Category: 1031929-20-0

Some common heterocyclic compound, 1031929-20-0, name is 4-Fluoro-2-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. Recommanded Product: 1031929-20-0

Reference Intermediate Rll4-hvdroxy-2-iodobenzonitrileTo a solution of 2-fluoro-4-iodobenzonitrile (5.0 g, 20.24 mmol) in dry acetonitrile (100 mL) potassium trimethylsilanolate (1.18 g) was added and the reaction mixture was stirred overnight at 50C. The solvent was removed under reduced pressure and the residue was dissolved in ethyl acetate (100 mL) and an aqueous pH 3 buffer solution was added up to pH ~5. Two phases were separated and the organic layer was dried (Na2S04), filtered and evaporated to afford the title compound (4.90 g) as brown solid.XH NMR (400 MHz, DMSO-c/6): delta ppm 10.92 (1H, s), 7.65 (1H, d), 7.39 (1H, d), 6.93 (1H, dd); UPLCjpqc: 0.81 min, 244 [M-H]-.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1031929-20-0, its application will become more common.

Reference:
Patent; AUTIFONY THERAPEUTICS LIMITED; ALVARO, Giuseppe; DAMBRUOSO, Paolo; MARASCO, Agostino; TOMMASI, Simona; DECOR, Anne; LARGE, Charles; WO2012/76877; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 1031929-20-0, name is 4-Fluoro-2-iodobenzonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 4-Fluoro-2-iodobenzonitrile

To a solution of 1 (30mg, 0.157mmol), 2 (78mg, 0.315mmol) and Cs2CO3 (256mg, 0.785mmol) in DMF (2mL) were added 1 mg of Pd(dba)2 and 1 mg of Xantphos. The suspension was degassed under vacuum and purged with N2 several times. The mixture was stirred at 120 C for 1hr. The reaction was quenched by adding water and extracted with EA. The combine organic phases were washed by water, brine, dried over anhydrous Na2S04 and concentrated to dryness. The residue was purified by pre-TLC to obtain the title compound Compound 204 (5.15mg, yield: 10.5%). LCMS: m/z, 310.1(M+H)+; 1HNMR (d-CDCl-3, 400MHz): delta 8.55-8.57 (m, 1H), 7.64-7.68 (m, 1H), 7.45-7.48 (m, 1H), 7.38-7.42 (m, 1H), 7.24-7.28 (m, 1H), 6.39-6.44 (m, 1H), 6.24-6.28 (m, 1H), 4.12-4.20 (m, 1H), 4.03-4.09 (m, 1H), 3.70-3.82 (m, 2H), 2.60-2.69 (m, 1H), 2.35-2.53 (m, 1H).

The synthetic route of 1031929-20-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; BALDWIN, John J.; WU, Chengde; SHEN, Chunli; WO2014/124560; (2014); 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. 1031929-20-0, name is 4-Fluoro-2-iodobenzonitrile, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

ntermediate 87: 4-Fluoro-2-(pyrimidin-2-yl)benzoic acid.Step A: 2-lodo-4-fluorobenzonitrile (2.54 g, 10.3 mmol) and 2- tributylstannane pyrimidine (3.69 g, 10.0 mmol) were dissolved indomethoxyethane (18 mL) and treated with tetrakistriphenylphosphine palladium (0) (578 mg, 0.5 mmol) and copper (I) iodide (95 mg, 0.5 mmol). The reaction was then heated to 160 C for 90 minutes in the microwave. The reaction was cooled, concentrated under reduced pressure. Chromatography (20-100% EA in hexanes) gave the desired product. 1 H NMR (400 MHz, CDCIs): 8.93 (d, J = 4.9 Hz, 2H), 8.14 (dd, J = 9.6, 2.7 Hz, 1 H), 7.86 (dd, J = 8.6, 5.3 Hz, 1 H), 7.36 (t, J = 4.9 Hz, 1 H), 7.32 – 7.23 (m, 1 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; JANSSEN PHARMACEUTICA NV; LETAVIC, Michael; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHIREMAN, Brock, T.; SWANSON, Devin; WO2012/145581; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 1031929-20-0, A common heterocyclic compound, 1031929-20-0, name is 4-Fluoro-2-iodobenzonitrile, molecular formula is C7H3FIN, 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.

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.

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:
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

Reference of 1031929-20-0, 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 1031929-20-0 as follows.

Step A: 2-lodo-4-fluorobenzonitrile (2.54 g, 10.3 mmol) and 2- tributylstannane pyrimidine (3.69 g, 10.0 mmol) were dissolved indomethoxyethane (18 ml_) and treated with tetrakistriphenylphosphine) palladium (0) (578 mg, 0.5 mmol) and copper (I) iodide (95 mg, 0.5 mmol). The reaction was then heated to 160 C for 90 minutes in the microwave. The reaction was cooled, concenctrated under reduced pressure. Chromatography (20-100% EA in hexanes gave the desired product. 1H NMR (400 MHz, CDCI3): 8.93 (d, J = 4.9 Hz, 2H), 8.14 (dd, J = 9.6, 2.7 Hz, 1 H), 7.86 (dd, J = 8.6, 5.3 Hz, 1 H), 7.36 (t, J = 4.9 Hz, 1 H), 7.32 – 7.23 (m, 1 H).

According to the analysis of related databases, 1031929-20-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50202; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com