Category: 391604-55-0

Downstream synthetic route of 391604-55-0

391604-55-0, 391604-55-0 2-(2,4-Difluorophenyl)pyridine 11263359, acatalyst-ligand compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.391604-55-0,2-(2,4-Difluorophenyl)pyridine,as a common compound, the synthetic route is as follows.

In a Schlenk’s flask were placed iridium(III) trichloride hydrate (500 mg, 1.42 mmol, 1 equivalent) and silver(I) trifluoromethanesulfonate (1.09 g, 4.26 mmol, 3.0 equivalents), and the interior of the flask was substituted with nitrogen. There were added 2-(2,4-difluorophenyl)pyridine (2 mL, s/s=4) and water (1 mL, s/s=2), and the mixture was heated at 200C on an oil bath with stirring for 3 hours. The resulting black mixture was evaporated to dryness, and the residue was purified by silica gel column chromatography (eluent: dichloromethane). The column fractions were condensed, and recrystallized from hexane/dichloromethane to give 571 mg of the title compound (5-6) as yellow green powder in 52.7% yield. NMR data of the product was identical to that of Example 12.

391604-55-0, 391604-55-0 2-(2,4-Difluorophenyl)pyridine 11263359, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Patent; TAKASAGO INTERNATIONAL CORPORATION; WO2004/43974; (2004); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Analyzing the synthesis route of 391604-55-0

391604-55-0, As the paragraph descriping shows that 391604-55-0 is playing an increasingly important role.

391604-55-0, 2-(2,4-Difluorophenyl)pyridine is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a Schlenk’s flask equipped with a reflux condenser was placed (1,5-cyclooctadiene)iridium (I) chloride dimer (2.00 g, 2.98 mmol, 1 equivalent) and the interior of the flask was substituted with nitrogen. There were successively added 2-ethoxyethanol (20 mL, s/s=10) and 2-(2,4-difluorophenyl)pyridine (3.42 g, 17.88 mmol, 6.0 equivalents), and the mixture was stirred in a nitrogen atmosphere under refluxing (135C). Immediately after the addition of the ligand (2-(2,4-difluorophenyl)pyridine), the reddish suspension turned into gray and then into a dark reddish solution as the dissolution of the ligand by heating, which gave an lemon yellow suspension with stirring. After stirring for 3 hours, the solvent was distilled off from the reaction mixture under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: dichloromethane/methanol = 10/1). The column fractions were condensed, and the resulting yellow green solid material was recrystallized from hexane/dichloromethane to give 3. 53 g of the title compound (2-10) as yellow green powder in 97.4% yield. 1H NMR (500MHz CD2Cl2) : delta 5.29 (dd, J=2.5, 9.1 Hz, 4H), 6.38 (ddd, J=2.5, 9.1, 12.5Hz, 4H), 6.87 (ddd, J=1.5, 5.8, 7.2Hz, 4H), 7.87 (ddd, J=1.5, 5.8, 7.2Hz, 4H), 8.33 (ddd, J=0.7, 1.5, 8.1Hz, 4H), 9. 12 (ddd, J=0.7, 1.5, 5.8Hz, 4H).; Example 6 Production of Compound (3-10) (Bis[2-(2,4-difluorophenyl)pyridinato-N,C2′]iridium (III) acetylacetonate) (1) In a Schlenk’s flask equipped with a reflux condenser was placed (1,5-cyclooctadiene)iridium(I) chloride dimer (500 mg, 0.744 mmol, 1 equivalent) and the interior of the flask was substituted with nitrogen. There were successively added 2-ethoxyethanol (5 mL, s/s = 10) and 2-(2,4-difluorophenyl)pyridine (626 mg, 3.274 mmol, 4.4 equivalents), and the mixture was stirred in a nitrogen atmosphere under refluxing (135C) for 3 hours. The resulting lemon yellow suspension was cooled to room temperature, to which were added acetylacetone (230muL, 2.232 mmol, 3.0 equivalents) and sodium carbonate (237 mg, 2.232 mmol, 3.0 equivalents) successively, and further stirred under refluxing for 2 hours to give an yellow suspension. The solvent was distilled off from the reaction mixture under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: dichloromethane). The column fractions were condensed, and recrystallized from hexane/dichloromethane to give 896 mg of the title compound (3-10) as lemon yellow powder in 78.9%. 1H NMR (500MHz, CD2Cl2) : delta 1.80 (s, 6H), 5.31 (s, 1H), 5.50 (dd, J=2.4, 8.8Hz, 2H), 6.38 (ddd, J=2.4, 9.3, 12.5Hz, 2H), 7.24 (ddd, J=1.5, 5.7, 7.3Hz, 2H), 7.84 (ddt, J=0.6, 1.6, 7.3Hz, 2H), 8.22-8.28 (m, 2H), 8.44 (ddd, J=0.8, 1.6, 5.7Hz, 2H).; Example 10 Production of Compound (4-2) (Bis[2-(2,4-difluorophenyl)pyridinato-N,C6′]iridium (III) picolinate) In a Schlenk’s flask equipped with a reflux condenser was placed (1,5-cyclooctadiene)iridium (I) chloride dimer (500 mg, 0.744 mmol, 1.0 equivalent) and the interior of the flask was substituted with nitrogen. There were successively added 2-ethoxyethanol (5 ml, s/s=10) and 2-(2,4-difluorophenyl)pyridine (626 mg, 3.274 mmol, 4.4 equivalents), and the mixture was stirred in a nitrogen atmosphere under refluxing (135C) for 3 hours. The resulting lemon yellow suspension was cooled to room temperature, to which was added sodium picolinate (324 mg, 2.232 mmol, 3.0 equivalents), and further stirred under refluxing for 3 hours. The suspension slowly turn into orange with proceeding of the reaction. The solvent was distilled off from the reaction mixture under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: dichloromethane/methanol = 20/1). The column fractions were condensed, and the resulting yellow solid was recrystallized from hexane/dichloromethane to give 967 mg of the title compound (4-2) as lemon yellow powder in 93.6% yield. 1H NMR (500MHz CD2Cl2) delta 5.62 (dd, J=2.4, 8.7Hz, 1H), 5.85 (dd, J=2.4, 8.7Hz, 1H), 6.44 (ddd, J=2.4, 9.2, 12.6Hz, 1H), 6.50 (ddd, J=2.4, 9.2, 12.6Hz, 1H), 7.02 (ddd, J=1.5, 5.9, 7.4Hz, 1H), 7.21 (ddd, J=1.5, 5.9, 7.4Hz, 1H), 7.40 (ddd, J=1.5, 5.4, 7.6Hz, 1H), 7.46 (ddd, J=0.8, 1.6, 5.9Hz, 1H), 7.75-7.86 (m, 3H), 7.94 (dt, J=1.5, 7.6Hz, 1H), 8.20-8.28 (m, 2H), 8.28-8.37 (m, 1H), 8.69 (ddd, J=0.7, 1.6, 5.9Hz, 1H).; Example 12 Production of Compound (5-6) (tris [2-(2,4-difluorophenyl)pyridinato-N,C6′]iridium(III)) In a Schlenk’s flask equipped with a reflux condenser was placed (1,5-cyclooctadiene)iridium(I) chloride dimer (500 mg, 0.744 mmol, 1 equivalent) and the interior of the flask was substituted with nitrogen. There were successively added 2-ethoxyethanol (5 mL, s/s=10) and 2-(2,4-difluorophenyl)pyridine (626 mg, 3.274 mmol, 4.4 equivalents), and the mixture was stirred in a nitrogen atmosphere under refluxing (135C) for 3 hours. The resulting yellow green suspension was cooled to room temperature, to which w…

391604-55-0, As the paragraph descriping shows that 391604-55-0 is playing an increasingly important role.

Reference£º
Patent; TAKASAGO INTERNATIONAL CORPORATION; WO2004/43974; (2004); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Analyzing the synthesis route of 391604-55-0

391604-55-0, As the paragraph descriping shows that 391604-55-0 is playing an increasingly important role.

391604-55-0, 2-(2,4-Difluorophenyl)pyridine is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

IrCl3 (239 mg, 0.8 mmol) was dissolved in ethylene glycol monoethyl ether / water (v / v = 3: 1, 60 ml)Further 2,4-difluoro-phenylpyridine (Hdfppy) (343.8 mg, 1.8 mmol) was added and the mixture was stirred under reflux at 135 C for 24 hours. A yellow precipitate was obtained after filtration under atmospheric pressure. The precipitate was washed with water and ether and air-dried to give a pure yellow solid (0.2 g, 41% yield).

391604-55-0, As the paragraph descriping shows that 391604-55-0 is playing an increasingly important role.

Reference£º
Patent; Nanjing University; Cao Dengke; (8 pag.)CN107353308; (2017); A;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Brief introduction of 391604-55-0

As the paragraph descriping shows that 391604-55-0 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.391604-55-0,2-(2,4-Difluorophenyl)pyridine,as a common compound, the synthetic route is as follows.

The compound (C) (10 mmol) was put in a round bottom flask, followed by 2-methoxy ethanol (13.1 mL), to which nitrogen was injected, followed by stirring for 30 minutes. IrCl3.H2O (4.5 mmol) was added and refluxed for 6 hours. Water was added to solidify and then the sample was filtered through a Buchner funnel, followed by drying in an infrared lamp to yield the compound (D) as a yellow solid. The yield was 70%., 391604-55-0

As the paragraph descriping shows that 391604-55-0 is playing an increasingly important role.

Reference£º
Patent; Park, Soo Jin; Shin, Dae Yup; Jung, Dong Hyun; Kwon, Tae Hyuk; Kim, Myoung Ki; Hong, Jong In; US2006/237715; (2006); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Simple exploration of 391604-55-0

The synthetic route of 391604-55-0 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.391604-55-0,2-(2,4-Difluorophenyl)pyridine,as a common compound, the synthetic route is as follows.,391604-55-0

2-bromopyridine (4.17g, 26.39mmol), 2,4- difluorophenyl boronic acid (5.00g, 31.66mmol), phosphorus tetrakistriphenylphosphine palladium (0.91g, 0.79mmol) and sodium carbonate (6.36g, 60.00mmol ) was dissolved in 100mL of tetrahydrofuran, 65 for 24 hours, cooling, water and dichloromethane, the organic layer was concentrated by column chromatography to obtain primary ligand (3.84g, yield 76.18%). The primary ligand (2.50g, 13.08mmol) and iridium chloride (2.30g, 6.23mmol) was dissolved in 15mL ethoxyethanol, the reaction mixture was 130 C 12h, then was added pyridine phosphate (2.72g, 12.46mmol) and sodium carbonate (3.30g, 31.15mmol), continue 130 reaction 24h. System cooling, water and dichloromethane, the organic layer was concentrated by column chromatography to obtain a yellow solid Ir1-001 (1.06g, yield: 21.5%).

The synthetic route of 391604-55-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AAC Acoustic Technology Holdings Inc.; Pan, Yi; Zheng, Youxuan; Wu, Zhengguang; Wang, Yi; Zhou, Jie; Cao, Chenhui; (7 pag.)CN105837629; (2016); A;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Some tips on 391604-55-0

The synthetic route of 391604-55-0 has been constantly updated, and we look forward to future research findings.

391604-55-0, 2-(2,4-Difluorophenyl)pyridine is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The first host ligand in Example 1 was prepared as follows:2-Bromopyridine (4.17 g, 26.39 mmol),2,4-difluorobenzeneboronic acid (5.00 g, 31.66 mmol),Tetrakistriphenylphosphine palladium (0.91 g, 0.79 mmol) and sodium carbonate were added(6.36 g, 60.00 mmol) was dissolved in 100 mL of tetrahydrofuran,The reaction was refluxed for 24 hours,Cool, add water and methylene chloride,The organic layer was concentrated by column chromatography as the firstA primary ligand of an aromatic ring linked azetidin(3.84 g, yield 76.18%).The aromatic rhizariazole (2.50 g, 13.08 mmol) as the first host ligand,And iridium trichloride (2.30 g, 6.23 mmol) were dissolved in 15 mL of ethoxyethanol,The mixture was refluxed for 12h,Iridium dimeric bridged complex was obtained.Then pyridine sulfonic acid (1.36 g, 6.23 mmol) and potassium carbonate (2.60 g, 18.70 mmol)To the above iridium dimeric bridged complex,At 120. Continue reflux 18h.Cooling system,Add water and methylene chloride,The organic phase was concentrated and subjected to column chromatography to obtain a iridium complex (1.01 g, yield: 21.5%) as a yellow solid.

The synthetic route of 391604-55-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Anhui Yiruide New Materials Technology Co., Ltd.; Gao Ran; (37 pag.)CN107522745; (2017); A;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI