Category: pyridine-derivatives

Related Products of 24059-83-4, Adding some certain compound to certain chemical reactions, such as: 24059-83-4, name is Methyl 3-methoxypyridine-2-carboxylate,molecular formula is C8H9NO3, 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 24059-83-4.

The reaction mixture of compound 5 (261 mg, 1.56 mmol), NaOH (281 mg, 7.03 mmol) in MeOH (9 mL) and water (6 mL) was stirred at rt for 1.5 h. The solvent was removed under reduced pressure and the residue was diluted with water. The solution was extracted with EtOAc (5 times). The organic phases were combined and evaporated under vacuum to give 6 as a light yellow solid. 1H NMR (300 MHz, CD3OD) delta 8.18 (s, 1H), 7.78 (d, J = 8.3 Hz, 1H), 7.67 (s, 1H), 3.96 (s, 3H).

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. 24059-83-4, Methyl 3-methoxypyridine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Feng-Hua; Debnath, Bikash; Xu, Zhong-Liang; Yang, Liu-Meng; Song, Li-Rui; Zheng, Yong-Tang; Neamati, Nouri; Long, Ya-Qiu; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 1051 – 1063;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 185017-72-5, 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.185017-72-5, name is 3-Bromo-2-chloro-6-picoline, molecular formula is C6H5BrClN, molecular weight is 206.4676, as common compound, the synthetic route is as follows.

Example 52; (RS)-1-Benzenesulfonyl-4-[4-(3-bromo-6-methyl-pyridin-2-yl)-piperazine-1-carbonyl]-3-cyclohexyl-imidazolidin-2-oneStep 1: A solution of 3-bromo-2-chloro-6-picoline (0.2 g), piperazine (0.083 g) and triethylamine (0.096 g) in acetonitrile (5 ml) was heated in the microwave apparatus: 30 min at 120 C. followed by 60 min at 150 C. and 30 min at 170 C. The mixture was concentrated and the product was purified by chromatography (SiO2, CH2Cl2=>CH2Cl2/CH3OH 4:1) to give 1-(3-bromo-6-methyl-pyridin-2-yl)-piperazine (0.05 g) as a light yellow solid.

Statistics shows that 185017-72-5 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-2-chloro-6-picoline.

Reference:
Patent; Dehmlow, Henrietta; Kuhn, Bernd; Sander, Ulrike Obst; Roever, Stephan; Schulz-Gasch, Tanja; Wright, Matthew; US2008/242677; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 887707-23-5, 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. 887707-23-5, name is 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below.

(0614) A mixture of Compound 37C (0.537 g), 5-iodo-3-(trifluoromethyl)pyridin-2-ol (1.156 g), and triphenylphosphine (1.574 g) in tetrahydrofuran (20 ml) was cooled to 0 C. To this solution was added (E)-di-tert-butyl diazene-1,2-dicarboxylate (0.921 g). The reaction mixture was stirred overnight. The solvent was removed, and the residue was purified with column flash chromatography on silica gel eluting with 4:1 hexanes/ethyl acetate to give the desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,887707-23-5, 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; AbbVie Inc.; Catron, Nathaniel; Lindley, David; Miller, Jonathan M.; Schmitt, Eric A.; Tong, Ping; US10213433; (2019); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1461602-59-4, 3-(Methylamino)isonicotinic Acid, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Example 20. Synthesis of Compound 127 Methyl 3-(methylamino)pyridine-4-carboxylate To a stirred solution of 3-(methylamino)pyridine-4-carboxylic acid (11 g, 72.296 mmol, 1 equiv.) in MeOH (500 mL, 12349.455 mmol, 170.82 equiv.) was added SOCl2 (43.01 g, 361.478 mmol, 5 equiv.) dropwise at 0 C. The resulting mixture was stirred for 30 hours at 70 C. The reaction was monitored by LCMS. The mixture was allowed to cool down to room temperature. The resulting mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate (50 mL). The mixture basified to pH 8 with saturated NaHCO3 (aq.). The resulting mixture was extracted with EtOAc (2*20 mL). The combined organic layers were washed with brine (1*30 mL), dried over anhydrous Na2SO4. After filtration, the filtrate was concentrated under reduced pressure to afford methyl 3-(methylamino)pyridine-4-carboxylate (9 g, crude) as a yellow solid.

The synthetic route of 1461602-59-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Goldfinch Bio, Inc.; Ledeboer, Mark W.; Daniels, Matthew H.; Yu, Maolin; Harmange, Jean-Christophe P.; US2020/102301; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 33252-28-7, Adding some certain compound to certain chemical reactions, such as: 33252-28-7, name is 6-Chloronicotinonitrile,molecular formula is C6H3ClN2, 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 33252-28-7.

General procedure: To a 0.5 M solution of 2-chloro-5-cyanopyridine (10 mmol) in isopropyl alcohol hydrazine hydrate (50 mmol) was added in portions over 1 hour. The reaction mixture was heated at reflux for 24 hours, cooled down to ambient temperature and the resulting precipitate of 5-cyano-2-hydrazinopyridine was separated by filtration, washed with isopropyl alcohol and air-dried. Without further purification, it was dissolved in the respective aliphatic carboxylic acid (0.5M) and heated at reflux for 48 hours. Upon cooling to room temperature, the volatiles were removed in vacuo and the residue was triturated with 1M aqueous sodium bicarbonate. The precipitate thus formed was filtered off, washed with water and air dried. The resulting 1,2,4-triazolo[4,3-a]pyridine 9 was dissolved in 7M methanolic ammonia (0.25 M with respect to 9) and was hydrogenated over Raney Nickel catalyst (0.5 equiv.) at 100 atm and 60 C over 48 hours. Once it reached room temperature, the mixture was filtered through a short plug of silica gel and concentrated in vacuo. Chromatography on silica gel using 05% MeOH in CH2Cl2 afforded analytically pure compounds 8a-e.

According to the analysis of related databases, 33252-28-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mishchuk, Alexander; Shtil, Natalia; Poberezhnyk, Mykola; Nazarenko, Konstiantyn; Savchenko, Timur; Tolmachev, Andrey; Krasavin, Mikhail; Tetrahedron Letters; vol. 57; 9; (2016); p. 1056 – 1059;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 83766-88-5, 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 83766-88-5 as follows.

A 5-mL reactionvial was equipped with a stir bar, a rubber septum, and an argon inlet needle.The vial was charged with t-butoxypyridine(3) (1.2 mmol) and dry PhCH3(1 mL), and was allowed to stir at 0 C. MeOTf (1.2 mmol) was added dropwise tothe reaction mixture over 5 min. Upon complete addition, the reaction wasallowed to stir for 1h. The alcohol (1 mmol) dissolved in dry PhCH3or dry DCM (1 mL) depending upon the solubility of the alcohol, was added over30 seconds to the reaction mixture. The ice bath was removed and the reactionmixture was allowed to stir at room temperature (~ 23 C) for 1.5h. When thereaction was complete by TLC, the mixture was diluted in Et2O or DCMdepending upon the solubility of the product. Et2O was preferredbecause the hydroxypyridine/pyridone byproduct (5) was less soluble in this solvent than DCM. The diluted reactionmixture was washed with water (10 mL), then brine (10 mL). The organic fractionwas dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo to isolate the crude productmixture. The crude mixture was purified by flash chromatography to yield thepure t-butyl ether.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,83766-88-5, its application will become more common.

Reference:
Article; Salvati, Anna E.; Hubley, Christian T.; Albiniak, Philip A.; Tetrahedron Letters; vol. 55; 51; (2014); p. 7133 – 7135;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1214328-96-7, 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 1214328-96-7, name is Methyl 3-bromo-6-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows.

[01474] Step 2: Synthesis of methyl 3-bromo-4,6-dichloropyridine-2-carboxylate[01475] 0 a stjrre(j so]u ion of methyl 3-bromo-6-chloropyridine-2-carboxylate ( 1 .92 g, 7.67 mmol) in TFA ( 1 8ml) was added hydrogen peroxide (30% w/w aqueous solution, 5.22 ml, 53.7 mmol) and the reaction mixture was heated at 60C for 21 h. The reaction mixture was then cooled and slowly poured onto saturated 2C03 solution ( 100ml), followed by extraction of the aqueous layer with EtOAc (3x 100ml), washing of the combined organic phases with brine (2x50ml), drying (Na2S04) and evaporation. The desired 3-bromo-6-chloro-2- (methoxycarbonyl)pyridin- l -ium- l -olate (2.6 l g, -75% purity) was used crude in the next stage of the synthesis without any further purification. To the crude 3-bromo-6-chloro-2- (methoxycarbonyl)pyridin-l -ium- l – olate (-75% purity, 2.61 g, 7.35 mmol) was added POCl3 (3.42 ml, 36.7 mmol) and the solution was heated to 100C for 4h. After cooling the POCI3 was remove in vacuo to give a white solid which was columned over silica eluting with 0% to 10%) of EtOAc in heptane to afford the title compound as a pale yellow powder (1 .07 g, 49% over two steps). LC-MS 99%, 2.02 min (3.5 minute LC-MS method), m/z= 283.7/285.7/287.7, NMR (500 MHz, Chloroform-d) delta ppm 7.56 (s, 1 H) 4.00 (s, 3 H).

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 1214328-96-7, Methyl 3-bromo-6-chloropicolinate.

Reference:
Patent; EPIZYME, INC.; EISAI CO., LTD.; KUNTZ, Kevin, Wayne; CHESWORTH, Richard; DUNCAN, Kenneth, William; KEILHACK, Heike; WARHOLIC, Natalie; KLAUS, Christine; ZHENG, Wanjun; WO2012/142513; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 443956-08-9 ,Some common heterocyclic compound, 443956-08-9, molecular formula is C5H3BrN2O3, 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.

Under an atmosphere of nitrogen, zinc powder (1.5 g,22.9 mmol) and NH4Cl (1.5 g, 22.9 mmol) were added to the solutionof 2-nitropyridin-3-ol (17) (1 g, 4.6 mmol) in C2H5OH (20 mL).The reaction was heated to 50 C and stirred for 16 h. The crudereaction mixture was filtered and purified by flash column chromatography(PE:EA 5:1) to provide the title compound 6-bromo-2-nitropyridin-3-ol (18) (524 mg, 60%). 1H NMR (400 MHz, DMSO)d 9.70 (s, 1H), 6.74 (d, J 7.8 Hz, 1H), 6.49 (d, J 7.8 Hz, 1H), 5.91 (s,1H); MS (M H): m/z 188.99.

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. 443956-08-9, 6-Bromo-2-nitropyridin-3-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Shuxia; Fang, Yu; Wang, Huan; Gao, Hang; Jiang, Guohua; Liu, Jianping; Xue, Qianqian; Qi, Yueheng; Cao, Mengying; Qiang, Bingchao; Zhang, Huabei; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 255 – 266;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1211523-71-5 , The common heterocyclic compound, 1211523-71-5, name is 2-(2-Bromopyridin-3-yl)acetonitrile, molecular formula is C7H5BrN2, 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: General procedure for indole synthesis by Cu-catalyzed amidation reaction. A dried re-sealable vialwith a Teflon stir bar was charged with amide (3.0 equiv, 1.5 mmol), CuI (5 mol%, 0.025 mmol), K3PO4(2.0 equiv, 1.0 mmol). The vial was sealed with a rubber septum and evacuated and refilled with argonthree times through a syringe needle. Under an argon atmosphere, toluene (0.5 mL),trans-1,2-diaminocyclohexane (20 mol%, 0.1 mmol) and aryl halide (0.50 mmol) were each added viasyringe. The rubber septum was then removed and quickly replaced with a Teflon screw cap and thereaction mixture was stirred at 110 C for 24 h. The resulting suspension was allowed to reach roomtemperature and filtered through a pad of silica gel eluting with AcOEt (10 mL). The filtrate wasconcentrated and the residue was purified by flash chromatography to afford a pure product.

The synthetic route of 1211523-71-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Abe, Masahiro; Denneval, Charline; Nozawa-Kumada, Kanako; Kondo, Yoshinori; Heterocycles; vol. 92; 5; (2016); p. 900 – 909;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 75358-90-6, 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. 75358-90-6, name is Ethyl 2-cyanonicotinate. A new synthetic method of this compound is introduced below.

Et3N (10 ml) was added to a solution of ethyl 2-cyanonicotinate (1.9 g, 10.78 mmol) in 20 ml of pyridine. Hydrogen sulfide was passed through the reaction mixture at 5 C. for 20 minutes, then the mixture was stirred for 1 hour at room temperature. For work up the solution was purged with nitrogen for 30 minutes, evaporated to dryness, and the remaining solid dissolved in 200 ml of dichloromethane. The organic layer was washed successively with water and brine, dried, evaporated and treated with ethylacetate to give 2.15 g of a red oil which was reacted without further purification.ESI-MS [M+H]+: 211.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,75358-90-6, Ethyl 2-cyanonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Kling, Andreas; Mack, Helmul; Junios, Kaija; Mceller, Achim; Hombarger, Wllirled; Hulchins, Charles W.; US2010/216844; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem