Category: pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 791644-48-9, 2-Chloro-5-fluoronicotinonitrile, 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, 791644-48-9, blongs to pyridine-derivatives compound. Computed Properties of C6H2ClFN2

2-Chloro-5-fluoronicotinonitrile (1.95 g, 12.50 mmol) was dissolved in n-butanol (30 mL).Then hydrazine hydrate (80percent, 8 mL, 125 mmol) was added thereto.The resulting mixture was warmed to 120 ° C and stirred for 6 hours.After cooling to room temperature, a small amount of solid was precipitated, and the mixture was allowed to stand in an ice water bath for 1 hour.A large amount of solid was precipitated, suction filtered, and the filter cake was washed with water (20 mL) at 0 ° C.Then vacuum dry,The title compound was obtained as a pale yellow solid (1. 36 g, 73percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,791644-48-9, its application will become more common.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Tang Changhua; Yin Junjun; Yi Kai; Lei Yibo; Wang Yejun; Zhang Yingjun; (138 pag.)CN108276401; (2018); 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. 109-09-1, name is 2-Chloropyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H4ClN

General procedure: To a stirred suspension of appropriate aryl halide(2.0 mmol) and phenol (2.0 mmol) in 6 ml water, Ni-alumina (0.125g, 6 mol % ofnickel metal) was added followed by K2CO3 (0.28 g, 2mmol) and SDS (0.04 g, 8 mol%). The reaction mixture was stirred for therequired period of time at 80C till the reaction was complete (monitored withTLC). Then the reaction mixture was cooled to room temperature, ethyl acetate(20 mL) was added to dissolve the product and the catalyst was separated simplyby filtration. The residue (recovered catalyst) was thoroughly washed withEtOAc (4×5 mL) followed by water (2×10 mL). The aqueous reaction mixture was repeatedly extracted with ethyl acetate (3×5 mL). The combined organic extractswere washed with water (3× 10 mL) and dried over anhydrous Na2SO4.The crude product was obtained by removal of the solvent under reduced pressure which was furtherpurified by filtration chromatography on a short column of silica gel using1-4% ethyl acetate-hexane as eluent.

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, 109-09-1, 2-Chloropyridine.

Reference:
Article; Ghatak, Avishek; Khan, Sagar; Roy, Rimi; Bhar, Sanjay; Tetrahedron Letters; vol. 55; 51; (2014); p. 7082 – 7088;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1659-31-0, 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. 1659-31-0, name is Dipyridin-2-yl carbonate, molecular formula is C11H8N2O3, 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.

Example 754-[(3-Bromo-4-fluorophenvD(isothiocyanato’)methyl1pyridine; 0,0-Dipyridin-2-yl thiocarbonate (0.285 g, 1.23 mmol) was added to a solution of l-(3- bromo-4-fluorophenyl)-l-pyridin-4-ylmethanamine (0.230 g, 0.818 mmol) in o dichloromethane (18 mL). The mixture was stirred at room temperature for 1 h and then diluted with dichloromethane (20 mL). The organic layer was washed with brine, dried over sodium sulfate and concentrated in vacuo to give 0.252 g (95% yield) of the title compound. MS (ESI) m/z 324 [M+l]+.

According to the analysis of related databases, 1659-31-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTEX THERAPEUTICS LTD; WO2007/145571; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 62733-99-7, 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.62733-99-7, name is Methyl 3-hydroxypicolinate, molecular formula is C7H7NO3, molecular weight is 153.1354, as common compound, the synthetic route is as follows.

The 3-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid was prepared as follows:a) To a solution of 3-hydroxy-pyridine-2-carboxylic acid methyl ester (200 mg, 1.3 mmol) in N,N-dimethylformamide (2.0 ml) was added at 22 C. sodium hydride (55% in oil, 64 mg) and stirring was continued until gas evolution ceased. The suspension was cooled to 0 C. and treated with trifluoroethyl trifluormethanesulfonate (728 mg) and stirring was continued at 22 C. for 2 hours. The mixture was partitioned between saturated sodium hydrogen-carbonate solution and ethyl acetate, and the organic layer was dried and evaporated. The residue was purified by chromatography on silica using n-heptane and ethyl acetate (3:1) as the eluent to give 3-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid methyl ester as a pale green oil. MS (ISP): m/z=236 [M+H]+.

Statistics shows that 62733-99-7 is playing an increasingly important role. we look forward to future research findings about Methyl 3-hydroxypicolinate.

Reference:
Patent; Hilpert, Hans; Wostl, Wolfgang; US2012/258962; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 719268-89-0, 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. 719268-89-0, name is 4-Chloro-1-methyl-3-nitropyridin-2(1H)-one, molecular formula is C6H5ClN2O3, 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.

4-Chloro-1-methyl-3-nitro-1H-pyridin-2-one (0.71 g, 3.8 mmol) and 3′-aminobiphenyl-2-carbonitrile (0.73 g, 3.8 mmol) were dissolved in triethylamine (5.25 ml, 37.8 mmol) and DMSO (5 ml) and heated at 90 C. for 18 h.The mixture was allowed to cool to ambient temperature then poured onto water (150 ml).The aqueous phase was extracted with ethyl acetate (2*150 ml), the combined organics were washed with water (3*75 ml) and brine (50 ml), dried over anhydrous sodium sulfate, filtered and evaporated to give a brown solid.The solid was triturated with diethyl ether (20 ml), filtered and left to air dry, to give 3′-(1-methyl-3-nitro-2-oxo-1,2-dihydropyridin-4-ylamino)biphenyl-2-carbonitrile (1.28 g, 98%) as a brown solid: delta (400 MHz, CDCl3) 3.50 (3H, s), 6.24 (1H, d, J 8), 7.26 (1H, d, J 8), 7.34 (1H, d, J 8), 7.48 (2H, dd, J 4 and 2), 7.51-7.59 (2H, m), 7.60 (1H, t, J 8), 7.68-7.72 (1H, m), 7.81 (1H, dd, J 8 and 1), 10.47 (1H, s).

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 719268-89-0, 4-Chloro-1-methyl-3-nitropyridin-2(1H)-one.

Reference:
Patent; Goodacre, Simon Charles; US2004/132767; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1658-42-0, 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.1658-42-0, name is Methyl 2-(pyridin-2-yl)acetate, molecular formula is C8H9NO2, molecular weight is 151.16, as common compound, the synthetic route is as follows.

Hydrazine (4.15 mL, 132 mmol) was added to a ethanol (66 mL) solution of methyl 2-(pyridin-2-yi)acetate (10 g, 66.2 mmol) at r.t. The mixture was heated and stirred at 85 C for 4 h, and then cooled to r.t. White solid was formed upon standing, which was collected via filtration and used in next step without further purification. LCMS calculated for CTHJ ONSO (M+H)+: 152.1. Found: 152.0.

The chemical industry reduces the impact on the environment during synthesis 1658-42-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; INCYTE CORPORATION; WANG, Xiaozhao; GAN, Pei; HAN, Heeoon; HUANG, Taisheng; MCCAMMANT, Matthew S.; QI, Chao; QIAN, Ding-Quan; WU, Liangxing; YAO, Wenqing; YU, Zhiyong; ZHANG, Fenglei; (284 pag.)WO2019/168847; (2019); 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.1008-91-9, name is 1-(Pyridin-4-yl)piperazine, molecular formula is C9H13N3, molecular weight is 163.22, as common compound, the synthetic route is as follows.Recommanded Product: 1008-91-9

General procedure: To the stirred solution of 6 (0.29 g, 0.001 mol) in dry THF, HOBt (0.16 g, 0.012 mol) and EDCI*HCl (0.23 g, 0.012 mol) were added and continued stirring for 30 min. To the reaction mixture, substituted phenylpiperazine (0.001 mol) was added under ice cold temperature and the reaction mixture was further stirred at room temperature for 6 h. After completion of reaction as monitored byTLC, solvent was evaporated under vacuum. Reaction mixture was extracted with ethyl acetate (2 x 20 mL), collected organic layer was dried over anhydrous Na2SO4, concentrated under vacuum and passed through small bed of silica gel (60e120) using mobile phase (ethyl acetate:hexane; 3:7) to obtain analytically pure final product 7.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1008-91-9, 1-(Pyridin-4-yl)piperazine, and friends who are interested can also refer to it.

Reference:
Article; Penta, Ashok; Franzblau, Scott; Wan, Baojie; Murugesan, Sankaranarayanan; European Journal of Medicinal Chemistry; vol. 105; (2015); p. 238 – 244;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 59-26-7, Adding some certain compound to certain chemical reactions, such as: 59-26-7, name is N,N-Diethylnicotinamide,molecular formula is C10H14N2O, 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 59-26-7.

CoSO4·7H2O (0.005 mol, 1.41 g) and DENA (0.01 mol, 1.78 g) in separate beakers were dissolved in 50 mL of distilled water. The solutions of DENA and sodium 4-cyanobenzoate were added to the CoSO4 solution, respectively. The resulting clear solution was allowed to crystallize at room temperature. Pink single crystals were obtained after 1 week. The crystals were filtered off and washed with distilled water and dried at room temperature. Anal. Calcd. (%) for complex 1, C36H40CoN6O8 (MW = 743.68) C, 56.92;H, 5.10; N, 10.95. Found (%): C, 58.15; H, 5.34; N, 11.35. Yield 3.12 g (83.9%).

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. 59-26-7, N,N-Diethylnicotinamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sertcelik, Mustafa; Oezbek, Fuereya Elif; Yueksek, Mustafa; Elmal?, Ayhan; Aydo?du, Oemer; Necefo?lu, Hacali; Hoekelek, Tuncer; Chemical Papers; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 866319-00-8, name is 5-Fluoro-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below., Product Details of 866319-00-8

Dissolve 5-fluoro-1H-pyrrole-[2,3-b]pyridine (35.00 g, 257·1 mmol, 1.0 equiv.) in 200 ml DMF, cool to 0 C, add NaH (60 Wt) in portions. % in mineral oil, 10.80 g, 270.0 mmol, 1.05 equiv.), reacted for 30 min, added triisopropylchlorosilane (54.53 g, 282.8 mmol, 1.1 eq.).After reacting at 0 C for 2 hours, TLC showed the reaction was completed. Quenched by adding 50 ml of water, the system was poured into 1 L of water, 1 L of petroleum ether was added, and the mixture was separated and filtered with silica gel. The mother liquid was concentrated to give 82.10 g of a crude yellow oil.

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, 866319-00-8, 5-Fluoro-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; Nanjing He Ju Pharmaceutical Co., Ltd.; Pan Guojun; (7 pag.)CN110016030; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 885276-93-7, 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. 885276-93-7, name is Ethyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate, molecular formula is C10H9BrN2O2, 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.

General procedure: These were made by decarboxylation/Vilsmeier or hydrolysis/reduction/reoxidation as detailed below, unless otherwise stated.Decarboxylation was carried out by refluxing a solution of the ester (1 equiv) in 40% aqueous H2SO4 (3 mL) for 18 h. The solution was then cooled in ice and neutralised to pH 7 with 6 M NaOH, then extracted twice with CH2Cl2. The combined extracts were dried (Na2SO4) and the solvent removed in vacuo to leave the decarboxylated material. The pyrazolo[1,5-a]pyridine was then reacted under Vilsmeier conditions in dry DMF (2 mL) with POCl3 (3 equiv) at 0 C under an atmosphere of N2. The reaction mixture was then warmed to room temperature and stirred for 2 h. The solution was poured onto ice, basified to pH 10 with 1 M NaOH, stirred for 1 h then extracted twice with CH2Cl2. The combined extracts were washed twice with water, dried (Na2SO4) and the solvent removed in vacuo to leave the aldehyde.Alternatively, the ester was hydrolysed by refluxing a solution of the ester (1 equiv) in 1 M NaOH (3 equiv) and EtOH (5 mL) for 6 h. The EtOH was removed in vacuo, and then the aqueous residue acidified to pH 1 with 1 M HCl. The precipitated carboxylic acid was filtered off, washed with water and dried. The carboxylic acid was reduced by adding CDI (1.5 equiv) to a suspension of carboxylic acid (1 equiv) in dry THF (10 mL) under an atmosphere of N2. After stirring for 18 h, the resulting solution was added dropwise to a solution of NaBH4 (5 equiv) in H2O (10 mL) and stirred for 30 min. The reaction was then quenched by the addition of 1 M HCl and stirred for a further 30 min. The solution was neutralised with saturated aqueous NaHCO3 and extracted twice with CH2Cl2. The combined organic layers were dried (Na2SO4) and the solvent removed in vacuo. Chromatography (eluting with a hexanes: EtOAc gradient) gave the alcohol. Reoxidation was carried out by stirring a suspension of the pyrazolo[1,5-a]pyridine-3-methanol (1 equiv) and MnO2 (10 equiv) in CH2Cl2 (2 mL) at room temperature for 4 days. The reaction mixture was then filtered through celite, washed with CH2Cl2, and the solvent removed from the filtrate in vacuo to leave the aldehyde.

According to the analysis of related databases, 885276-93-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kendall, Jackie D.; O’Connor, Patrick D.; Marshall, Andrew J.; Frederick, Raphael; Marshall, Elaine S.; Lill, Claire L.; Lee, Woo-Jeong; Kolekar, Sharada; Chao, Mindy; Malik, Alisha; Yu, Shuqiao; Chaussade, Claire; Buchanan, Christina; Rewcastle, Gordon W.; Baguley, Bruce C.; Flanagan, Jack U.; Jamieson, Stephen M.F.; Denny, William A.; Shepherd, Peter R.; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 69 – 85;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem