Category: pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 1064783-29-4, 5-Chloro-3-fluoro-2-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, 1064783-29-4, blongs to pyridine-derivatives compound. Formula: C5H2ClFN2O2

To the solution of 31 (1.0g, 4.2 mmol) in dried THF (10mL) was added potassium tert-butoxide (517.0 mg, 4.6mmol) , the miture was stirred at room temperature for 10min, then added 2-nitro-3-fluoro-5-chloropyridine (741.0 mg, 4.6 mmol) , and stirred at room temperature for 1h. The mixture was quenched by the addition of 10g silica gel, and purified by column chromatography to give the desired product (1.50g, 95%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1064783-29-4, its application will become more common.

Reference:
Patent; FUJIAN HAIXI PHARMACEUTICALS CO., LTD; FENG, Yan; WANG, Ruyong; LI, Junqing; ZHENG, Jianjia; LIAN, Xin; GONG, Xuan; FU, Yueli; KANG, Xinshan; (144 pag.)WO2019/174601; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 98121-41-6, 3-Amino-5,6-dichloropyridine, 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, 98121-41-6, blongs to pyridine-derivatives compound. name: 3-Amino-5,6-dichloropyridine

EXAMPLE 11 5,6-dichloro-3-pyridinol Process (a) 8.15 g (50 mmol) of 3-amino-5,6-dichloropyridine were dissolved in 100 ml of 8N H2 SO4 and diazotized at 0 C. using 3.55 g (53 mmol) of sodium nitrite in 9 ml of water. The cold diazonium salt solution was added dropwise to 100 C. warm 60% strength sulfuric acid. After completion of the nitrogen elimination, the mixture was neutralized and extractively distilled using toluene. The dried toluene phase was concentrated by evaporation and the residue was recrystallized repeatedly from toluene. Melting point 184-185 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98121-41-6, its application will become more common.

Reference:
Patent; Hoechst Aktiengesellschaft; US4756739; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13472-56-5, Adding some certain compound to certain chemical reactions, such as: 13472-56-5, name is 2-Methoxy-5-methylpyridine,molecular formula is C7H9NO, 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 13472-56-5.

Add 6-methoxy-3-methylpyridine and dibenzoyl peroxide to the dichloromethane solvent, turn on the stirring, reduce the temperature in the ice-water bath to 20-30 C, and add the bromine in batches to the reaction solution. , Maintain the internal temperature below 40 C, add it, heat to reflux, and react for 24 hours. The specific reaction equation is as follows:The post-treatment process is: the reaction solution is cooled to 25-30 C, filtered under reduced pressure, and the filter cake is rinsed once with dichloromethane; the filtrate is washed three times with water; concentrated under reduced pressure until no liquid drips; petroleum ether is added to the concentrated solution, The amount of petroleum ether is 3.0-4.0 times that of 6-methoxy-3-methylpyridine, beaten at 25-30 C for 30min .; filtered under reduced pressure, and the cake is dried under vacuum at 40-50 C to obtain 5- (dibromomethyl) Group) -2-methoxypyridine, yield 83.8%, purity was measured by HPLC method, and purity was 99%.Among them, the amount of methylene chloride is 4.0-5.0 times that of 6-methoxy-3-methylpyridineThe molar ratio of 6-methoxy-3-methylpyridine to the catalyst was 1: 0.01.The molar ratio of 6-methoxy-3-methylpyridine to bromine is 1: 2.6.

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. 13472-56-5, 2-Methoxy-5-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Habo Pharmaceutical Technology Co., Ltd.; Zhao Xiaolin; Cui Jiayi; Wang Jinzhu; Zhao Bing; Ai Yangbao; (10 pag.)CN110878043; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 944445-41-4, 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. 944445-41-4, name is 3-(Benzyloxy)-2-(chloromethyl)pyridine, molecular formula is C13H12ClNO, 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.

Stage B: 3-(Benzyloxy)-2-(methoxymethyl)pyridine The solution of 41 g (0.18 mol) of 3-(benzyloxy)-2-(chloromethyl)pyridine in 100 ml of methanol is added to the solution of sodium methoxide, prepared by adding 5.2 g (0.23 mol) of sodium to 150 ml of methanol. After refluxing for 3 hours under nitrogen, the solution is concentrated to dryness. The oil obtained is taken up in water and extracted with ethyl acetate. The organic solution is washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulphate, and then concentrated to dryness. 39 g (97%) of a brown oil are obtained. 1H-NMR [(CD3)2SO, 250 MHz]: 8.15 (1H, d), 7.30-07.55 (7H, m), 5.22 (2H, s), 4.55 (2H, s), 3.31 (3H, s).

According to the analysis of related databases, 944445-41-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI-AVENTIS; US2009/69368; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 15103-48-7 ,Some common heterocyclic compound, 15103-48-7, molecular formula is C5H5NO3S, 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.

The first host ligand in Example 1 was prepared as follows:2-Bromopyridine (4.17 g, 26.39 mmol),2,4-difluorobenzeneboronic acid (5.00 g, 31.66 mmol),Tetrakistriphenylphosphine palladium (0.91 g, 0.79 mmol) and sodium carbonate were added(6.36 g, 60.00 mmol) was dissolved in 100 mL of tetrahydrofuran,The reaction was refluxed for 24 hours,Cool, add water and methylene chloride,The organic layer was concentrated by column chromatography as the firstA primary ligand of an aromatic ring linked azetidin(3.84 g, yield 76.18%).The aromatic rhizariazole (2.50 g, 13.08 mmol) as the first host ligand,And iridium trichloride (2.30 g, 6.23 mmol) were dissolved in 15 mL of ethoxyethanol,The mixture was refluxed for 12h,Iridium dimeric bridged complex was obtained.Then pyridine sulfonic acid (1.36 g, 6.23 mmol) and potassium carbonate (2.60 g, 18.70 mmol)To the above iridium dimeric bridged complex,At 120. Continue reflux 18h.Cooling system,Add water and methylene chloride,The organic phase was concentrated and subjected to column chromatography to obtain a iridium complex (1.01 g, yield: 21.5%) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15103-48-7, its application will become more common.

Reference:
Patent; Anhui Yiruide New Materials Technology Co., Ltd.; Gao Ran; (37 pag.)CN107522745; (2017); A;,
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. 18368-73-5, name is 3-Methyl-2-nitropyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 18368-73-5

General procedure: To a stirred mixture of 1.00 mmol of nitropicoline 35 or 63, 1.20 mmol of the appropriate benzaldehyde, and 1.5 mmol of Huenig’s base in THF (7 mL/g of nitropicoline 35/63) was added 1.3 mmol of a 1 M THF solution of TBAF. The resulting mixture was heated 60 C for 1.5e2.0 h in the case of 2,3-dihydrofuro[3,2-c] pyridines or for 18 h in the case of 2,3-dihydrofuro[2,3-b]pyridines. After cooling to room temperature, the reactions were quenched with sat. aqueous NH4Cl. The solution was extracted with EtOAc, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by silica gel chromatography as specified above.

The synthetic route of 18368-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kuethe, Jeffrey T.; Tetrahedron; vol. 75; 34; (2019);,
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. 183428-91-3, name is 2-Amino-3-methyl-5-cyanopyridine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

The 2g6-amino-5-methylpyridine-3-carbonitrile (CAS183428-91-3) in 40 ml methanol and 18 ml of concentrated sulfuric acid solution and reflux heating in 3 hours. The mixture is added to ice water, adjusted to alkaline with sodium hydroxide, extracted with ethyl acetate. The organic phase with saturated sodium chloride solution, the sodium sulfate and concentrated in a vacuum. Get 1.95g6-amino-5-methylpyridine-3-carboxylic acid methyl ester.

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, 183428-91-3, 2-Amino-3-methyl-5-cyanopyridine.

Reference:
Patent; Bayer Pharmaceuticals; Norbert, Schmees; Benjamin, Bader; Bernard, Haendler; Volker, Schulze; Ingo, Hartung; Niels, Bohnke; Florian, Puhler; (72 pag.)CN105555786; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 57883-25-7, 3-Bromo-2-ethoxypyridine, 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 57883-25-7, blongs to pyridine-derivatives compound. Product Details of 57883-25-7

To a solution of 3-bromo-2-ethoxy-pyridine (350 mg, 1.7 mmol) in NMP (2 mL) was added Zn(CN)2 (244 mg, 2.1 mmol) and Pd(dppf)Cl2 (127 mg, 0.17 mmol). The mixture was degassed with N2 and heated at 140 C. under microwave irradiation for 1 hour. The mixture was cooled to room temperature and filtered through celite. The filtered cake was washed with ethyl acetate (30 mL). The filtrate was washed with water (20 mL*2) and brine (20 mL), dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography on silica gel (0%?20% ethyl acetate in petroleum ether) to give 2-ethoxynicotinonitrile.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,57883-25-7, 3-Bromo-2-ethoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; H. Lundbeck A/S; Juhl, Karsten; Jessing, Mikkel; Langgard, Morten; Vital, Paulo Jorge Vieira; Kehler, Jan; Rasmussen, Lars Kyhn; Clementson, Carl Martin Sebastian; Marigo, Mauro; US2019/185489; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13269-19-7, Adding some certain compound to certain chemical reactions, such as: 13269-19-7, name is 2-Nitropyridin-3-amine,molecular formula is C5H5N3O2, 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 13269-19-7.

Step (i): Synthesis Of 3-fluoro-2-nitropyridineA solution of sodium nitrite (20 g, 288 mmol) in water (40 mL) was added dropwiseto a stirred mixture of2-nitropyridine-3-amine (40 g, 288 mmol) in 34% fluoroboric acid(140 mL). During addition the temperature was maintained between -8 C to -2 DEG C. After0.5 h, the suspension was filtered and the solid washed with 34% fkioroboric acid (35 mL),ether (80 mL) and dried at room temperature under high vacuurn for 12 h to give 52 g of an orange brown soud of the fluoroborate salt. The dry solid was decomposed by heating to 120 DEG C. Afler decomposition the remaining oil was treated with a solution of 10% sodium hydrogenocarbonate (80mL) and the mixture was extracted with dichloromethane. The combined extracts were dried over sodium sulfate, filtered and the solvent removed overunder reduced pressure to yield the title compound as a pale yellow solid.

According to the analysis of related databases, 13269-19-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; WO2006/44355; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.886374-01-2, name is 5-Chloro-3-fluoro-2-methoxypyridine, molecular formula is C6H5ClFNO, molecular weight is 161.56, as common compound, the synthetic route is as follows.Recommanded Product: 886374-01-2

To a solution of compound 2 (3.6g, 17.56mmol, 1 eq) in Dry THF (20ml_), a solution of nBuLi (1.6M in hexane, 1 .5eq) was added dropwise over 10min at -78C and stirred 30min at the same temp. After, 30min crushed dry ice was added portion wise to the above solution at -78C. Then, the reaction mixture was allowed to warm up to RT over 2h. After 2h, the reaction mixture was cooled to 0C and neutralized by conc.HCI. Then, the reaction mixture was concentrates under reduced pressure to give a crude product. The crude product was dissolved in 5M NaOH solution and washed with ether; the aqueous layer was cooled to 0C and acidified to pH 5-6 by cone. HCI. A precipitate formed. The precipitate was filtered and washed with ether to give compound 3 (2.7g, 75.0%) as a white solid. LCMS: m/z 204.1 (M-1 )

At the same time, in my other blogs, there are other synthetic methods of this type of compound,886374-01-2, 5-Chloro-3-fluoro-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ISAAC, Methvin; CHAU, Anh My; MAMAI, Ahmed; WATSON, Iain; PODA, Gennady; SUBRAMANIAN, Pandiaraju; WILSON, Brian; UEHLING, David; PRAKESCH, Michael; JOSEPH, Babu; MORIN, Justin-Alexander; (441 pag.)WO2019/153080; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem