Day: December 2, 2020

16867-03-1, 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. 16867-03-1, name is 2-Amino-3-hydroxypyridine, molecular formula is C5H6N2O, 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: Polyphosphoric acid (10 g) was added to the mixture of 2-aminophenols(or 2-aminothiols or 2-phenylenediamines) 2 (7-9 mmol,1.0 eq) and carboxylic acids 3 (1.0 eq) at room temperature and heatedto 170 C (dissolution of reactants in polyphosphoric acid and effectivestirring was observed at elevated temperatures). The reaction mixturewas stirred at 170 C for 3 h and was then allowed to cool to roomtemperature. The viscous reaction mixture was slowly diluted by icewater(200 mL), neutralized (to pH 7) by saturated solution of NaHCO3and extracted with multiple portions of ethyl acetate (3¡Á50 mL). Thecombined organic extracts were washed with brine (50 mL), dried oversodium sulfate (30 g), filtered and concentrated to yield compounds 4in 24-91% yields as colored solids.

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. 16867-03-1, 2-Amino-3-hydroxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ankenbruck, Nicholas; Kumbhare, Rohan; Naro, Yuta; Thomas, Meryl; Gardner, Laura; Emanuelson, Cole; Deiters, Alexander; Bioorganic and Medicinal Chemistry; vol. 27; 16; (2019); p. 3735 – 3743;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

97483-77-7, 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. 97483-77-7, name is 5-Bromopicolinonitrile, molecular formula is C6H3BrN2, 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.

A mixture of 5-bromopyridine-2-carbonitrile (6.3 g, 34.43 mmol, 1 .00 equiv), 3 ,5-difluorobenzene- 1 -thiol (5 g, 34.21 mmol, 0.99 equiv ), and cesium carbonate (22.3 g, 68.23 mmol, 1 .98 equiv) in 1 -methylpyrrolidin-2-one (70 mL) was stirred under nitrogen at 1 00 “C for 1 .5 h. The reaction was then quenched by the addition of 200 mL of water. The precipitated product (4 6 g) was collected by filtration. The filtrate was extracted with 3×200 mL of ethyl acetate. The combined organic layers was washed with 3×200 mL of brine, dried over anhydrous sodium sulfate, and concentrated under vacuum to give in total 7.6 y (89%) of 5-[(3 ,5-difluorophenyl)sulfanyl]pyridine-2- carbonitrile as a brown solid. LC/MS (Method J, ESI): RT = 1 .62 min, m z = 249.0 [M+H]

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. 97483-77-7, 5-Bromopicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; DRAGOVICH, Peter; GOSSELIN, Francis; YUEN, Po-Wai; ZAK, Mark; ZHENG, Xiaozhang; WO2013/127267; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

5350-93-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 5350-93-6, name is 6-Chloropyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

Step 1: Preparation of ( 6-chloro-pyridin-3-yl) -carbamic acid tert-butyl ester; 6-Chloro-pyridin-3-ylamine (10.0 g) were dissolved in tert- butanol (140 mL) , di-tert-butyl dicarbonate (18.7 g) were added and the solution was stirred at 500C for 4 h. Di- tert-butyl dicarbonate (3.40 g) was added and the reaction mixture was stirred for another 8 h at 5O0C. Most of the solvent was removed in vacuum and the residue was dissolved in ethyl acetate and washed 3x with water, washed with brine, dried over magnesium sulfate and concentrated in vacuum. The residue was purified by column chromatography (silica 60, chloroform/ethyl acetate 10:1, Rf = 0.30) to afford 16.5 g of the title compound of the formulaas a white solid .1H-NMR (CDCl3, TMS) delta (ppm) : 1.52 (9H, s), 6.54 (IH, br s), 7.27 (IH, d, J = 3 Hz), 7.96 (IH, s), 8.23 (IH, d, J = 3 Hz) .

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 5350-93-6, 6-Chloropyridin-3-amine.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2008/130021; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

100-26-5, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 100-26-5, name is 2,5-Pyridinedicarboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

A solution of compound 23 (10 g, 59.9 mmol)Dissolved in methanol (lOOmL)In the ice bath slowly addedTo a solution of dichlorosulfoxide (28.5 mL, 239.5 mmol)The reaction was refluxed for 4 h, Followed by spin-drying to give compound 24 (11.4 g, 98.3percent).

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 100-26-5, 2,5-Pyridinedicarboxylic acid.

Reference:
Patent; Jiangnan University; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Wang Wenlong; Li Jia; Feng Bonian; Yang Donglin; Gao Lixin; Ye Huihua; Xu Haojie; Zhao Yanan; Zhang Siqi; (51 pag.)CN104418811; (2017); B;,
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. 6304-16-1, name is (4-Pyridyl)acetone. A new synthetic method of this compound is introduced below., 6304-16-1

Step 1 Preparation of 4-(3-fluoro-4-methoxylphenyl)-3-pyridyl-3-butene-2-one A solution of 4-pyridylacetone (1.0 g, 7.4 mmol), 3-fluoro-p-anisaldehyde (1.25 g, 8.1 mmol), and piperidine (0.13 g, 1.5 mmol) in toluene (50 ml) was heated to reflux. After 18 hours, the reaction was cooled to room temperature and the solvent was removed under reduced pressure. The crude product (3.0 g) was purified by column chromatography (silica gel, 65:35 ethyl acetate/hexane) to give 4-(3-fluoro-4-methoxylphenyl)-3-pyridyl-3-butene-2-one as a pale yellow solid (1.60 g, 80%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6304-16-1, (4-Pyridyl)acetone, and friends who are interested can also refer to it.

Reference:
Patent; G. D. Searle & Company; US6423713; (2002); B1;; ; Patent; G.D. Searle & Company; US6514977; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

18368-63-3, 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 18368-63-3 as follows.

2-Chloro-6-methylpyridine (1 10mg, Aldrich), N-bromosuccinimide (153mg) and AIBN (14.16mg) were dissolved in carbon tetrachloride (2ml) and the reaction mixture stirred at 80 0C under argon for three hours. The reaction mixture was allowed to cool to room temperature, filtered through Kieselguhr, washed with dichloromethane and evaporated to afford the title compound (98mg; crude material used directly in the next step), m/z [M+H]+: 205.9 / 207.9 / 210.1. Retention time 0.89 min (LC/MS method 3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18368-63-3, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; BLUNT, Richard; EATHERTON, Andrew John; GARZYA, Vincenzo; HEALY, Mark Patrick; MYATT, James; PORTER, Roderick Alan; WO2011/12622; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

108-48-5, 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. 108-48-5, name is 2,6-Dimethylpyridine, molecular formula is C7H9N, 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.

To a 250 mL flask, 2,6-lutidine (5 mL, 43 mmol), NBS (N-bromosuccinimide) (7.65 g, 43 mmol) and CCl4 (75 mL) were sequentially added and the mixture was heated under reflux in an oil bath.To the above reflux solution was added AIBN (azobisisobutyronitrile) (0.125g / time, once every 1h, plus 7 times), the reaction was filtered off to remove the white succinimide precipitation,The filtrate was stripped to remove the solvent to give a tan oil, which was isolated as a pink oil (5.4 g, 68%) by column chromatography using CH2Cl2 as eluent.

The chemical industry reduces the impact on the environment during synthesis 108-48-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Northwest University; Zhang Ronglan; Yang Weixing; Su Yuanyuan; Zhao Jianshe; (16 pag.)CN107312024; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

5446-92-4, 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. 5446-92-4, name is 2-Methoxy-5-nitropyridine. A new synthetic method of this compound is introduced below.

[0238] A mixture of 2-methoxy-5-nitropyridine (5.0 g,32.4 mmol) in HOAc (50 ml) was added iron powder (5 g,89.53 mmol). After the mixture was heated to 60 C. for 2 h,the mixture was filtered through celite, and the filtered cakewas washed with HOAc and then water. The filtrate wasconcentrate and the residue was neutralized with saturatedNaHC03 solution, the aqueous phase was extracted withDCM (1 00 ml), and insoluble materials were removed byfiltration. After the aqueous phase was extracted with DCM(100 mlx4), the combined organic phase was washed withbrine and concentrated to afford crude product, which waspurified by silica gel colunm chromatography (2% MeOH inDCM) to afford compound 22 (3.5 g, yield 86%) as a brownoil[0239] m/z: [M+Ht 125.2

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5446-92-4, 2-Methoxy-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Gao, Daxin; Yang, Heping; Yu, Yajun; US2014/329800; (2014); A1;,
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. 1121-60-4, name is Picolinaldehyde. A new synthetic method of this compound is introduced below., 1121-60-4

General procedure: Ce(NO3)3¡¤6H2O (0.15 mmol) was added to a mixture of the diamine 1 (0.5 mmol) and the appropriate aldehyde 2 (0.6 mmol) in DMF (3 mL). The reaction mixture was stirred at 80C. The reaction progress was monitored by TLC. After complete consumption of the starting materials, the reaction mixture was cooled to rt, water (15 mL) was added and the resulting mixture was extracted with EtOAc (3 10 mL). The combined organic phases were successively washed with water and brine, and dried over anhydrous MgSO4. After filtration, the solvent was removed under reduced pressure. The product was purified chromatographically (hexane- EtOAc, 70:30).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1121-60-4, Picolinaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Martins, Guilherme M.; Puccinelli, Thiago; Gariani, Rogerio A.; Xavier, Fernando R.; Silveira, Claudio C.; Mendes, Samuel R.; Tetrahedron Letters; vol. 58; 20; (2017); p. 1969 – 1972;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

1003-68-5, 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. 1003-68-5, name is 5-Methylpyridin-2(1H)-one. This compound has unique chemical properties. The synthetic route is as follows.

To a 25 mL round bottom flask was added 0.10 g (1 mmol, 1 quiv.) Of compound 3,0.17 g (1 mmol, 1 quiv.) Bromobenzene, 1.4 g (10 mmol, 10 equiv.) K2CO3,0.05 g (0.26 mmol, 0.25 equiv.) CuI,5 mL of DMF as solvent,Reflux stirring reaction 1h,TLC followed by reaction completion, cooling, adding 30 mL of water, 3 x 20 mL of ethyl acetate extraction, and an organic layer of anhydrous sulfuric acidSodium dry, spin dry, 300 mesh silica gel column chromatography, eluent petroleum ether: ethyl acetate = 1: 3 (v / v) to give pirfenidone,The yield was 76%.

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, 1003-68-5, 5-Methylpyridin-2(1H)-one.

Reference:
Patent; Sichuan Univeristy; Yi, Shufan; Li, Yong; Cao, Tingting; Yang, Ziyao; (17 pag.)CN106083702; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem