Analyzing the synthesis route of 2-Bromo-4-methyl-5-nitropyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,23056-47-5, its application will become more common.

Related Products of 23056-47-5 ,Some common heterocyclic compound, 23056-47-5, molecular formula is C6H5BrN2O2, 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.

25.0 g (115.2 mM) of 2-bromo-4-methyl-5-nitropyridine, 44.3 g (230 mM) of methyl fluorosulfonyldifluoroacetate and 17.6 g (92.2 mM) of CuI were suspended in 250 mL of DMF. This reaction mixture was stirred at 120 C. for 48 hours. The medium was cooled and then diluted with 1000 mL of saturated ammonium chloride solution and 100 mL of ammonium hydroxide, and then stirred until homogenized. The product was extracted three times with ethyl acetate. The residue was purified by chromatography on silica gel, using 95/5 and then 90/10 (v/v) cyclohexane/ethyl acetate as eluent. The fractions containing the expected product were combined and concentrated under reduced pressure. The title product was obtained in the form of a brown oil (8.0 g, yield=34%).1H NMR (300 MHz, DMSO) delta=9.29 (s, 1H), 8.21 (s, 1H), 2.68 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,23056-47-5, its application will become more common.

Reference:
Patent; Laboratoires Fournier SA; US2012/302560; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 23056-47-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound,23056-47-5, 2-Bromo-4-methyl-5-nitropyridine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 23056-47-5, 2-Bromo-4-methyl-5-nitropyridine, 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, Product Details of 23056-47-5, blongs to pyridine-derivatives compound. Product Details of 23056-47-5

2-Bromo-4-methyl-5-nitropyridine (2.5g, 11.58mmol) was dissolved in concentrated sulfuric acid (25mL), cooled to ice bath 0C, chromium trioxide (3.88g, 38.8mmol) was added. It was slowly warmed to room temperature and stirred overnight. The reaction mixture was poured into ice water (75 mL), stirred for 10 minutes and suction filtered to give a white solid (2.5g, yield: 87.8%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,23056-47-5, 2-Bromo-4-methyl-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; Li Lin; Yang Xiaoju; (118 pag.)CN109575016; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The important role of 2-Bromo-4-methyl-5-nitropyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,23056-47-5, 2-Bromo-4-methyl-5-nitropyridine, and friends who are interested can also refer to it.

Application of 23056-47-5, 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. 23056-47-5, name is 2-Bromo-4-methyl-5-nitropyridine. A new synthetic method of this compound is introduced below.

Into a 2L 3-necked round-bottom flask under N2 atmosphere, was placed 2-bromo- 4-methyl-5-nitropyridine (100 g, 460.79 mmol, 1 equiv), methyl 2,2-difluoro-2- (fluorosulfonyl)acetate (177.0 g, 921.57 mmol, 2 equiv), and Cul (70.2 g, 368.60 mmol, 0.800 equiv) in DMF (1 L). The resulting solution was stirred for 14 h at 120 C and then diluted with NH4CI (3 L), NH4OH (0.5 L). The resulting solution was extracted with ethyl acetate and the combined organic layer was concentrated under reduced pressure. The residue was applied onto a silica gel column and eluted with petroleum ether to give (40 g, 41.94%) of the title compound as a red oil. GC-MS: (ES, m/z): [M]+ 206.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,23056-47-5, 2-Bromo-4-methyl-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; IDEAYA BIOSCIENCES, INC.; ALAM, Muzaffar; BECK, Hilary, Plake; DILLON, Michael, Patrick; GONZALEZ-LOPEZ, Marcos; SUTTON, James, Clifford, Jr.; (248 pag.)WO2019/156987; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 23056-47-5

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, 23056-47-5, 2-Bromo-4-methyl-5-nitropyridine.

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. 23056-47-5, name is 2-Bromo-4-methyl-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 23056-47-5

To a solutionof 2-bromo-4-methyl-5-nitropyridine (5.00 g, 23.0 mmol) in tetrahydrofuran (THF)(30 ml) was added Raney nickel (slurry in water). The reaction mixture washydrogenated (balloon) overnight at room temperature. The mixture was filteredthrough Celite, and concentrated under reduced pressure. The residue waspurified by silica gel column chromatography (0-50% EtOAc in hexanes) to afford27 as a yellow solid (4.02 g, 93%yield).1H NMR (300 MHz, CDCl3): delta ppm2.15 (d, J = 0.9 Hz, 3 H), 7.14 (s, 1 H), 7.78 (s, 1 H).

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, 23056-47-5, 2-Bromo-4-methyl-5-nitropyridine.

Reference:
Article; Matsuda, Daisuke; Kobashi, Yohei; Mikami, Ayako; Kawamura, Madoka; Shiozawa, Fumiyasu; Kawabe, Kenichi; Hamada, Makoto; Oda, Koji; Nishimoto, Shinichi; Kimura, Kayo; Miyoshi, Masako; Takayama, Noriko; Kakinuma, Hiroyuki; Ohtake, Norikazu; Bioorganic and Medicinal Chemistry Letters; vol. 26; 15; (2016); p. 3441 – 3446;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 2-Bromo-4-methyl-5-nitropyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,23056-47-5, its application will become more common.

Related Products of 23056-47-5, 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 23056-47-5 as follows.

2-Bromo-4-methyl-5-nitropyridine (2.5g, 11.58mmol) was dissolved in concentrated sulfuric acid (25mL), cooled to ice bath 0C, chromium trioxide (3.88g, 38.8mmol) was added. It was slowly warmed to room temperature and stirred overnight. The reaction mixture was poured into ice water (75 mL), stirred for 10 minutes and suction filtered to give a white solid (2.5g, yield: 87.8%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,23056-47-5, its application will become more common.

Reference:
Patent; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; Li Lin; Yang Xiaoju; (118 pag.)CN109575016; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 23056-47-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound,23056-47-5, 2-Bromo-4-methyl-5-nitropyridine, and friends who are interested can also refer to it.

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.23056-47-5, name is 2-Bromo-4-methyl-5-nitropyridine, molecular formula is C6H5BrN2O2, molecular weight is 217.02, as common compound, the synthetic route is as follows.Computed Properties of C6H5BrN2O2

Intermediate 6.1 : 2-bromo-5-nitro-pyridine-4-carboxylic acid To a solution of 2-bromo-4-methyl-5-nitropyridine (10 g, 46.5 mmol) in H2S04 (100 mL) was added Cr03 (15.5 g, 153 mmol) in portions at 0C. The reaction solution was stirred at 0C for 1 h and then warmed to ambient for 16 h. Then the solution was poured into a mixture of ice and water (300 mL), stirred at room temperature for 1 h, filtered to get a white solid, this target compound was used for the next step without any further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,23056-47-5, 2-Bromo-4-methyl-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; LEO PHARMA A/S; SOERENSEN, Morten Dahl; LARSEN, Jens Christian Hoejland; NOERREMARK, Bjarne; LIANG, Xifu; HUANG, Guoxiang; CHEN, Jinzhong; WO2013/82756; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 2-Bromo-4-methyl-5-nitropyridine

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. 23056-47-5, 2-Bromo-4-methyl-5-nitropyridine, other downstream synthetic routes, hurry up and to see.

Related Products of 23056-47-5, Adding some certain compound to certain chemical reactions, such as: 23056-47-5, name is 2-Bromo-4-methyl-5-nitropyridine,molecular formula is C6H5BrN2O2, 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 23056-47-5.

Into a 2L 3 -necked round-bottom flask under N2 atmosphere, was placed 2-bromo-4- methyl-5-nitropyridine (100 g, 460.79 mmol, 1 equiv), methyl 2,2-difluoro-2- (fluorosulfonyl)acetate (177.0 g, 921.57 mmol, 2 equiv), and Cul (70.2 g, 368.60 mmol, 0.800 equiv) in DMF (1 L). The resulting solution was stirred for 14 h at 120 C and then diluted with NH4CI (3 L), NH4OH (0.5 L). The resulting solution was extracted with ethyl acetate and the combined organic layer was concentrated under reduced pressure. The residue was applied onto a silica gel column and eluted with petroleum ether to give (40 g, 41.94%) of the title compound as a red oil. GC-MS: (ES, m/z): [M]+ 206.

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. 23056-47-5, 2-Bromo-4-methyl-5-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IDEAYA BIOSCIENCES, INC.; ALAM, Muzaffar; ASWAD, Fred; BECK, Hilary Plake; DILLON, Michael Patrick; GONZALEZ-LOPEZ, Marcos; HATA, Yujiro; SUTTON, JR., James Clifford; (0 pag.)WO2019/236766; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 23056-47-5

The chemical industry reduces the impact on the environment during synthesis 23056-47-5, I believe this compound will play a more active role in future production and life.

Related Products of 23056-47-5, 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.23056-47-5, name is 2-Bromo-4-methyl-5-nitropyridine, molecular formula is C6H5BrN2O2, molecular weight is 217.02, as common compound, the synthetic route is as follows.

Step 1 [0610] A suspension of 2-bromo-4-methyl-5-nitropyridine (XIV) (200 g, 921 mmol, 1.00 eq) and NH4C1 (240 g, 4.49 mol, 4.87 eq) in EtOH (3.50 L) and water (150 mL) was heated with stirring to 50C. To this mixture was added Fe ( 120 g, 2.15 mol, 2.33 eq) and HC1 (10.2 g, 279 mmol, 0.30 eq). The suspension was then heated to 80C for another 3 h. The reaction was cooled to 25C and filtered through a plug of Celite. The filtrate was concentrated under reduced pressure to yield a residue that was taken up in EtOAc (1 L x 3) and washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give 6-bromo-4-methylpyridin-3 -amine (XV) as brown solid (167.9 g, 898 mmol, 97.4% yield) which was used for the next step without any purification. l NMR (CDC , 400 MHz) delta ppm 2.15 (s, 3H), 3.44 (br s, 2H), 7.14 (s, 1H), 7.78 (s, 1H); ESIMS found for C6H7BrN2 mlz 186.8 (M+H).

The chemical industry reduces the impact on the environment during synthesis 23056-47-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (261 pag.)WO2017/23984; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 23056-47-5

The chemical industry reduces the impact on the environment during synthesis 23056-47-5, I believe this compound will play a more active role in future production and life.

Related Products of 23056-47-5, 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.23056-47-5, name is 2-Bromo-4-methyl-5-nitropyridine, molecular formula is C6H5BrN2O2, molecular weight is 217.02, as common compound, the synthetic route is as follows.

Step 1 [0610] A suspension of 2-bromo-4-methyl-5-nitropyridine (XIV) (200 g, 921 mmol, 1.00 eq) and NH4C1 (240 g, 4.49 mol, 4.87 eq) in EtOH (3.50 L) and water (150 mL) was heated with stirring to 50C. To this mixture was added Fe ( 120 g, 2.15 mol, 2.33 eq) and HC1 (10.2 g, 279 mmol, 0.30 eq). The suspension was then heated to 80C for another 3 h. The reaction was cooled to 25C and filtered through a plug of Celite. The filtrate was concentrated under reduced pressure to yield a residue that was taken up in EtOAc (1 L x 3) and washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give 6-bromo-4-methylpyridin-3 -amine (XV) as brown solid (167.9 g, 898 mmol, 97.4% yield) which was used for the next step without any purification. l NMR (CDC , 400 MHz) delta ppm 2.15 (s, 3H), 3.44 (br s, 2H), 7.14 (s, 1H), 7.78 (s, 1H); ESIMS found for C6H7BrN2 mlz 186.8 (M+H).

The chemical industry reduces the impact on the environment during synthesis 23056-47-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (261 pag.)WO2017/23984; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 23056-47-5

The chemical industry reduces the impact on the environment during synthesis 23056-47-5, I believe this compound will play a more active role in future production and life.

Related Products of 23056-47-5, 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.23056-47-5, name is 2-Bromo-4-methyl-5-nitropyridine, molecular formula is C6H5BrN2O2, molecular weight is 217.02, as common compound, the synthetic route is as follows.

Step 1 [0610] A suspension of 2-bromo-4-methyl-5-nitropyridine (XIV) (200 g, 921 mmol, 1.00 eq) and NH4C1 (240 g, 4.49 mol, 4.87 eq) in EtOH (3.50 L) and water (150 mL) was heated with stirring to 50C. To this mixture was added Fe ( 120 g, 2.15 mol, 2.33 eq) and HC1 (10.2 g, 279 mmol, 0.30 eq). The suspension was then heated to 80C for another 3 h. The reaction was cooled to 25C and filtered through a plug of Celite. The filtrate was concentrated under reduced pressure to yield a residue that was taken up in EtOAc (1 L x 3) and washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give 6-bromo-4-methylpyridin-3 -amine (XV) as brown solid (167.9 g, 898 mmol, 97.4% yield) which was used for the next step without any purification. l NMR (CDC , 400 MHz) delta ppm 2.15 (s, 3H), 3.44 (br s, 2H), 7.14 (s, 1H), 7.78 (s, 1H); ESIMS found for C6H7BrN2 mlz 186.8 (M+H).

The chemical industry reduces the impact on the environment during synthesis 23056-47-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (261 pag.)WO2017/23984; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem