Category: 136888-21-6

Application of 136888-21-6, 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. 136888-21-6, name is 2-Chloro-5-fluoro-3-nitropyridine, molecular formula is C5H2ClFN2O2, 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.

b) Synthesis of (5-fluoro-3-nitro-pyridin-2-yloxy)-acetic acid methyl ester Hydroxy-acetic acid methyl ester (0.96 g, 10.7 mmol) was dissolved in 2 ml of anhydrous tetrahydrofuran under nitrogen atmosphere, and sodium hydride (0.42 g, 10.7 mmol) was added thereto at room temperature. After stirring for 30 minutes, 2-chloro-5-fluoro-3-nitro-pyridine (1.57 g, 8.89 mmol) dissolved in 15 ml of anhydrous tetrahydrofuran was added dropwise at room temperature, and the reaction mixture was stirred at room temperature for 18 hours. After completion of the reaction by adding water, the mixture was extracted with dichloromethane, and the combined organic layer was washed with water and saturated saline solution, dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The residue was purified by column chromatography on silica eluding with a solvent of n-hexane:ethyl acetate=9:1. The fractions containing the product were collected and evaporated to obtain (5-fluoro-3-nitro-pyridin-2-yloxy)-acetic acid methyl ester as yellow liquid (1.35 g, 66%). 1H-NMR (CDCl3, 300 MHz); delta=8.25 (d, J=2.7 Hz, 1H), 8.40 (dd, J=6.9 Hz, 2.7H, 1 Hz), 5.06 (s, 2H), 3.78 (s, 3H). MS (ESI); 231.1 (M++1).

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 136888-21-6, 2-Chloro-5-fluoro-3-nitropyridine.

Reference:
Patent; Ahn, Sung Oh; Park, Chan Hee; Im, Jun Hwan; Lee, Soon Ok; Lee, Kyoung June; Cho, Seong Wook; Ko, Kwang Seok; Han, Sun Young; Lee, Won Il; US2011/28467; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 136888-21-6, 2-Chloro-5-fluoro-3-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, Quality Control of 2-Chloro-5-fluoro-3-nitropyridine, blongs to pyridine-derivatives compound. Quality Control of 2-Chloro-5-fluoro-3-nitropyridine

To 2-chloro-5-fluoro-3-nitropyridine (305 mg, 1 .728 mmol) in DMSO (5 mL) were added (1 – methyl-1 H-pyrazol-3-yl)methanamine (21 1 mg, 1 .901 mmol) and K2C03 (310 mg, 2.246 mmol), and the reaction mixture was stirred at room temperature overnight. The reaction was then quenched with water (10 mL), and the resulting precipitate was isolated by filtration, washed with water, and then dried in vacuum oven for 4 hours to afford 5-fluoro- N-((1 -methyl-1 H-pyrazol-3-yl)methyl)-3-nitropyridin-2-amine (210 mg) as a yellow color solid. LC-MS (ES) m/z = 252 [M+H]+. NMR (400 MHz, DMSO-c/6): delta 3.80 (s, 3H), 4.69 (d, J = 5.3 Hz, 2H), 6.16 (d, J = 2.3 Hz, 1 H), 7.60 (d, J = 2.3 Hz, 1 H), 8.44 (dd, J = 8.5, 2.9 Hz, 1 H), 8.66 (d, J = 2.8 Hz, 1 H), 8.69 (t, J = 5.3 Hz, 1 H).

The synthetic route of 136888-21-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; MEDINA, Jesus Raul; TIAN, Xinrong; NG DI MARCO, Christina; GRAYBILL, Todd L.; HEERDING, Dirk A.; LI, William Hoi Hong; MANGATT, Biju; MARTYR, Cuthbert D.; RIVERO, Raphael Anthony; (570 pag.)WO2019/49061; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 136888-21-6, 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.136888-21-6, name is 2-Chloro-5-fluoro-3-nitropyridine, molecular formula is C5H2ClFN2O2, molecular weight is 176.53, as common compound, the synthetic route is as follows.

In a high-pressure reactor, 85 g (0.5 mol) of 2,3-dichloro-5-fluoropyridine was added to 200 mL of ammonia water.Set the temperature to 180 C, high pressure reaction 24h,TLC detects the reaction of the raw material completely.The solvent was evaporated to give 2-chloro-5-fluoro-3-aminopyridine 65 g;2-chloro-5-fluoro-3-aminopyridine 65 g (0.45 mol)Placed in 900 mL round bottom flask in acetonitrile,Aqueous buffer solution 450mL (0.6M K2CO3-4×10-4M EDTA disodium salt) was added successively,Acetonitrile 350mL (3mol) and 30% H2O2 in water290mL (3mol),The reaction mixture was stirred at room temperature for 1 hour and extracted with ethyl acetate (3 x 300 mL).Combine organic layers,Dry with anhydrous Na2SO4,Remove the solvent under vacuum to obtain the product of sufficient purity 2-chloro-5-fluoro-3-nitropyridine65g;To a solution of 2-chloro-5-fluoro-3-nitropyridine 65 g (0.35 mol) in DMSO/H2O (9:1, 3500 mL) was added L-Proline 230g (2mol),Na2CO3 210g (2mol),NaN3 230g (3.5mol),Sodium ascorbate 350g (1.75mol) andCuSO4·5H2O500g (2 mol);The mixture was stirred in an oil bath at 70 C for 24 hours.Then pour the mixture into 10,000 mL of ice water.The solid product was filtered and crystallized to obtain 47 g of 2-amino-5-fluoro-3-nitropyridine.

Statistics shows that 136888-21-6 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-fluoro-3-nitropyridine.

Reference:
Patent; Mao Shen; Hu Yalun; Liu Guofeng; (11 pag.)CN107903266; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 136888-21-6, 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. 136888-21-6, name is 2-Chloro-5-fluoro-3-nitropyridine, molecular formula is C5H2ClFN2O2, 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.

In a high-pressure reaction vessel, 2,3-dichloro-5-fluoropyridine 85g (0.5 mol) was added to 200 mL of ammonia water, and the temperature was set at 180 C., and the reaction under high pressure was performed for 24 h. The reaction of the starting material was complete by TLC, and the solvent was swirled to obtain 2- Chloro-5-fluoro-3-aminopyridine 65g;Place 2-chloro-5-fluoro-3-aminopyridine 65 g (0.45 mol) in a 900 mL round-bottomed flask in acetonitrile, and add 450 mL of water buffer solution (0.6 M K2CO3-4¡Á10-4 M EDTA disodium salt). 350 mL (3 mol) of acetonitrile and 290 mL (3 mol) of a 30% H2O2 aqueous solution, and the reaction mixture was stirred at room temperature for 1 hour and extracted with ethyl acetate (3 x 300 mL). The organic layers were combined and dried over anhydrous Na2SO4. The solvent was removed to give a sufficiently pure product, 2-chloro-5-fluoro-3-nitropyridine, 65 g;To a solution of 65 g (0.35 mol) of 2-chloro-5-fluoro-3-nitropyridine in DMSO/H2O (mass ratio 9:1, 3500 mL) was added L-proline 230 g (2 mol), Na2CO3 210 g (2 mol), NaN3 230 g (3.5 mol), sodium ascorbate 350 g (1.75 mol) and CuSO4.5H2O 500 g (2 mol); the mixture was stirred in an oil bath at 70C for 24 hours, and then the mixture was poured into 5000 mL of ice water to give a solid product. Filter and crystallize to obtain 47g of 2-amino-5-fluoro-3-nitropyridine; add 2-amino-5-fluoro-3-nitropyridine to the aqueous solution of sulfuric acid, add a certain amount of chloroacetic acid, and heat to 120C. After TLC monitored the reaction of the raw materials, the reaction mixture was extracted with methylene chloride. The pH of the organic phase was adjusted to 7-8 with a saturated sodium carbonate solution, and the organic phase was concentrated to obtain 2-amino-5-fluoro-pyridine.

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 136888-21-6, 2-Chloro-5-fluoro-3-nitropyridine.

Reference:
Patent; Henan Longhu Biological Co., Ltd.; Mu Kairui; Lei Yansheng; (13 pag.)CN107827887; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 136888-21-6, 2-Chloro-5-fluoro-3-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, Computed Properties of C5H2ClFN2O2, blongs to pyridine-derivatives compound. Computed Properties of C5H2ClFN2O2

Diethyl malonate (9.98 g, 62.3 mmol) was diluted in DMF (50 ml), to which was then added 60 wt%sodium hydride (2.266 g, 56.6 mmol) under ice cooling, and the resulting mixture was stirred under ice cooling and at room temperature. After that, a solution of Compound 33 (5.00 g, 28.3 mmol) dissolved in DMF (5 ml) was added to the reaction mixture under ice cooling, and the resulting mixture was stirred at room temperature. After completion of the reaction, ethyl acetate was added to the reaction mixture under ice cooling, and the resulting mixture was washed with 2 mol/L aqueous solution of hydrochloric acid and with water. The obtained organic layer was dried over magnesium sulfate, and then the solvent was removed by concentration under reduced pressure. The obtained residue was purified by silica gel column chromatography. About 80% portion of the purified product was diluted in DMSO (50 ml), to which were then added water (0.5 ml) and lithium chloride (4.86 g, 115 mmol), and the resulting mixture was stirred at 110C. After completion of the reaction, a mixed solvent of ethyl acetate and hexane was added to the reaction mixture, from which insoluble materials were removed, and which was then washed with water. The obtained organic layer was dried over magnesium sulfate, and then the solvent was removed by concentration under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain Compound 122 (2.98 g). Compound 122; Method B LC/MS retention time = 1.65 min. MS (ESI) m/z = 229.15(M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,136888-21-6, 2-Chloro-5-fluoro-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Shionogi & Co., Ltd.; TAMURA, Yuusuke; HINATA, Yu; KOJIMA, Eiichi; OZASA, Hiroki; (241 pag.)EP3187498; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 136888-21-6, 2-Chloro-5-fluoro-3-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, Quality Control of 2-Chloro-5-fluoro-3-nitropyridine, blongs to pyridine-derivatives compound. Quality Control of 2-Chloro-5-fluoro-3-nitropyridine

2-Chloro-3-nitro-5-fluoropyridine (353 mg, 2.0 mmol),Copper powder (317 mg, 5.0 mmol) was added to 6 ml of anhydrous DMF solution under a nitrogen atmosphere.Heated to 150 C for 10 hours under nitrogen protection,After adding ammonia water and extracting with ethyl acetate, after removing the low boiling point solvent,Separation by column chromatography (silica gel, eluent: ethyl acetate / petroleum ether = 1/10)A pure 3-amino-3′-hydroxy-(2,2′)-bipyridine derivative was obtained.The product was a pale yellow solid with a yield of 54%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,136888-21-6, 2-Chloro-5-fluoro-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Nanchang University; Cai Hu; Liu Qing; Xie Yongfa; Yue Shusheng; (11 pag.)CN107935924; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem