Category: 727356-19-6

Reference of 727356-19-6 ,Some common heterocyclic compound, 727356-19-6, molecular formula is C6H5BrClN, 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-Bromo-6-(2,2-dipyridin-2-yl)propyl)pyridine 40 ml (100 mmol) of n-butyllithium (2.5 M in hexane) are added dropwise to a solution, cooled to -78 C., of 18.4 g (100 mmol) of 2,2′-ethylidenebis-pyridine [29280-41-9] in 500 ml of THF, and the mixture is stirred for a further 30 min. A solution of 20.6 g (100 mmol) of 2-bromo-6-chloromethylpyridine [727356-19-6] in 100 ml of THF is then added dropwise, and the mixture is then stirred at -78 C. for a further 15 min. After warming to room temperature, the solvent is removed in vacuo, the residue is taken up in 300 ml of dichloromethane, and the organic phase is washed twice with 100 ml of water each time and dried over magnesium sulfate. The residue is recrystallised twice from ethyl acetate/heptane. Yield: 19.5 g (55 mmol), 55%, 95.0% pure according to 1H-NMR.

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. 727356-19-6, 2-Bromo-6-(chloromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GMBH; US2012/286254; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 727356-19-6, name is 2-Bromo-6-(chloromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 727356-19-6

Part II: Preparation of (6-bromo-pyridin-2-ylmethyl)-(4-fluorophenyl)-carbamic acid terf-butyl esterTo a solution of (4-fluorophenyl)-carbamic acid terf-butyl ester (60144-53-8, 750 mg, 3.55 mmol) in tetrahydrofuran (10 ml.) was added sodium hydride (60% dispersion in mineral oil, 150 mg, 3.9 mmol). After 30 minutes, tetra-n-butylammonium iodide (51 mg, 0.36 mmol) and 2-bromo-6-chloromethyl-pyridine (804 mg, 3.9 mmol) was added to the reaction and the mixture was heated to 70C. After 1 hour, the reaction was cooled to room temperature, quenched with saturated sodium bicarbonate (10 ml.) and extracted with ethyl acetate (2 x 15 ml_). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. Flash chromatography (silica gel; 10% ethyl acetate in hexanes) provided (6-bromo-pyridin-2-ylmethyl)-(4-fluorophenyl)-carbamic acid terf-butyl ester (700 mg, 1.84 mmol) as an oil which solidified upon standing.

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, 727356-19-6, 2-Bromo-6-(chloromethyl)pyridine.

Reference:
Patent; WYETH; WO2008/73936; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 727356-19-6 ,Some common heterocyclic compound, 727356-19-6, molecular formula is C6H5BrClN, 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-Bromo-6-(2,2-dipyridin-2-yl)propyl)pyridine 40 ml (100 mmol) of n-butyllithium (2.5 M in hexane) are added dropwise to a solution, cooled to -78 C., of 18.4 g (100 mmol) of 2,2′-ethylidenebis-pyridine [29280-41-9] in 500 ml of THF, and the mixture is stirred for a further 30 min. A solution of 20.6 g (100 mmol) of 2-bromo-6-chloromethylpyridine [727356-19-6] in 100 ml of THF is then added dropwise, and the mixture is then stirred at -78 C. for a further 15 min. After warming to room temperature, the solvent is removed in vacuo, the residue is taken up in 300 ml of dichloromethane, and the organic phase is washed twice with 100 ml of water each time and dried over magnesium sulfate. The residue is recrystallised twice from ethyl acetate/heptane. Yield: 19.5 g (55 mmol), 55%, 95.0% pure according to 1H-NMR.

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. 727356-19-6, 2-Bromo-6-(chloromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GMBH; US2012/286254; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 727356-19-6, name is 2-Bromo-6-(chloromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 727356-19-6

Part II: Preparation of (6-bromo-pyridin-2-ylmethyl)-(4-fluorophenyl)-carbamic acid terf-butyl esterTo a solution of (4-fluorophenyl)-carbamic acid terf-butyl ester (60144-53-8, 750 mg, 3.55 mmol) in tetrahydrofuran (10 ml.) was added sodium hydride (60% dispersion in mineral oil, 150 mg, 3.9 mmol). After 30 minutes, tetra-n-butylammonium iodide (51 mg, 0.36 mmol) and 2-bromo-6-chloromethyl-pyridine (804 mg, 3.9 mmol) was added to the reaction and the mixture was heated to 70C. After 1 hour, the reaction was cooled to room temperature, quenched with saturated sodium bicarbonate (10 ml.) and extracted with ethyl acetate (2 x 15 ml_). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. Flash chromatography (silica gel; 10% ethyl acetate in hexanes) provided (6-bromo-pyridin-2-ylmethyl)-(4-fluorophenyl)-carbamic acid terf-butyl ester (700 mg, 1.84 mmol) as an oil which solidified upon standing.

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, 727356-19-6, 2-Bromo-6-(chloromethyl)pyridine.

Reference:
Patent; WYETH; WO2008/73936; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 727356-19-6, 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.727356-19-6, name is 2-Bromo-6-(chloromethyl)pyridine, molecular formula is C6H5BrClN, molecular weight is 206.47, as common compound, the synthetic route is as follows.

Example 27(6-Bromo-pyridin-2-yl)-inethanol (1.Og) is dissolved in methylene chloride (10ml) and thereto is added thionyl chloride (427mul) under ice- cooling, and the mixture is stirred at the same temperature for 15 minutes. To the reaction solution is added a saturated aqueous sodium bicarbonate solution, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue and (3,5-bis- trifluoromethyl-benzyl)-5-bromopyrimidin-2-yl)-amine (2.12g) is dissolved in N,N-dimethylformamide (20ml), and thereto is added sodium hydride (62%) (226mg) under ice-cooling, and mixture is stirred at room temperature overnight. To the reaction solution are added diethyl ether and water, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane : ethyl acetate = l:0?19: l) to give (3,5- bis-trifluoroinethyl-benzyl)-(5-brorno-pyrirnidin-2-yl)-(6-brorno-pyridin-2- ylmethyl)-amine (2.7g). MS (m/z): 569/571 [M+H]+

Statistics shows that 727356-19-6 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-6-(chloromethyl)pyridine.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; WO2007/88999; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 727356-19-6, 2-Bromo-6-(chloromethyl)pyridine, 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, 727356-19-6, blongs to pyridine-derivatives compound. Safety of 2-Bromo-6-(chloromethyl)pyridine

To a solution of (4-fluorophenyl)-carbamic acid tert-butyl ester (60144-53-8, 750 mg, 3.55 mmol) in tetrahydrofuran (10 ml_) was added sodium hydride (60% dispersion in mineral oil, 150 mg, 3.9 mmol). After 30 minutes, tetra-n-butylammonium iodide (51 mg, 0.36 mmol) and 2-bromo-6-chloromethyl-pyridine (804 mg, 3.9 mmol) was added to the reaction and the mixture was heated to 70C. After 1 hour, the reaction was cooled to room temperature, quenched with saturated sodium bicarbonate (10 mL) and extracted with ethyl acetate (2 x 15 mL). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. Flash chromatography (silica gel; 10% ethyl acetate in hexanes) provided (6-bromo-pyridin-2-ylmethyl)-(4-fluorophenyl)-carbamic acid terf-butyl ester (700 mg, 1.84 mmol) as an oil which solidified upon standing.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,727356-19-6, its application will become more common.

Reference:
Patent; WYETH; WO2008/73461; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 727356-19-6, Adding some certain compound to certain chemical reactions, such as: 727356-19-6, name is 2-Bromo-6-(chloromethyl)pyridine,molecular formula is C6H5BrClN, 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 727356-19-6.

General procedure: 3-Bromo-4-nitro-1H-indazole 2 (1.0 g) and R1CH2Cl (0.8 g) were added to N,N-dimethylformamide (10 mL). Potassium carbonate (1.14 g) was added to the solution, and stirred at 25C for 24 hrs. The reaction mixture was extracted with ethyl acetate (20 mL, three times) and water (20 mL), and the organic layers thus obtained were pooled, dried over anhydrous magnesium sulfate, and subjected to vacuum filtration and vacuum distillation. The residue was purified using column chromatography to afford the desired compound (1.36 g).

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. 727356-19-6, 2-Bromo-6-(chloromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kim, Yu-Yon; Choi, Jaeyul; Choi, Kyungjin; Park, Changhee; Kim, Young Hoon; Suh, Kwee Hyun; Ham, Young Jin; Jang, Sun Young; Lee, Kyu-Hang; Hwang, Kwang Woo; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 271 – 275;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 727356-19-6 ,Some common heterocyclic compound, 727356-19-6, molecular formula is C6H5BrClN, 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.

Step 2; Preparation of 1-[5-(6-bromopyridin-2-yl)thiazol-2-yl]piperidin-4-yl}acetic acid tert-butyl ester (1-Thiocarbamoylpiperidin-4-yl)acetic acid tert-butyl ester (11.95 g, 46.3 mmol) obtained in Step 1 was added to a solution of 2-bromo-6-chloromethylpyridine (9.55 g, 6.3 mmol) obtained in Step 1 of Example 1 in ethanol (100 ml), and the mixture was heated at reflux overnight. The reaction solution was cooled to room temperature; dimethylformamide dimethylacetal (added 9.3 ml, 69.4 mmol) and triethylamine (19 ml, 139 mmol) were added and heated at reflux for 2 hours. After the reaction solution was concentrated, water was added, and it was extracted with ethyl acetate and washed with a saturated brine. The organic layer was dried over magnesium sulfate and the residue obtained by vacuum concentration was purified by chromatography on silica gel (n-hexane:ethyl acetate=50:50 to 0:100) and the title compound was obtained (13.09 g, 65%). 1H-NMR (400 MHz, DMSO-d6) delta: 7.95 (1H, s), 7.80 (1H, d, J=7.8 Hz), 7.67 (1H, t, J=7.8 Hz), 7.36 (1H, d, J=7.8 Hz), 4.02-3.95 (2H, m), 3.14-3.08 (2H, m), 2.20 (2H, d, J=7.2 Hz), 2.00-1.89 (1H, m), 1.79-1.72 (2H, m), 1.42 (9H, s), 1.34-1.21 (2H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,727356-19-6, its application will become more common.

Reference:
Patent; JAPAN TOBACCO INC.; US2006/205731; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 727356-19-6 ,Some common heterocyclic compound, 727356-19-6, molecular formula is C6H5BrClN, 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.

Step 2; Preparation of 1-[5-(6-bromopyridin-2-yl)thiazol-2-yl]piperidin-4-yl}acetic acid tert-butyl ester (1-Thiocarbamoylpiperidin-4-yl)acetic acid tert-butyl ester (11.95 g, 46.3 mmol) obtained in Step 1 was added to a solution of 2-bromo-6-chloromethylpyridine (9.55 g, 6.3 mmol) obtained in Step 1 of Example 1 in ethanol (100 ml), and the mixture was heated at reflux overnight. The reaction solution was cooled to room temperature; dimethylformamide dimethylacetal (added 9.3 ml, 69.4 mmol) and triethylamine (19 ml, 139 mmol) were added and heated at reflux for 2 hours. After the reaction solution was concentrated, water was added, and it was extracted with ethyl acetate and washed with a saturated brine. The organic layer was dried over magnesium sulfate and the residue obtained by vacuum concentration was purified by chromatography on silica gel (n-hexane:ethyl acetate=50:50 to 0:100) and the title compound was obtained (13.09 g, 65%). 1H-NMR (400 MHz, DMSO-d6) delta: 7.95 (1H, s), 7.80 (1H, d, J=7.8 Hz), 7.67 (1H, t, J=7.8 Hz), 7.36 (1H, d, J=7.8 Hz), 4.02-3.95 (2H, m), 3.14-3.08 (2H, m), 2.20 (2H, d, J=7.2 Hz), 2.00-1.89 (1H, m), 1.79-1.72 (2H, m), 1.42 (9H, s), 1.34-1.21 (2H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,727356-19-6, its application will become more common.

Reference:
Patent; JAPAN TOBACCO INC.; US2006/205731; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 727356-19-6, 2-Bromo-6-(chloromethyl)pyridine, 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, name: 2-Bromo-6-(chloromethyl)pyridine, blongs to pyridine-derivatives compound. name: 2-Bromo-6-(chloromethyl)pyridine

A214.1a (133 mmol) was dissolved in DMF (250 niL) and potassium phthalimide (54.2 g, 293 mmol) was added portionwise to maintain the internal temperature below 3O0C. An additional portion of DMF (50 mL) was used to rinse the flask and powder funnel used for the potassium phthalimide addition. The reaction was stirred at room temperature overnight after which the reaction was judged complete by HPLC analysis. Water (600 mL) was added slowly to the reaction and after 30 minutes of stirring the resulting precipitate was collected by filtration, washed with several portions of water (1000 mL total) and allowed to air dry. The resulting solid, which contained the desired product along with excess phthalimide, was resuspended in water (700 mL) and the solution was made basic by addition of 1 N NaOH (3 mL). After slurrying for 20 minutes the solids were collected by filtration, washed with several portions of water and allowed to air dry. The solid still contained some phthalimide so was resuspended in MeOH (50 mL) and water (800 mL) and allowed to stir vigorously for 2 days. The solid was again collected by filtration, then slurried in hot MeOH (200-300 mL), cooled to room temperature and filtered. The solid was air dried to afford the phthalimide adduct, A214.1, along with residual phthalimide as a white solid. This material was used without further purification for the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,727356-19-6, 2-Bromo-6-(chloromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2006/122137; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem