Category: 914358-72-8

Electric Literature of 914358-72-8, Adding some certain compound to certain chemical reactions, such as: 914358-72-8, name is 5-Bromo-3-chloro-2-methylpyridine,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 914358-72-8.

A suspension of 4,4,4?,4?,5,5,5?,5?-octamethyl-2,2?-bi( 1,3,2-dioxaborolane) (0.836 g, 3.29 mmol), 5-bromo-3-chloro-2-methylpyridine (0.34 g, 1.65 mmol), potassium acetate (0.485 g, 4.94 mmol) in dioxane (5 mL) was degassed with a stream of argon for a couple of minutes. 1,1?-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (0.067 g, 0.08 mmol) was added and the mixture was heated at reflux under N2 for 1.5 h. The mixture was allowed to cool and filtered. The filter cake was washed with EtOAc. The filtrate was concentrated in vacuo and column chromatography using EtOAc 0% to 80% in heptane gave 442 mg (100%) of the title compound. 1H NMR (500 MHz, CDC13) delta ppm1.35 (s, 12 H), 2.65 (s, 3 H), 7.95 -8.03 (m, 1 H), 8.69 (d, 1 H); MS (ES+) mlz: 172 [M+C6H9]+

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. 914358-72-8, 5-Bromo-3-chloro-2-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; MINIDIS, Anna; RAHM, Fredrik; VIKLUND, Jenny; WO2013/54108; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 914358-72-8, 5-Bromo-3-chloro-2-methylpyridine, 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, HPLC of Formula: C6H5BrClN, blongs to pyridine-derivatives compound. HPLC of Formula: C6H5BrClN

[00443] To a solution of Example 75a (150 mg, 0.33 mmol), Example 75b (75 mg, 0.36 mmol) in 1,4- dioxane/H20 (4 mL/1 mL) were added Pd(dppf)Cl2 (24 mg, 0.033 mmol) and Na2C03 (70 mg, 0.66 mmol). The mixture was degassed by nitrogen for three times and heated at 95C for 2 h. The reaction mixture was filtered, washed with EtOAc and concentrated. The residue was purified by prep-TLC (DCM/MeOH = 15/1) to give the desired product Example 75 (49.0 mg, yield 33%) as a gray solid.LCMS [M/2+l]+ = 231.0. NMR (400 MHz, DMSO- 6) 5 11.18 (s, 1H), 8.73 (d, J= 2.1Hz, 1H), 8.68 (s, 1H), 8.24 (d, J= 2.6 Hz, 1H), 8.18 (d, J= 2.1Hz, 1H), 8.04 (d, J= 7.9 Hz, 1H), 7.98 (dd, J= 8.7, 2.6 Hz, 1H), 7.86 (dd, J= 13.0, 7.8 Hz, 2H), 7.39 (d, J= 8.6 Hz, 1H), 4.36 (t, J= 5.0 Hz, 2H), 4.30-4.20 (m, 2H), 2.56 (s, 3H), 2.43 (br, 2H), 1.96 (d, J= 7.1Hz, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,914358-72-8, 5-Bromo-3-chloro-2-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; (214 pag.)WO2019/51265; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 914358-72-8, 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. 914358-72-8, name is 5-Bromo-3-chloro-2-methylpyridine. A new synthetic method of this compound is introduced below.

A 40-mL vial containing 5-bromo-3-chloro-2-methylpyridine (185 mg, 0.896 mmol, purchased from Synthonix Inc.), potassium acetate (264 mg, 2.69 mmol), bis(pinacolato)diboron (250 mg, 0.986 mmol), and 1,1′-bis(diphenylphosphino)ferrocene palladium(II)dichloride dichloromethane adduct (36.6 mg, 0.045 mmol) was flushed with N2. Dioxane (4.5 mL) was added, and the orange slurry was stirred at 90 C. After 2.5 h, the resulting black slurry was cooled to rt, washed twice with brine, dried over Na2SO4, filtered, and concentrated in vacuo to afford 3-chloro-2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine as a black oil that was used with further purification. m/z (ESI) 254.1 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,914358-72-8, 5-Bromo-3-chloro-2-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 914358-72-8, 5-Bromo-3-chloro-2-methylpyridine, 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, HPLC of Formula: C6H5BrClN, blongs to pyridine-derivatives compound. HPLC of Formula: C6H5BrClN

[00443] To a solution of Example 75a (150 mg, 0.33 mmol), Example 75b (75 mg, 0.36 mmol) in 1,4- dioxane/H20 (4 mL/1 mL) were added Pd(dppf)Cl2 (24 mg, 0.033 mmol) and Na2C03 (70 mg, 0.66 mmol). The mixture was degassed by nitrogen for three times and heated at 95C for 2 h. The reaction mixture was filtered, washed with EtOAc and concentrated. The residue was purified by prep-TLC (DCM/MeOH = 15/1) to give the desired product Example 75 (49.0 mg, yield 33%) as a gray solid.LCMS [M/2+l]+ = 231.0. NMR (400 MHz, DMSO- 6) 5 11.18 (s, 1H), 8.73 (d, J= 2.1Hz, 1H), 8.68 (s, 1H), 8.24 (d, J= 2.6 Hz, 1H), 8.18 (d, J= 2.1Hz, 1H), 8.04 (d, J= 7.9 Hz, 1H), 7.98 (dd, J= 8.7, 2.6 Hz, 1H), 7.86 (dd, J= 13.0, 7.8 Hz, 2H), 7.39 (d, J= 8.6 Hz, 1H), 4.36 (t, J= 5.0 Hz, 2H), 4.30-4.20 (m, 2H), 2.56 (s, 3H), 2.43 (br, 2H), 1.96 (d, J= 7.1Hz, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,914358-72-8, 5-Bromo-3-chloro-2-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; (214 pag.)WO2019/51265; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 914358-72-8, 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. 914358-72-8, name is 5-Bromo-3-chloro-2-methylpyridine. A new synthetic method of this compound is introduced below.

A 40-mL vial containing 5-bromo-3-chloro-2-methylpyridine (185 mg, 0.896 mmol, purchased from Synthonix Inc.), potassium acetate (264 mg, 2.69 mmol), bis(pinacolato)diboron (250 mg, 0.986 mmol), and 1,1′-bis(diphenylphosphino)ferrocene palladium(II)dichloride dichloromethane adduct (36.6 mg, 0.045 mmol) was flushed with N2. Dioxane (4.5 mL) was added, and the orange slurry was stirred at 90 C. After 2.5 h, the resulting black slurry was cooled to rt, washed twice with brine, dried over Na2SO4, filtered, and concentrated in vacuo to afford 3-chloro-2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine as a black oil that was used with further purification. m/z (ESI) 254.1 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,914358-72-8, 5-Bromo-3-chloro-2-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 914358-72-8, name is 5-Bromo-3-chloro-2-methylpyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

To a solution of 5-bromo-3-chloro-2-methylpyridine (1.03 g, 5 mmol) and (i-PrO)3B (2.24 mL, 10 mmol) in THF (10 mL) was added n-BuLi (3.75 mL, 1.6 M in hexane, 6 mmol) drop-wise at – 78 oC. After the mixture was stirred at -78 oC for 1 hr, it was quenched with water. The solvent was removed under reduced pressure and the aqueous layer was washed with Ether (2 x 10 mL). The aqueous layer was then adjusted to pH~8 with 1N aqueous HCl solution and extracted with EA (3 x 50 mL). The combined organic layers were dried over Na2SO4, and concentrated to give 5-chloro-6-methylpyridin-3-ylboronic acid (650 mg, 76% yield) as a white solid. Retention time (LC-MS): Retention 0.458 min. MH+ 172

The synthetic route of 914358-72-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HYDRA BIOSCIENCES, INC.; CHENARD, Bertand, L.; WU, Xinyuan; (351 pag.)WO2016/44792; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 914358-72-8, 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. 914358-72-8, name is 5-Bromo-3-chloro-2-methylpyridine, molecular formula is C6H5BrClN, 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.

Intermediate 443-Chloro-2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine; A suspension of 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (0.836 g, 3.29 mmol), 5-bromo-3-chloro-2-methylpyridine (Intermediate 43, 0.34 g, 1.65 mmol), and potassium acetate (0.485 g, 4.94 mmol) in dioxane (5 mL) was degassed with a stream of N2 (g) for a couple of min. PdCl2(dppf) CH2Cl2 (0.067 g, 0.08 mmol) was added and the mixture was heated at reflux under N2 (g) for 1.5 h. The mixture was allowed to cool to r.t. and was then filtered. The filter cake was washed with EtOAc. The filtrate was concentrated in vacuo. The residue was purified by flash chromatography (40 g SiO2, gradient elution with 0-80% EtOAc in heptane to yield the title compound (0.44 g, quantitative yield): 1H NMR (500 MHz, CDCl3) delta ppm 1.35 (s, 12H), 2.65 (s, 3H), 7.95-8.03 (m, 1H), 8.69 (d, 1H); MS (ES+) m/z 172 [M+H]+(mass corresponding to the boronic acid).

According to the analysis of related databases, 914358-72-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; US2012/165347; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 914358-72-8, name is 5-Bromo-3-chloro-2-methylpyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

To a solution of 5-bromo-3-chloro-2-methylpyridine (1.03 g, 5 mmol) and (i-PrO)3B (2.24 mL, 10 mmol) in THF (10 mL) was added n-BuLi (3.75 mL, 1.6 M in hexane, 6 mmol) drop-wise at – 78 oC. After the mixture was stirred at -78 oC for 1 hr, it was quenched with water. The solvent was removed under reduced pressure and the aqueous layer was washed with Ether (2 x 10 mL). The aqueous layer was then adjusted to pH~8 with 1N aqueous HCl solution and extracted with EA (3 x 50 mL). The combined organic layers were dried over Na2SO4, and concentrated to give 5-chloro-6-methylpyridin-3-ylboronic acid (650 mg, 76% yield) as a white solid. Retention time (LC-MS): Retention 0.458 min. MH+ 172

The synthetic route of 914358-72-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HYDRA BIOSCIENCES, INC.; CHENARD, Bertand, L.; WU, Xinyuan; (351 pag.)WO2016/44792; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 914358-72-8, 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. 914358-72-8, name is 5-Bromo-3-chloro-2-methylpyridine, molecular formula is C6H5BrClN, 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.

Intermediate 443-Chloro-2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine; A suspension of 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (0.836 g, 3.29 mmol), 5-bromo-3-chloro-2-methylpyridine (Intermediate 43, 0.34 g, 1.65 mmol), and potassium acetate (0.485 g, 4.94 mmol) in dioxane (5 mL) was degassed with a stream of N2 (g) for a couple of min. PdCl2(dppf) CH2Cl2 (0.067 g, 0.08 mmol) was added and the mixture was heated at reflux under N2 (g) for 1.5 h. The mixture was allowed to cool to r.t. and was then filtered. The filter cake was washed with EtOAc. The filtrate was concentrated in vacuo. The residue was purified by flash chromatography (40 g SiO2, gradient elution with 0-80% EtOAc in heptane to yield the title compound (0.44 g, quantitative yield): 1H NMR (500 MHz, CDCl3) delta ppm 1.35 (s, 12H), 2.65 (s, 3H), 7.95-8.03 (m, 1H), 8.69 (d, 1H); MS (ES+) m/z 172 [M+H]+(mass corresponding to the boronic acid).

According to the analysis of related databases, 914358-72-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; US2012/165347; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 914358-72-8, name is 5-Bromo-3-chloro-2-methylpyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

To a solution of 5-bromo-3-chloro-2-methylpyridine (1.03 g, 5 mmol) and (i-PrO)3B (2.24 mL, 10 mmol) in THF (10 mL) was added n-BuLi (3.75 mL, 1.6 M in hexane, 6 mmol) drop-wise at – 78 oC. After the mixture was stirred at -78 oC for 1 hr, it was quenched with water. The solvent was removed under reduced pressure and the aqueous layer was washed with Ether (2 x 10 mL). The aqueous layer was then adjusted to pH~8 with 1N aqueous HCl solution and extracted with EA (3 x 50 mL). The combined organic layers were dried over Na2SO4, and concentrated to give 5-chloro-6-methylpyridin-3-ylboronic acid (650 mg, 76% yield) as a white solid. Retention time (LC-MS): Retention 0.458 min. MH+ 172

The synthetic route of 914358-72-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HYDRA BIOSCIENCES, INC.; CHENARD, Bertand, L.; WU, Xinyuan; (351 pag.)WO2016/44792; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem