Category: 5470-17-7

Synthetic Route of 5470-17-7, 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.5470-17-7, name is 3-Bromo-2-chloro-5-nitropyridine, molecular formula is C5H2BrClN2O2, molecular weight is 237.44, as common compound, the synthetic route is as follows.

Step 1: 3-bromo-2-(2-methoxyethoxy)-5-nitropyridine (Intermediate 15)To a stirred solution of S-bromo-l-chloro-S-nitropyridine (1.5 g, 6.32 mmol) and 2- methoxyethanol (0.961 g, 12.63 mmol) in DMF (10 mL) , potassium carbonate (1.746 g, 12.63 mmol) was added portion wise and the mixture was stirred at 60 0C for 5 hr. Reaction mixture was then cooled to RT, diluted with ethyl acetate (150ml), washed successively with water and then brine, organic layer was collected, dried over sodium sulfate and concentrated to give crude 3-bromo-2-(2-methoxyethoxy)-5-nitropyridine (1.500 g, 86 %) as brown solid. MS (ES+): 277.9 for C8H9BrN2O4

The chemical industry reduces the impact on the environment during synthesis 5470-17-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/147431; (2009); 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. 5470-17-7, name is 3-Bromo-2-chloro-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3-Bromo-2-chloro-5-nitropyridine

Example BPreparation of 3-bromo-2-cyclopropylmethoxy-5-nitro-pyridineTo a solution of sodium hydride (2.21 g, 55.34 mmol) in anhydrous DMF (20ml) was added cyclopropylmethanol (CAS Registry No. 2516-33-8) (12.45 ml, 153.2 mmol) under nitrogen at 0 C and the reaction mixture was stirred at 25 C for 30 minutes. Then 3-bromo-2- chloro-5-nitropyridine (CAS Registry No. 5470-17-7) (7.3 g, 30.74 mmol) was added drop wise at 0 C and stirred for two hours at 25 C. Water (60ml) was added to the reaction mixture and extracted with ethyl acetate (3×100 ml). The combined organic layers were washed with water and brine, dried over Na2S04 and evaporated under reduced pressure to get the crude residue (12 g). The crude was purified by column chromatography (2% ethyl acetate/hexane) to get the desired product (2.06 g, 32%) as light yellow solid and 1.7g of unreacted 3-bromo-2-chloro-5- nitropyridine was recovered. MS (LC/MS): not responding, NMR is in agreement with the structure: 1H-NMR (400 MHz, CDC13): delta 0.41 (m, 2H), 0.65 (m, 2H), 1.32 (m, 1H), 4.34 (d, 2H), 8.60 (d, 1H), 8.96 (d, 1H).

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, 5470-17-7, 3-Bromo-2-chloro-5-nitropyridine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GRETHER, Uwe; HEBEISEN, Paul; HOFFMANN, Torsten; ROEVER, Stephan; WO2012/49190; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 5470-17-7, 3-Bromo-2-chloro-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, 5470-17-7, blongs to pyridine-derivatives compound. Recommanded Product: 3-Bromo-2-chloro-5-nitropyridine

Example 340: Preparation of 2-((3-bromo-5-nitropyridin-2-yl)(ethyl)amino)ethan-l-ol3- Bromo-2-chloro-5-nitropyridine (2 g, 8.42 mmol), triethylamine (1.174 ml, 8.42 mmol) and 2-(ethylamino)ethan-l -ol (0.751 g, 8.42 mmol) were mixed in Acetonitrile (30 ml). Heated to 80 C for 14 h and then concentrated. 1.76 g of product was recovered after automated chromatography on silica gel (DCM-EtOAc).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5470-17-7, its application will become more common.

Reference:
Patent; SALK INSTITUTE FOR BIOLOGICAL STUDIES; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; YALE UNIVERSITY; SHAW, Reuben J.; EGAN, Daniel F.; COSFORD, Nicholas; TURK, Benjamin; VAMOS, Mitchell; PANICKAR, Dhanya Raveendra; CHUN, Matthew; SHEFFLER, Doug; (315 pag.)WO2016/33100; (2016); 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. 5470-17-7, name is 3-Bromo-2-chloro-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 3-Bromo-2-chloro-5-nitropyridine

(1) 3-Bromo-2-chloro-5-nitropyridine (2.38g) in N, N- dimethylformamide (10) 4- piperidinol (2.23g) was added and the solution at 60 0.5 hour to it stirred. Water was added to the reaction solution, the precipitated solid was filtered and collected to give a yellow solid (2.83g).

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, 5470-17-7, 3-Bromo-2-chloro-5-nitropyridine.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; Watanabe, Masayuki; Furukawa, Hiroyuki; Hamada, Maiko; Fuji, Naoto; Ushio, Hiroyuki; Takashima, Toru; (81 pag.)KR2015/2661; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 5470-17-7, 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 5470-17-7 as follows.

In a 250 mL round bottom flask, 3-bromo-2-chloro-5-nitropyridine (3 g, 12.63 mmol), ammonium chloride (1.35 g, 25.2 mmol) and zinc dust (8.79 g, 134 mmol) were suspended in MeOH (50 ml). The reaction mixture was heated for 2 hrs at 90 C. The reaction was cooled to room temperature, filtered over celite, and concentrated in vacuo. The resulting solid was adsorbed onto silica and purified by silica gel chromatography (25-55% EtO Ac/Heptane). The title compound (1.85 g, 8.92 mmol, 70.6 % yield) was obtained as a yellow solid. LCMS (m/z): 219.1 (MH+); retention time = 0.77 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5470-17-7, its application will become more common.

Reference:
Patent; NOVARTIS AG; ANTONIOS-MCCREA, William, R.; BARSANTI, Paul, A.; HU, Cheng; JIN, Xianming; MARTIN, Eric, J.; PAN, Yue; PFISTER, Keith, B.; SENDZIK, Martin; SUTTON, James; WAN, Lifeng; WO2012/66070; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 5470-17-7 , The common heterocyclic compound, 5470-17-7, name is 3-Bromo-2-chloro-5-nitropyridine, molecular formula is C5H2BrClN2O2, 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 1: 2-(3-bromo-5-nitropyridin-2-yloxy)-N, N-dimethylethanamine (Intermediatell).To a stirred solution of S-bromo-l-chloro-S-nitropyridine (2.5 g, 10.53 mmol) and 2-(dimethylamino) ethanol (1.877 g, 21.06 mmol) in DMF (10 mL) was added portion wise potassium carbonate (2.91 g, 21.06 mmol) and the mixture was stirred at 60 0C for 2- 3 hrs. Reaction mixture was cooled to RT, diluted with ethyl acetate (50-7OmI), washed with water and then brine, organic layer was collected, dried over sodium sulfate and concentrated in vacuo to give crude 2-(3-bromo-5-nitropyridin-2-yloxy)-N, N- dimethylethanamine (2.70 g, 88 %) as brown liquid. The crude material was taken for next step without further purification. MS (ES+): 292 for C9H12BrN3O3

The synthetic route of 5470-17-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/147431; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 5470-17-7, 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 5470-17-7 as follows.

A mixture of 3-bromo-2-chloro-5-nitropyridine (2.37 g, 10.0 mmol) and 2,4-difluoroaniline (2.58 g, 20.0 mmol) in dimethyl sulfoxide (20 mL) was heated at 100 C for 2 hours. After cooling, the reaction mixture was partitioned between water and ethyl acetate. The organic layer was separated, and the aqueous layer was extracted with additional ethyl acetate twice. The combined organic layers were washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, filtered, and concentrated. The residue was purified by flash chromatography on (silica gel, 5% ethyl acetate in heptanes) to provide the title compound (1.75 g, 53.0%). 1H NMR (400 MHz, DMSO-d6) delta 9.23 (s, 1H), 8.84 (d, J = 2.4 Hz, 1H), 8.61 (d, J = 2.4 Hz, 1H), 7.52 – 7.41 (m, 1H), 7.38 – 7.28 (m, 1H), 7.15 – 7.05 (m, 1H). MS (ESI-) m/z 328.0, 330.0 (M-H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5470-17-7, its application will become more common.

Reference:
Article; Fidanze, Steven D.; Liu, Dachun; Mantei, Robert A.; Hasvold, Lisa A.; Pratt, John K.; Sheppard, George S.; Wang, Le; Holms, James H.; Dai, Yujia; Aguirre, Ana; Bogdan, Andrew; Dietrich, Justin D.; Marjanovic, Jasmina; Park, Chang H.; Hutchins, Charles W.; Lin, Xiaoyu; Bui, Mai H.; Huang, Xiaoli; Wilcox, Denise; Li, Leiming; Wang, Rongqi; Kovar, Peter; Magoc, Terrance J.; Rajaraman, Ganesh; Albert, Daniel H.; Shen, Yu; Kati, Warren M.; McDaniel, Keith F.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 10; (2018); p. 1804 – 1810;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5470-17-7, 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.5470-17-7, name is 3-Bromo-2-chloro-5-nitropyridine, molecular formula is C5H2BrClN2O2, molecular weight is 237.44, as common compound, the synthetic route is as follows.

Example 16: Representative synthesis of Compound 201 Summary Compound 201 was synthesized via a seven-step route depicted below.Scheme: 36Ref: 1) Justus Liebigs Annalen tier Chemie, 1937, 529, 291 Experimental Step 1 To a solution of 3-bromo-2-chloro-5-nitropyridine (23.5g, 100 mmol ) in 200 mL of CH3OH was added CFbONa ( 54g , 1.0 mol ) with stirring in an ice bath. The resulting solution was heated at 80 C for 12 hrs and cooled to room temperature .The reaction mixture was diluted with 200 mL of H20 and extracted with ethyl acetate (3 x 250 mL). The organic phase was dried over magnesium sulfate, filtered and concentrated to give a residue, which was purified by column chromatography over silica gel (50: 1 , petroleum ether/ EtOAc ) to afford a( 6.8 g, 34% ) as a yellow oil.

Statistics shows that 5470-17-7 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-2-chloro-5-nitropyridine.

Reference:
Patent; GENZYME CORPORATION; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; MAZITSCHEK, Ralph; CLARDY, Jon, C.; WIRTH, Dyann; WIEGAND, Roger; URGAONKAR, Sameer; BANIECKI, Mary, Lynn; CORTESE, Joseph; CELATKA, Cassandra; XIANG, Yibin; SKERLJ, Renato; BOURQUE, Elyse, M.j.; WO2011/53697; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

5470-17-7, 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. 5470-17-7, name is 3-Bromo-2-chloro-5-nitropyridine. A new synthetic method of this compound is introduced below.

34b. 3-bromo-2-methyl-5-nitropyridine A solution of diethyl malonate (17.6 mL, 0.116 mol) in diethyl ether (250 mL) at ambient temperature was treated with sodium hydride (80% in mineral oil, 3.5 g, 0.116 mol), and the mixture was stirred for 1 hour. Then 3-bromo-2-chloro-5-nitropyridine (25 g, 105 mmol; prepared from 2-hydroxy-5-nitropyridine according to the procedure of V. Koch and S. Schnatterer, Synthesis 1990, 499-501) was added in portions over 5 minutes. After the mixture had stirred for 1 hour, the solvent was evaporated, and the residue was heated at 100 C. for 1 hour. After the mixture had cooled, 12 N H2 SO4 was added, and the mixture was heated at reflux for about 16 hours. The mixture was allowed to cool to ambient temperature, then further cooled as it was treated with 50% NaOH to give an alkaline pH. The resulting solution was extracted with CHCl3 (3*), and the organic extracts were washed with H2 O, dried (MgSO4) and evaporated to afford 17.1 g of the title compound as a red oil: 1 H NMR (CDCl3, 300 MHz) delta 2.81 (s, 3H), 8.61 (d, J=2 Hz, 1H), 9.26 (d, J=2 Hz, 1H).

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. 5470-17-7, 3-Bromo-2-chloro-5-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Abbott Laboratories; US6133253; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem