Category: 109306-86-7

Reference of 109306-86-7, 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. 109306-86-7, name is 2-(2-Bromophenyl)pyridine, molecular formula is C11H8BrN, The 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: 2-(2-bromophenyl)pyridine (312 muL, 1.83 mmol) was added to [IrCl(cyclooctene)2]2 (1) (400 mg, 0.446 mmol), in 10 mL of 2-ethoxyethanol. The mixture was stirred overnight at reflux (135 C.) leading a yellow suspension, which was dried under vacuum and the residue treated with 3*5 mL of diethylether to afford 581 mg of an insoluble yellow powder. HR-MS (MALDI-TOF; DMSO): m/z calcd. for [C22H14Br2IrN2] 658.9, found: 658.4. Calcd. for [C22H15BrIrN2]: 579.0, found: 579.1. Calcd. for [C22H16IrN2]. Acetylacetone (67.4 muL, 0.666 mmol) and KOH (44.0 mg, 0.666 mmol) in 2 mL of methanol was added to the yellow powder (439.5 mg, 0.317 mmol) in 15 mL of THF. The mixture was stirred at 60 C., for 90 min, in a closed system. Then, the solvent was removed under vacuum and the residue was treated with 15 mL of CH2Cl2. The resulting suspension was filtered over Celite to afford a yellow solution, which was concentrated almost to dryness under vacuum. The addition of 5 mL pentane led to a yellow solid, which was washed with 2*4 mL pentane and dried under vacuum. The solid (a mixture of compounds 5, 6, and 7) was purified by silica column chromatography using toluene-pentane-ethyl acetate (1-3-1) as eluents. Yield: 180.6 mg (42%). The desired tris-heteroleptic compound 6 is obtained with 82% selectivity. Anal. Calcd for C27H22BrIrN2O2: C, 47.79; H, 3.27; N, 4.13. Found: C, 47.78; H, 3.66; N, 4.16. Suzuki-Miyaura cross-coupling reactions were performed in toluene, at 90 C. Under these conditions, the treatment of a mixture of compounds 5, 6, and 7 with 4.0 mol of RB(OH)2 and 4.0 mol of K3PO4, in the presence of Pd(PPh3)4 (10 mol %), for 24 hr quantitatively gives the corresponding tris-heteroleptic complexes Ir(acac) {kappa2-C,N-[C6RH3-py]}{kappa2-C,N-[C6H4-py]} (R=Me (8), Ph (9)), which were isolated after column chromatography as pure yellow solids in about 75% yield (about 60% with regard to the starting dimer (1) which a person of skill would not expect, particularly for a one-pot procedure. Compounds (8) and (9) were characterized by X-ray diffraction analysis. FIG. 5 shows the geometry around the iridium is octahedral with the pyridyl groups situated mutually trans. In the perpendicular plane, the metalated carbon atoms of the phenyl groups lie trans to the acac-oxygen atoms.

According to the analysis of related databases, 109306-86-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Universal Display Corporation; Tsai, Jui-Yi; Boudreault, Pierre-Luc T.; Mora, Erik; (175 pag.)US2020/111976; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 109306-86-7, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 109306-86-7, name is 2-(2-Bromophenyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 29; Preparation of Substrate 14To the solution of 2-(2-bromophenyl)rhoyridine (70.0 mg, 0.3 mmol, lequiv) in 5 mL of dry ether, n-Butyl lithium (0.37 mL of 1.6M in hexane, 0.6 mmol, 2 equiv) was added dropwise at -400C under nitrogen atmosphere. After stirring for 30 min, the reaction mixture was quenched with 0.5 mL of D2O at the same temperature and continued stirring for half an hour. The reaction mixture was diluted with 20 mL of ethyl acetate and washed with 20 mL of brine. The organic layer was dried over Na2SO4 and concentrated under vacuum. The residue was purified by column chromatography on silica gel (Rf = 0.30 in 2:1 hexane: ether) to give the ortho-duetero compound 14 as a clear liquid (42.0 mg, 90%). 1H NMR (400 MHz, CDCl3) delta 8.70 (d, J= 4.8 Hz, IH), 7.99 (d, J= 8.0 Hz, IH), 7.78-7.72 (m, 2H), 7.50-7.47 (m, 2H), 7.42 (t, J = 7.6 Hz, IH), 7.22-7.19 (m, IH); 13C NMR (100 MHz, CDCl3) delta 157.79, 150.02, 139.66, 137.08, 129.29, 129.09, 128.97, 127.22, 122.43, 120.91; IR (thin film) v 3057, 1586, 1458 cm’1; HRMS (TOF) Calcd for CnH9DN (M + H) 157.0876, found 157.0882.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 109306-86-7, 2-(2-Bromophenyl)pyridine.

Reference:
Patent; BRANDEIS UNIVERSITY; WO2007/123910; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 109306-86-7, 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. 109306-86-7, name is 2-(2-Bromophenyl)pyridine, molecular formula is C11H8BrN, The 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: 2-(2-bromophenyl)pyridine (312 muL, 1.83 mmol) was added to [IrCl(cyclooctene)2]2 (1) (400 mg, 0.446 mmol), in 10 mL of 2-ethoxyethanol. The mixture was stirred overnight at reflux (135 C.) leading a yellow suspension, which was dried under vacuum and the residue treated with 3*5 mL of diethylether to afford 581 mg of an insoluble yellow powder. HR-MS (MALDI-TOF; DMSO): m/z calcd. for [C22H14Br2IrN2] 658.9, found: 658.4. Calcd. for [C22H15BrIrN2]: 579.0, found: 579.1. Calcd. for [C22H16IrN2]. Acetylacetone (67.4 muL, 0.666 mmol) and KOH (44.0 mg, 0.666 mmol) in 2 mL of methanol was added to the yellow powder (439.5 mg, 0.317 mmol) in 15 mL of THF. The mixture was stirred at 60 C., for 90 min, in a closed system. Then, the solvent was removed under vacuum and the residue was treated with 15 mL of CH2Cl2. The resulting suspension was filtered over Celite to afford a yellow solution, which was concentrated almost to dryness under vacuum. The addition of 5 mL pentane led to a yellow solid, which was washed with 2*4 mL pentane and dried under vacuum. The solid (a mixture of compounds 5, 6, and 7) was purified by silica column chromatography using toluene-pentane-ethyl acetate (1-3-1) as eluents. Yield: 180.6 mg (42%). The desired tris-heteroleptic compound 6 is obtained with 82% selectivity. Anal. Calcd for C27H22BrIrN2O2: C, 47.79; H, 3.27; N, 4.13. Found: C, 47.78; H, 3.66; N, 4.16. Suzuki-Miyaura cross-coupling reactions were performed in toluene, at 90 C. Under these conditions, the treatment of a mixture of compounds 5, 6, and 7 with 4.0 mol of RB(OH)2 and 4.0 mol of K3PO4, in the presence of Pd(PPh3)4 (10 mol %), for 24 hr quantitatively gives the corresponding tris-heteroleptic complexes Ir(acac) {kappa2-C,N-[C6RH3-py]}{kappa2-C,N-[C6H4-py]} (R=Me (8), Ph (9)), which were isolated after column chromatography as pure yellow solids in about 75% yield (about 60% with regard to the starting dimer (1) which a person of skill would not expect, particularly for a one-pot procedure. Compounds (8) and (9) were characterized by X-ray diffraction analysis. FIG. 5 shows the geometry around the iridium is octahedral with the pyridyl groups situated mutually trans. In the perpendicular plane, the metalated carbon atoms of the phenyl groups lie trans to the acac-oxygen atoms.

According to the analysis of related databases, 109306-86-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Universal Display Corporation; Tsai, Jui-Yi; Boudreault, Pierre-Luc T.; Mora, Erik; (175 pag.)US2020/111976; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 109306-86-7, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 109306-86-7, name is 2-(2-Bromophenyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 29; Preparation of Substrate 14To the solution of 2-(2-bromophenyl)rhoyridine (70.0 mg, 0.3 mmol, lequiv) in 5 mL of dry ether, n-Butyl lithium (0.37 mL of 1.6M in hexane, 0.6 mmol, 2 equiv) was added dropwise at -400C under nitrogen atmosphere. After stirring for 30 min, the reaction mixture was quenched with 0.5 mL of D2O at the same temperature and continued stirring for half an hour. The reaction mixture was diluted with 20 mL of ethyl acetate and washed with 20 mL of brine. The organic layer was dried over Na2SO4 and concentrated under vacuum. The residue was purified by column chromatography on silica gel (Rf = 0.30 in 2:1 hexane: ether) to give the ortho-duetero compound 14 as a clear liquid (42.0 mg, 90%). 1H NMR (400 MHz, CDCl3) delta 8.70 (d, J= 4.8 Hz, IH), 7.99 (d, J= 8.0 Hz, IH), 7.78-7.72 (m, 2H), 7.50-7.47 (m, 2H), 7.42 (t, J = 7.6 Hz, IH), 7.22-7.19 (m, IH); 13C NMR (100 MHz, CDCl3) delta 157.79, 150.02, 139.66, 137.08, 129.29, 129.09, 128.97, 127.22, 122.43, 120.91; IR (thin film) v 3057, 1586, 1458 cm’1; HRMS (TOF) Calcd for CnH9DN (M + H) 157.0876, found 157.0882.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 109306-86-7, 2-(2-Bromophenyl)pyridine.

Reference:
Patent; BRANDEIS UNIVERSITY; WO2007/123910; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 109306-86-7 ,Some common heterocyclic compound, 109306-86-7, molecular formula is C11H8BrN, 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) 2-[2-(2-Pyridyl)-phenyl thio]-benzoxazole 2-Mercapto benzoxazole (604 mg; 4 mmole) was reacted with 2-(2-bromophenyl)pyridine (936 mg; 4 mmole) in the presence of KOH (224 mg; 4 mmole) in N-methyl pyrrolidine (16 ml). The mixture was heated under reflux for 6 hours, worked up and flash chromatographed (silica), using ethyl acetate/petroleum ether (2/3) eluant to give the sub-title compound as a pale brown oil (52 mg; 4.3%). m/z 304, 281, 277, 271, 186 (Base Peak), 154, 135.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109306-86-7, its application will become more common.

Reference:
Patent; Fisons plc; US4900751; (1990); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 109306-86-7 ,Some common heterocyclic compound, 109306-86-7, molecular formula is C11H8BrN, 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) 2-[2-(2-Pyridyl)-phenyl thio]-benzoxazole 2-Mercapto benzoxazole (604 mg; 4 mmole) was reacted with 2-(2-bromophenyl)pyridine (936 mg; 4 mmole) in the presence of KOH (224 mg; 4 mmole) in N-methyl pyrrolidine (16 ml). The mixture was heated under reflux for 6 hours, worked up and flash chromatographed (silica), using ethyl acetate/petroleum ether (2/3) eluant to give the sub-title compound as a pale brown oil (52 mg; 4.3%). m/z 304, 281, 277, 271, 186 (Base Peak), 154, 135.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109306-86-7, its application will become more common.

Reference:
Patent; Fisons plc; US4900751; (1990); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.109306-86-7, name is 2-(2-Bromophenyl)pyridine, molecular formula is C11H8BrN, molecular weight is 234.09, as common compound, the synthetic route is as follows.Application In Synthesis of 2-(2-Bromophenyl)pyridine

Compound 152-3 6.3g (26.86mmol) and sodium azide 3.49 g (53.72mmol), palladium acetate 904mg (4.24mmol),Cerium (IV) sulfate, 17.8g (53.72mmol), Iron (II) chloride 871mg (5.66mmol) was dissolved in 100mL DMSO and stirred at 100C for 79 hours. After the reaction was completed, extracted with ethyl acetate and H2O, separation and purification by column chromatography using Hex / EA to give the title compound 152-2 2.9g (43%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109306-86-7, 2-(2-Bromophenyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; HEESUNG MATERIAL CO., LTD; KIM, JI-HEE; KIM, YOUNG WOO; LEE, JIN WOO; UHM, SONG JIN; LEE, JU DONG; (45 pag.)KR2015/74833; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 109306-86-7 ,Some common heterocyclic compound, 109306-86-7, molecular formula is C11H8BrN, 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.

2-(2-bromophenyl)pyridine (312 muL, 1.83 mmol) was added to [IrCl(cyclooctene)2]2 (1) (400 mg, 0.446 mmol), in 10 mL of 2-ethoxyethanol. The mixture was stirred overnight at reflux (135 C.) leading a yellow suspension, which was dried under vacuum and the residue treated with 3*5 mL of diethylether to afford 581 mg of an insoluble yellow powder. HR-MS (MALDI-TOF; DMSO): m/z calcd. for [C22H14Br2IrN2] 658.9, found: 658.4. Calcd. for [C22H15BrIrN2]: 579.0, found: 579.1. Calcd. for [C22H16IrN2]. Acetylacetone (67.4 muL, 0.666 mmol) and KOH (44.0 mg, 0.666 mmol) in 2 mL of methanol was added to the yellow powder (439.5 mg, 0.317 mmol) in 15 mL of THF. The mixture was stirred at 60 C., for 90 min, in a closed system. Then, the solvent was removed under vacuum and the residue was treated with 15 mL of CH2Cl2. The resulting suspension was filtered over Celite to afford a yellow solution, which was concentrated almost to dryness under vacuum. The addition of 5 mL pentane led to a yellow solid, which was washed with 2*4 mL pentane and dried under vacuum. The solid (a mixture of compounds 5, 6, and 7) was purified by silica column chromatography using toluene-pentane-ethyl acetate (1-3-1) as eluents. Yield: 180.6 mg (42%). The desired tris-heteroleptic compound 6 is obtained with 82% selectivity. Anal. Calcd for C27H22BrIrN2O2: C, 47.79; H, 3.27; N, 4.13. Found: C, 47.78; H, 3.66; N, 4.16.

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. 109306-86-7, 2-(2-Bromophenyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Universal Display Corporation; Tsai, Jui-Yi; Boudreault, Pierre-Luc T.; Mora, Erik; (175 pag.)US2020/111976; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 109306-86-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.109306-86-7, name is 2-(2-Bromophenyl)pyridine, molecular formula is C11H8BrN, molecular weight is 234.09, as common compound, the synthetic route is as follows.

Add 2g of magnesium turnings, one iodine, a small amount of tetrahydrofuran (THF), and a small amount of 2-(2-bromophenyl)pyridine in a 500ml three-necked flask.After the reaction was initiated, 200 ml of a solution of 2-(2-bromophenyl)pyridine (19 g) in tetrahydrofuran (THF) was slowly added dropwise.After refluxing until the magnesium dust disappeared, 15 g of a solution of compound 3 in THF was added dropwise, 100 ml.The reflux reaction was continued for 8 hours, then the temperature was lowered to room temperature, and 2N hydrochloric acid was added to quench the reaction.The solvent was evaporated under reduced pressure, and 300 ml of acetic acid was added to the obtained solid, and the mixture was heated to reflux for 2 hours.The solvent was removed by filtration at room temperature.After the obtained white solid was dissolved in 100 THF, an equal amount of methanol was slowly added.The white solid product was precipitated to 16.3 g, and the yield was 72.6%.

Statistics shows that 109306-86-7 is playing an increasingly important role. we look forward to future research findings about 2-(2-Bromophenyl)pyridine.

Reference:
Patent; Xi’an Ruilian New Materials Co., Ltd.; Sun Jun; Liu Kaipeng; Yang Yan; Yang Dandan; Zhang Hongke; Gao Renxiao; (25 pag.)CN108948030; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 109306-86-7, name is 2-(2-Bromophenyl)pyridine. A new synthetic method of this compound is introduced below., Formula: C11H8BrN

Preparation method: under the environment of air, to 10 ml electrifying thrill tube by adding 0.2 mmol of 2 – (2 – bromophenyl) pyridine compound, 0.3 mmol of […], 0.02 mmol of cuprous iodide, 0.4 mmol potassium carbonate, N, N – dimethyl formamide 2 ml, 120 C reaction 12 hours; after the reaction, the use of ethyl acetate extraction, concentrated under reduced pressure chromatography (silica gel 200 – 300 mesh, eluent: ethyl acetate/petroleum ether gradient leaching, the proportion of 0/100 to 100/0), drying to obtain the yellow solid, yield 95%.

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, 109306-86-7, 2-(2-Bromophenyl)pyridine.

Reference:
Patent; Zhengzhou University; Zhu Xinju; Zhang Xiaojie; Wang Yagai; Liu Shuang; Tian Lulu; Zhao Xuemei; Hao Xinqi; Song Maoping; (10 pag.)CN109776574; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem