH, s), 6.60 (IH, d, J = 2.3 Hz), 6.53 (IH, dd, J = 8.3, 2.3 Hz), 6.50-6.38 (IH, m), 6.10 (IH, s), 4.77 (2H, s), 4.50 (2H, s), 3.78 (3H, s), 3.76 (3H, s).

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, 2-Fluoro-5-iodobenzonitrile, other downstream synthetic routes, hurry up and to see.

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

A common compound: 351003-36-6, name is 2-Fluoro-5-iodobenzonitrile, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 351003-36-6

To 5-(tributylstannyl)thiazole (1.00 g, 2.7 mmol) in THF (10 mL) was added 2-fluoro-5-iodobenzonitrile (0.791 g, 3.2 mmol). The solution was degassed with N2 and bis(triphenylphosphine)palladium(II) chloride Pd(Ph)2Cl2 (0.187 g, 0.27 mmol) was added. The solution was further degassed for five minutes before heating to 85 C. for 2 h. Upon cooling, the reaction mixture was diluted with saturated NaHCO3 and washed with EA (3¡Á50 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated. The crude product was purified by chromatography (10% EA/Hexanes) to afford 0.450 g (82%) of 2-fluoro-5-(thiazol-5-yl)benzonitrile THZ INT-3 as a tan solid. LCMS-ESI (m/z) calculated for C10H5FN2S: 204.2. found 205.0 [M+H]+, tR=3.00 min.

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, 351003-36-6, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Receptos, Inc.; Boehm, Marcus F.; Martinborough, Esther; Brahmachary, Enugurthi; Moorjani, Manisha; Tamiya, Junko; Huang, Liming; Yeager, Adam Richard; US2015/299179; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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.

General procedure: Into an oven-dried flask equipped with a magnetic stir bar was added aryl fluoride (1.00 g, 1.0 eq.), Na2S (1.1 eq.) and DMF (5 mL) under argon. The reaction mixture was stirred at room temperature for 1 h. Then 1 M NaOH (50 mL) was added and was washed with CH2Cl2 (2 x 25 mL). The aqueous layer was acidified to pH ~ 1-2 with 6 N HCl and extracted with CH2Cl2 (2 x 50 mL). The combined organic layer was washed with brine (50 mL), dried over MgSO4, filtered and concentrated under reduced pressure to provide a crude residue. To the residue was added 10% HCl (40 mL) and cooled with an ice-water bath. Then zinc dust (4 g) was added and the mixture was stirred for 1 h. Then EtOAc (100 mL) was added and the mixture was stirred for an additional 30 minutes. The organic layer was separated and washed with water (40 mL) and brine (40 mL), dried over MgSO4, filtered and concentrated to provide the desired product with satisfactory purity.

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:
Article; Taldone, Tony; Patel, Pallav D.; Patel, Hardik J.; Chiosis, Gabriela; Tetrahedron Letters; vol. 53; 20; (2012); p. 2548 – 2551;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com