Pyridine-derivatives

Electric Literature of 153034-94-7 , The common heterocyclic compound, 153034-94-7, name is 2-Fluoro-4-iodo-5-picoline, molecular formula is C6H5FIN, 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: ethyl 4-(2-chlorophenyl)-1-(2-fluoro-5-methylpyridin-4-yl)-1H-pyrrole-3-carboxylate To a slurry of copper(I) iodide (0.14 g, 0.73 mmol) and potassium carbonate (3.03 g, 21.9 mmol) in 1,4-dioxane (15 mL) were added 2-fluoro-4-iodo-5-methylpyridine (5.03 g, 21.2 mmol), ethyl 4-(2-chlorophenyl)-1H-pyrrole-3-carboxylate (0.95 g, 3.8 mmol), and trans-N,N’-dimethylcyclohexane-1,2-diamine (0.23 mL, 1.46 mmol). The reaction mixture was allowed to stir in a sealed vial for 48 h at 105 C. and then allowed to cool to rt. The mixture was diluted with EtOAc and washed with brine. The organic solutions were combined, concentrated, and purified by column chromatography to give ethyl 4-(2-chlorophenyl)-1-(2-fluoro-5-methylpyridin-4-yl)-1H-pyrrole-3-carboxylate (1.2 g, 88%). LCMS (FA): m/z=359.3 (M+H).

The synthetic route of 153034-94-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; Chau, Ryan W.; Cullis, Courtney A.; Duffey, Matthew O.; Gipson, Krista E.; Hu, Yongbo; Li, Gang; Sintchak, Michael D.; Vos, Tricia J.; US2013/165464; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 108-99-6, 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. 108-99-6, name is 3-Methylpyridine, molecular formula is C6H7N, 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: Catalyst (0.03 mmol), H2O (3 ml), substrate (4 mmol), and H2O2 (20 mmol, 30% aq.) were charged in the reaction flask, which was first bathed in cold water (about 283 K). The mixture was then stirred at room temperature for 16-24 h. The reaction was detected by thin-layer chromatography (TLC). After the reaction, the system was concentrated by evaporation, and the catalyst precipitated from the mixture after the addition of anhydrous ethyl alcohol. The recovered catalyst, obtained by filtration, was washed with anhydrous ethyl alcohol and diethyl ether and then used for the next oxidation after drying. The filtrate was extracted with dichloromethane. The combined organic layers were dried over anhydrous Na2SO4, and the pure products were obtained by evaporation or column chromatography. The products were analyzed by 1H NMR and 13C NMR.

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 108-99-6, 3-Methylpyridine.

Reference:
Article; Zhao, Wei; Wang, Xing; Yang, Chunxia; Synthetic Communications; vol. 44; 1; (2014); p. 150 – 160;,
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Pyridine | C5H5N – PubChem

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. 959616-64-9, name is Methyl 2-chloro-5-fluoro-6-methoxynicotinate, molecular formula is C8H7ClFNO3, 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. name: Methyl 2-chloro-5-fluoro-6-methoxynicotinate

A mixture of methyl 2-chloro-5-fluoro-6-methoxy-pyridine-3-carboxylate (200 mg, 0.911 mmol), 4-fluoro-2-methoxyphenol (114 pL, 1.00 mmol) and cesium carbonate (742 mg, 2.28 mmol) in MeCN (8 mL) was stirred at 80 C for 3 h, then allowed to cool to room temperature with stirring. Water (30 mL) and methanol (5 mL) were added and the resulting mixture was sonicated briefly then stirred for 4 h. The precipitate was collected by filtration, washed with water and dried under vacuum to give methyl 5-fluoro-2-(4-fluoro-2-methoxy-phenoxy)-6-methoxy- pyridine-3-carboxylate (237 mg, 0.727 mmol, 79.9% yield) as a beige solid. MS, ES+m/z 326.0 [M+H]+. -NMR (400 MHz, DMSO-rie) d 8.12 (d, J=l0.11 Hz, 1 H), 7.18 (dd, J=8.72, 5.94 Hz, 1 H), 7.09 (dd, J=l0.74, 2.91 Hz, 1 H), 6.81 (td, J=8.46, 2.78 Hz, 1 H), 3.83 (s, 3 H), 3.72 (s, 3 H), 3.57 (s, 3 H).

With the rapid development of chemical substances, we look forward to future research findings about 959616-64-9.

Reference:
Patent; LIEBER INSTITUTE, INC.; HUANG, Yifang; POSLUSNEY, Michael; ERNST, Glen; BARROW, James; (0 pag.)WO2020/14246; (2020); A1;,
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Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 69008-70-4, N,N-Dipropylpyridin-4-amine, 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, SDS of cas: 69008-70-4, blongs to pyridine-derivatives compound. SDS of cas: 69008-70-4

To a solution of 4-dipropylaminopyridine (1.16 g, 6.50 mmol) in benzonitrile (2.0 mL) was added 1-iodoadamantane (2.04 g, 7.80 mmol).Was added and stirred at 145 C. for 60 hours. After cooling to room temperature,The reaction solution was purified by silica column chromatography (chloroform / methanol),Brown solid 1- (1-adamantyl) -4-dipropylaminopyridinium iodide(0.717 g, yield 25%) was obtained.

The synthetic route of 69008-70-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ???????????????; ???????; Araki Keisuke; Nakamura Maki Tsukasa; Yoshioka Masato; Naranoki Yuusuke; (35 pag.)JP2019/210213; (2019); A;,
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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. 13534-89-9, name is 2,3-Dibromopyridine, the common compound, a new synthetic route is introduced below. Quality Control of 2,3-Dibromopyridine

General procedure: A mixture of MeCN and MeOH (2:1, 15 ml) wasadded to a mixture of 2,3-dibromopyridine (1) (474 mg,2.0 mmol), arylboronic acid (2.1 mmol), K2CO3 (560 mg,4.0 mmol), PPh3 (52 mg, 10 mol %) and Pd(OAc)2 (23 mg,5 mol %) in a screw-cap vial. Reaction mixture was flushedwith argon, sealed, and stirred at 50C for 24 h in an oilbath. Then the reaction mixture was cooled to room temperature and filtered through Celite. Filtrate was concentratedunder reduced pressure, the residue was dissolved in CH2Cl2(20 ml), washed with water (3×10 ml) and dried overNa2SO4. Solvent was evaporated under reduced pressure,and the residue was purified by column chromatography on silica (hexane-EtOAc, 30:1) to provide pure pyridines 2a-j. 3-Bromo-2-phenylpyridine (2a).53 Yield 387 mg(83%), colorless oil.

The synthetic route of 13534-89-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shestakov, Aleksandr N.; Pankova, Alena S.; Kuznetsov, Mikhail A.; Chemistry of Heterocyclic Compounds; vol. 53; 10; (2017); p. 1103 – 1113; Khim. Geterotsikl. Soedin.; vol. 53; 10; (2017); p. 1103 – 1113,11;,
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Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 55676-21-6, 1-(2-Chloropyridin-3-yl)ethanone, 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, 55676-21-6, blongs to pyridine-derivatives compound. Product Details of 55676-21-6

KOH (0.5 N MeOH, 6.0 mL, 3.0 mmol) was added to a solution of the compound 6 (467 mg, 3.0 mmol) prepared in Example 1 and 2-methoxybenzaldehyde (408 mg, 3.0 mmol) in THF The reaction was stopped by adding 0.5 N HCl (6 mL) to the mixed light yellow solution at 0 ° C and mixing at 0 ° C to room temperature for 3 hours. After evaporation of the solvent from this solution, the mixture was taken up in saturated NaHCO3 solution (30 mL) and extracted three times with dichloromethane (20 mL). The concentrated residue was purified by silica gel column chromatography using 30percent EtOAc / n-hexane as the extraction solvent to give compound 7l (673 mg, 82percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55676-21-6, its application will become more common.

Reference:
Patent; Duksung Women’s University Industry-Academic Cooperation Foundation; Jae, In Lee; (15 pag.)KR101766414; (2017); B1;,
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. 16063-70-0, name is 2,3,5-Trichloropyridine, the common compound, a new synthetic route is introduced below. Formula: C5H2Cl3N

To a solution of tert- butyl N-(2-amino-5-fluoro-phenyl)-N-methyl-carbamate (80 g, 333 mmol, compound A 1.4) and 2,3,5 -trichloropyridine (66.8 g, 366 mmol, CAS: 16063-70-0) in dioxane (2 L) were added cesium carbonate (217 g, 666 mmol), palladium(II) acetate (3.74 g, 16.7 mmol), and BINAP ( 20.7 g, 33.3 mmol, CAS: 98327-87-8). The reaction mixture was stirred at 120 C for 16 h under nitrogen atmosphere. After the reaction mixture was cooled back to room temperature, it was diluted with EtOAc (800 mL). The precipitate was removed by filtration and the filtrate was concentrated in vacuo, and the crude product was purified by silica gel flash chromatography (0.2% to 5% EtOAc in petroleum ether) to give intermediate fe/7-butyl N-[2-[(3,5-dichloro-2-pyridyl)amino]-5-fluoro-phenyl]-N-methyl-carbamate (75 g, 58% yield) as a white solid. MS (ESI): 390.1 ([{37C1}M+H]+), 388.1 ([{37C1+35C1 }M+H]+), 386.1 (0192) ([{35C1}M+H]+).

The synthetic route of 16063-70-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; SHEN, Hong; TAN, Xuefei; ZHOU, Chengang; ZHOU, Mingwei; HU, Yimin; SHI, Houguang; DEY, Fabian; LIU, Yongqiang; DING, Xiao; (86 pag.)WO2020/104436; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 84249-14-9, Adding some certain compound to certain chemical reactions, such as: 84249-14-9, name is 2-Amino-4-bromopyridine,molecular formula is C5H5BrN2, 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 84249-14-9.

Compound 2 (400 mg, 2.31 mmol), trimethylsilylacetylene (0.38 ml, 2.77 mmol), cesium carbonate (39.1 mg, 0.12 mmol), 4,5- bis (diphenylphosphino) -9,9-dimethylxanthene (69.4 mg , 0.12 mmol) and was dissolved bis (benzonitrile) palladium (II) dichloride (46.0 mg, a 0.12 mmol) in DMF (5 ml). Further added triethylamine (2 ml) to this was stirred for 2 hours at 50 in an oil bath. After completion of the reaction, THF and (3 ml) and tetrabutylammonium fluoride (2.77 ml) was added and the solvent was concentrated under reduced pressure, and allowed to react for 30 minutes at room temperature. The solvent was evaporated, adsorbed resulting residue was applied to a silica gel column,Methanol – was eluted with a mixed solvent of chloroform (1:50) to give Compound 5a (90.1 mg, 33%).

According to the analysis of related databases, 84249-14-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NIHON UNIVERSITY; SUZUKI, AZUSA; YOKOYAMA, SHOTA; SAITO, YOSHIO; (22 pag.)JP2015/221769; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 775288-71-6 ,Some common heterocyclic compound, 775288-71-6, molecular formula is C9H12N4O2, 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.

A mixture of 54 (305 mg , 0.96 mmol), 69 (200 mg, 0.96 mmol) and benzotriazole-l -yl- oxy-tris-(dimethylamino)- phosphonium hexafluorophosphate reagent (637 mg, 1.44 mmol) in anhydrous DMSO (10 mL) was added DIPEA (0.67 mL, 3.84 mmol). The reaction mixture was stirred at room temperature for 12 h. The progress of the reaction mass was monitored by LCMS. The reaction mixture diluted with water (100 rriL) and the resulting mixture was extracted with ethyl acetate (2 x 100 mL). The organic layer was washed with brine (100ml), dried (Na2S04), filtered, and evaporated under vacuum. The crude product was purified by column chromatography to give 40 mg of the desired product. LC-MS: m/z calcd for C23H21N7O5S, 507.52, found: 508.0 (M+H)+. *H NMR (500 MHz, DMSO-d6): deltaEta 3.55 (2H, s, NCH2CH2N), 3.7 (2H, s, NCH2CH2N), 3.75 (2H, s, NCH2CH2N), 3.8 (5H, s, NCH2CH2N & ArOCH3), 6.74 (1H, s, SCHCH), 6.98 (2H, d, J = 10 Hz, ArCH), 7.4 (2H, d, J = 10 Hz, ArCH), 7.5 (1H, d, J = 10 Hz, ArCH), 7.56 (2H, s, NH2), 8.18 (1H, d, J = 10 Hz, ArCH) and 8.26 (1H, d, J = 5 Hz, ArCH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,775288-71-6, its application will become more common.

Reference:
Patent; GE HEALTHCARE LIMITED; MEDI-PHYSICS, INC.; JONES, Clare; GLASER, Matthias Eberhard; WYNN, Duncan; NAIRNE, James; MOKKAPATI, Umamaheshwar P.; NEWINGTON, Ian, Martin; RANGASWAMY, Chitralekha; JOSE, Jinto; JOHANSSON, Saga; WO2013/90497; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 100-48-1, name is Isonicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 100-48-1

Example 4: Accumulating reaction of the 2-hydroxy-4-substituted pyridine using a resting bacterial cell of each bacteria As in Example 1, the Delftia species YGK-A649 (FERM BP-10389), Delftia species YGK-C217 (FERM BP-10388), or Acidovorax species YGK-A854 (FERM BP-10387) was cultured, and then each bacteria in 10 mL of the culture was collected by centrifugation to obtain the resting bacterial cells. Then each resting bacterial cells were added to 2 mL of a 0.1 M boric acid-sodium hydrate buffer (adjusted to pH7.0) containing 4-substituted pyridine described in Table 3 (0.5 w/v%) respectively, and were suspended. Then each suspension was charged to a reaction vessel (15 mL volume) and a reaction was carried out at 27C, pH7.0, while shaking. After the reaction for 44 hours, each 2-hydroxy-4-substituted pyridine was measured. The results are shown in Table 3.

With the rapid development of chemical substances, we look forward to future research findings about 100-48-1.

Reference:
Patent; YUKI GOSEI KOGYO CO., LTD.; EP1801102; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem