Category: 89364-04-5

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. 89364-04-5, name is 3-Bromo-4-nitropyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 89364-04-5

DMF (100 mL) was degased by vacuum/nitrogen filling cycles. 3-Bromo-4-nitropyridine (4.01 g, 19.74 mmol), 5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)thiazole (5 g, 23.69 mmol), cesium fluoride (7.50 g, 49.3 mmol), copper(l) iodide (0.376 g, 1.974 mmol) and Pd(Ph3P)4 (1.140 g, 0.987 mmol) were added and the crude was heated at 90C for 18 h. The reaction was cooled to room temperature and diluted with ethyl acetate. The organic phase was washed several times with water and brine, dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by chromatography on silica using a Biotage Isolera system employing dichloromethane/methanol (98/2) to afford the desired product (3.80 g, 93 %). (0176) 1H NMR (400 MHz, DMSO-d6) d 9.32 (s, 1 H), 9.02 (s, 1 H), 8.96 (d, 1 H), 8.16 (s, 1 H), 8.08 (d, 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, 89364-04-5, 3-Bromo-4-nitropyridine.

Reference:
Patent; AC IMMUNE SA; LIFE MOLECULAR IMAGING SA; BERNDT, Mathias; MUeLLER, Andre; ODEN, Felix; SCHIEFERSTEIN, Hanno; SCHMITT-WILLICH, Heribert; KROTH, Heiko; MOLETTE, Jerome; (49 pag.)WO2019/145291; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89364-04-5 , The common heterocyclic compound, 89364-04-5, name is 3-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, 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.

General procedure: In a glovebox, K3PO4 (10 mol %, 5.3 mg), 18-Crown-6 (20 mol %, 13.2 mg) , and 2.5 mL tetrahydrofuran were added into a Schlenk tube equipped with a stir bar, then thiol (0.25 mmol) and nitrobenzene derivative (0.25 mmol) were added on the outside under an air atmosphere. The reaction mixture was stirred at room temperature 3 h (450 rpm). The resultant solution was concentrated and purified by silica gel column chromatography with EtOAc and petroleum ether as the eluent to give the corresponding thioether.

The synthetic route of 89364-04-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xuan, Maojie; Lu, Chunlei; Lin, Bo-Lin; Chinese Chemical Letters; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89364-04-5 , The common heterocyclic compound, 89364-04-5, name is 3-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, 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.

General procedure: In a glovebox, K3PO4 (10 mol %, 5.3 mg), 18-Crown-6 (20 mol %, 13.2 mg) , and 2.5 mL tetrahydrofuran were added into a Schlenk tube equipped with a stir bar, then thiol (0.25 mmol) and nitrobenzene derivative (0.25 mmol) were added on the outside under an air atmosphere. The reaction mixture was stirred at room temperature 3 h (450 rpm). The resultant solution was concentrated and purified by silica gel column chromatography with EtOAc and petroleum ether as the eluent to give the corresponding thioether.

The synthetic route of 89364-04-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xuan, Maojie; Lu, Chunlei; Lin, Bo-Lin; Chinese Chemical Letters; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89364-04-5, 3-Bromo-4-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 C5H3BrN2O2, blongs to pyridine-derivatives compound. Computed Properties of C5H3BrN2O2

Step 5: 5-(2,3-difluoro-4-(4-nitropyridin-3-yl)phenyl)-2-((1-phenyl-2,5,8,11,14-pentaoxahexadecan-16-yl)oxy)pyridine To a solution of 5-(2,3-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenyl)-2-((1-phenyl-2,5,8,11,14-pentaoxahexadecan-16-yl) oxy) pyridine (350 mg, 0.544 mmol) in dioxane/H2O (11 mL, 10/1, v/v) was added 3-bromo-4-nitropyridine (121 mg, 0.6 mmol), Na2CO3 (120 mg, 1.1 mmol) and Pd(PPh3)4 (63 mg). The mixture was stirred at 110 C. for 1h under N2. After the reaction, the mixture was extracted with ethyl acetate (20 mL) and washed with brine (30 mL). The organic solution was dried over anhydrous sodium sulfate and concentrated. The crude was purified by column chromatography on silica gel with PE/EA (1:3) to give the desired product (170 mg) as a yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89364-04-5, 3-Bromo-4-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Arvinas, Inc.; Crew, Andrew P.; Berlin, Michael; Flanagan, John J.; Dong, Hanqing; Ishchenko, Alexey; (559 pag.)US2018/125821; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89364-04-5, 3-Bromo-4-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, Recommanded Product: 3-Bromo-4-nitropyridine, blongs to pyridine-derivatives compound. Recommanded Product: 3-Bromo-4-nitropyridine

To a solution of 1,4-dioxane (60mL) and water (10mL) was added 3-bromo-4-nitropyridine (1.02g, 5.0mmol), (4-bromophenyl)boronic acid (1.10g, 5.5mmol), Pd(PPh3)4 (0.23g, 0.2mmol), and Na2CO3 (1.33g, 12.5mmol). Then the reaction was allowed to stir at reflux temperature (110C) for 18h. The reaction was cooled down, poured into water (40mL) and extracted with EtOAc (80mL×3). The combined organic extracts were washed with brine, dried over MgSO4 and concentrated in reduced pressure. The residue was purified by silica gel column chromatography using an eluent (10:90 EtOAc/hexanes) to afford a yellow solid product 1 (1.0g, 72%). Rf=0.50 (1:2 EtOAc/hexanes), mp 135-137C. 1H NMR (CDCl3): delta 7.21 (d, J=8.0Hz, 2H, Ph-H), 7.61 (d, J=8.0Hz, 2H, Ph-H), 7.68 (d, J=5.2Hz, 1H, Py-H), 8.78 (s, 1H, Py-H), 8.84 (d, J=5.2Hz, 1H, Py-H). 1H NMR (DMSO-d6): delta 7.41 (dt, J=2.2, 9.0Hz, 2H, Ph-H), 7.71 (dt, J=2.2, 9.0Hz, 2H, Ph-H), 8.03 (d, J=5.5Hz, 1H, Py-H), 8.87 (s, 1H, Py-H), 8.93 (d, J=5.5Hz, 1H, Py-H). MS (ESI): 279 ([M+H]+, 100%).

The synthetic route of 89364-04-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gao, Mingzhang; Wang, Min; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 25; 15; (2015); p. 2953 – 2957;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 89364-04-5, 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 89364-04-5 as follows.

2.02 g (10.0 mmol) of 3-bromo-4-nitropyridine,2.20 g (11.0 mmol) of 4-bromophenylboronic acid,0.46 g (0.4 mmol) of tetraphenylphenylphosphine palladium,1.33 g (25 mmol) of Na2CO3 was dissolved in 60 mL of dioxane and 10 mL of water,110 reflux 12h, cooling,Poured into 80mL water,After extraction with 100 mL of ethyl acetate three times,Dried over anhydrous magnesium sulfate.The solvent was removed in vacuo,The solid was subjected to column chromatography,To give 2.1 g of product as a yellow solid (yield: 75%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89364-04-5, its application will become more common.

Reference:
Patent; Zhejiang University; He, Qinggang; Ren, Rong; Zhang, Kai; Zhang, Hong; Tian, Mei; (9 pag.)CN106588915; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89364-04-5, 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. 89364-04-5, name is 3-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, 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.

Under a nitrogen stream3-bromo-4-nitropyridine 3.4g (16.9 mmol),5spiro [benzo [c] fluorene-7,9′-fluorene] -5-ylboronic acid, 8.3g (20.2 mmol) 1.0 g (5 mol%) of Pd (PPh3) 4, and potassium carbonate, 7.0 g (50.6 mmol)80 ml / 40 ml / 40 ml of Toluene / H 2 O / Ethanol was added, and the mixture was stirred at 110 C for 3 hours.After completion of the reaction, the organic layer was separated using methylene chloride and water was removed using MgSO4.The solvent of the organic layer was removed, and the residue was purified by column chromatography to give the desired compound B1 (5.9 g, 12.1 mmol, yield 72%).

According to the analysis of related databases, 89364-04-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Doosan Co., Ltd; Kim Hong-seok; Ra Jong-gyu; (52 pag.)KR2019/2183; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 89364-04-5, 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.89364-04-5, name is 3-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, molecular weight is 202.9935, as common compound, the synthetic route is as follows.

Add 200 mL of dioxane to a 500 mL single-necked flask equipped with magnetic stirring at room temperature.Intermediate M99.1g (43.86 mmol, 1 eq),3-bromo-4-nitropyridine 13.2 g (65·81 mmol, 1.5 eq),Potassium carbonate aqueous solution (carbonPotassium acid 18.19g,131.61 mmol, 3 eq,Water 65.8mL, 2M),Tetrakistriphenylphosphine palladium 1 · 52g (1 · 32mmol, 0 · 03eq),Turn on the agitation,Replace the nitrogen 3 times,Warm up to 100C,Reaction overnightThe reaction solution was cooled to room temperature.Extracted with ethyl acetate,Take the upper layer,The reaction solution was sprinkled,Column chromatography separation (eluent: PE: DCM = 2:1),Get a crude product,Boiled with n-hexane,Obtained 16g of a yellow solid.The yield is 58.35%

Statistics shows that 89364-04-5 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-4-nitropyridine.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Gao Wenzheng; Du Qian; Ren Xueyan; (33 pag.)CN110294760; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89364-04-5, 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.89364-04-5, name is 3-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, molecular weight is 202.9935, as common compound, the synthetic route is as follows.

After the phenothiazine 20.0g (100.36mmol), 3-Bromo-4-nitro-pyridine 23.18 g (110.40mmol), the NaO (t-Bu)14.46 g (150.55 mmol), the Pd 2 (dba) 3 2.757 g (3.01mmmol) was suspended in the toluene 400 mL P (t-Bu)3 1.46 mL (6.02 mmol) was put and it mixed reflux under the nitrogen air current for 24 hours. It extracts in the dichloromethane and distilled water and the organic layer the silica gel is filtered. Hexane the organic solution is removed: it recrystallized as the dichloromethane and ethyl acetate and it obtained the intermediate product (C) 23.22 g (yield : 72 %) by the dichloromethane= 7 : 3 (v/v) after the silica gel column.

Statistics shows that 89364-04-5 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-4-nitropyridine.

Reference:
Patent; Cheil Industries Co., Ltd.; Jang, Yuna; Hong, Jin Suk; Kang, Dong Min; Sin, Ji Hun; Yu, Dong Gyu; Yu, Uhn Sun; Lee, Byung Kwan; Lee, Sang Sin; Lee, Han Ir; Jung, Su Young; Han, Su Jin; (34 pag.)KR2015/41508; (2015); A;,
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. 89364-04-5, name is 3-Bromo-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 3-Bromo-4-nitropyridine

Example 1 (0052) Non-radioactive fluorination of 3-bromo-4-nitropyridine (3): 10 muL of 1 M tetrabutylammonium fluoride (TBAF) solution in THF (10 mumol, 0.5 eq.) was added to a solution of 3-bromo-4-nitropyridine (96%, Aurum Pharmatech, LLC) (20 mumol, 1 eq.) in 500 L of anhydrous dimethylsulfoxide (DMSO) in a 2 mL HPLC vial. The reaction was analyzed by HPLC (conditions A). Retention times: 3-bromo-4-nitropyridine (3)=10.83 min, 3-fluoro-4-nitropyridine=8.38, 3-bromo-4-fluoropyridine (6)=11.76 min. Retention times for the product matched within 0.05 min the reference standard. Identity of the product was confirmed by HR-MS (m/z M+ exp.: 174.9423, calc: 174.9433) and 1H, 13C and 19F NMR. Product amount was calculated from the area under the curve of the HPLC UV1 trace using a calibration curve.

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, 89364-04-5, 3-Bromo-4-nitropyridine.

Reference:
Patent; The University of Chicago; Brugarolas, Pedro; (35 pag.)US2017/355648; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem