Category: pyridine-derivatives

Related Products of 19346-47-5, 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. 19346-47-5, name is 2-Fluoro-4-methyl-5-nitropyridine. A new synthetic method of this compound is introduced below.

Intermediate 85 tert-Butyl 4-(4-methyl-5-nitropyridin-2-yl)piperazine-1-carboxylate [0306] 2-Fluoro-4-methyl-5-nitropyridine (0.8 g, 5.12 mmol), tert-butyl piperazine-1-carboxylate (1.05 g, 5.64 mmol) and potassium carbonate (0.85 g, 6.15 mmol) were taken up in acetonitrile (15 mL) and heated at 60 C. for 1.5 h. After this time, the reaction was quenched with water (20 mL) and extracted with EtOAc (2×30 mL). The organic layers were combined and dried over sodium sulphate, then concentrated in vacuo. The crude material was purified by column chromatography (silica gel: 100-200 mesh, 1:1 EtOAc/heptane) to give the title compound (1.57 g, 97%). LCMS (ES+) 323.1 (M+H)+, RT 1.71 minutes (method 4).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,19346-47-5, 2-Fluoro-4-methyl-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Brookings, Daniel Christopher; Ford, Daniel James; Franklin, Richard Jeremy; Ghawalkar, Anant Ramrao; Kulisa, Claire Louise; Neuss, Judi Charlotte; Reuberson, James Thomas; US2014/315885; (2014); A1;,
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. 54221-96-4, name is 6-Methoxypicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 6-Methoxypicolinaldehyde

A solution of 2,6-bis(2,5-dimethyl-1H-pyrrol-1-yl)pyridine (49a, 0.730 g, 2.75mmol) in THF (12.5 mL) was treated with nBuLi (1.15 mL, 2.88 mmol) at 0 °C andstirred for 15-20 mm. To this solution was added 6-methoxypicolinaldehyde (0.343 g, 2.50 mmol). After 1 h, the reaction mixture was extracted from water with EtOAc, concentrated and used as is as the title compound (51b, 1.006 g, 2.500 mmol, contaminated with pyridin-3y1 regioisomer); To a solution of (2,6-bis(2,5-dimethyl- 1H-pyrrol- 1 -yl)pyridin-4-yl)(6-methoxypyridin-2-yl)methanol (51b, 1.006 g, 2.5 mmol) in DCM (12.5 mL) was added acetic anhydride (0.283 mL, 3.00 mmol), DMAP (0.03 1 g, 0.25 mmol) and Et3N (0.418 mL, 3.00 mmol), and the reaction mixture was allowed to stir overnight. The reaction mixture was partitioned between sat aq NaHCO3 and EtOAc. The organics were concentrated, and the residue was purified by silica gel chromatography to furnish thetitle compound (51c, 0.638 g, 1.43 mmol, contaminated with pyridin-3y1 regioisomer); To a solution of (2,6-bis(2,5-dimethyl- 1H-pyrrol- 1 -yl)pyridin-4-yl)(6- methoxypyridin-2-yl)methylacetated (51c, 0.638 g, 1.43 mmol) in THF (14.4 mL) under argon was added 1PrOH (0.166 mL, 2.15 mmol) and Sm12 (57.4 mL, 5.74 mmol), and thereaction mixture was stirred overnight. The reaction mixture was partitioned between brine and EtOAc. The organic layer was concentrated, and the residue was purified by silica gel chromatography to furnish the title compound (51d, 0.448 g, 1.159 mmol, contaminated with pyridin-3y1 regioisomer). MS(ESI) m/z 387.1 (M+H).

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, 54221-96-4, 6-Methoxypicolinaldehyde.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SHAW, Scott, A.; SMALLHEER, Joanne, M.; (108 pag.)WO2017/40451; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 94166-64-0, 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. 94166-64-0, name is 2-Chloro-6-nitropyridine, molecular formula is C5H3ClN2O2, 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: TAPEHA-Pd (0.015 g) was added to a solution of nitroarenes (1.0 mmol) in EtOH/water (1/1) (20 mL). After NaBH4 (4.0 mmol) was slowly added to the mixture, the color of the reaction mixture turned gradually black in a few minutes, resulting in the formation of palladium nanoparticles (TAPEHA-PdNPs). 42 After being stirredfor 1.5 h at room temperature and atmospheric pressure, the catalyst was removed by ltering and the fitrate was extracted with 3 30 mL of EtOAc. The combined organic layers were dried over MgSO4 and concentrated in a vacuum.

According to the analysis of related databases, 94166-64-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Genc, Hayriye; Zengin, Mustafa; Kuecuekislamo?lu, Mustafa; Imamoglu, Mustafa; Toplan, Hueseyin Oezkan; Arslan, Mustafa; Turkish Journal of Chemistry; vol. 41; 5; (2017); p. 784 – 792;,
Pyridine – Wikipedia,
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. 10177-29-4, name is 4-Chloronicotinic acid, molecular formula is C6H4ClNO2, 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. Formula: C6H4ClNO2

Example 1; 4-(4-(1H-Pyrrolo[2,3-b]pyridin-4-yloxy)-3-fluorophenylamino)-N-(2,4-difluorophenyl)nicotinamide, hydrochloride salt; A) 4-Chloro-N-(2,4-difluorophenyl)nicotinamide; To a mixture of 4-chloronicotinic acid (Lancaster Synthesis, 0.31 g, 2.0 mmol) and 2,4-difluoroaniline (Aldrich, 0.20 mL, 2.0 mmol) in anhydrous dichloromethane (5 mL) was added bromo-tris-pyrrolidino-phosphonium hexafluorophosphate (PyBroP, Novabiochem, 1.4 g, 3.0 mmol) followed by diisopropylethylamine (1.1 mL, 6.4 mmol). Anhydrous DMF (2 mL) was added to the mixture and the reaction stirred at ambient temperature. After 255 hours, the reaction mixture was partitioned between chloroform and 10% LiCl (aq). The organic layer was washed three times with 10% LiCl (aq), dried over anhydrous MgSO4, then concentrated in vacuo. Purification of the residue by flash column chromatography (SiO2, eluting with 1:1 hexane/EtOAc) afforded the desired compound (0.23 g, 42%). 1H NMR (DMSO-d6) delta 10.58 (s, 1H), 8.78 (s, 1H), 8.66 (d, 1H, J=5.4 Hz), 7.82-7.88 (m, 1H), 7.71 (d, 1H, J=5.4 Hz), 7.37-7.43 (m, 1H), 7.14-7.19 (m, 1H); MS(ESI+) m/z 269 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 10177-29-4.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/78140; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 97483-77-7, 5-Bromopicolinonitrile, 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, 97483-77-7, blongs to pyridine-derivatives compound. Recommanded Product: 5-Bromopicolinonitrile

To a stirred solution of 5-bromopicolinonitrile (10 g) in dry THE (150 mL) was added methylmagnesium bromide (20 mL, 3 M in THE) at -20C. After addition, the mixturewas allowed to warm to RT with stirring for 30 minutes. The reaction mixture was then treated with MeOH (200 mL) and NaBH4 (4 g). The reaction was stirred at RT for 15 hours and then poured into a solution of NaOH in water (200 mL, 1 M). The organic solvent was removed under reduced pressure and the aqueous phase was extracted with EA (100 mL x 3). The combined organic phase was washed with brine (50 mL) and dried over Na2SO4. After filtration, the solvent was removed under reduced pressure and the residue was purified by column chromatography on silica gel eluting with DCM/MeOH = 99:1 to provide the subtitle compound. MS ESI: mlz = 201 [M+H].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,97483-77-7, its application will become more common.

Reference:
Patent; SANOFI; SCHWINK, Lothar; BUNING, Christian; GLOMBIK, Heiner; GOSSEL, Matthias; KADEREIT, Dieter; HALLAND, Nis; LOHMANN, Matthias; POeVERLEIN, Christoph; RITTER, Kurt; WO2015/150564; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19798-77-7, 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. 19798-77-7, name is 4-Amino-3-chloropyridine, molecular formula is C5H5ClN2, 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.

In the second step, the first step product 2- (1-pentyl-1H-indol-3-yl) acetic acid was added to dichloromethane (20 mL)EDCI (1.27 g) was added at room temperature,Stirring dissolved;3-Chloro-4-aminopyridine (0.9 g) was added,DMAP (0.15 g),The reaction was stirred at room temperature for 3 h.(10 mL) was stirred for 10 min, and the organic phase was added with saturated brine (10 mL) for 10 min.The organic phase was separated by column chromatography and eluted with ethyl acetate-petroleum ether (1: 3) to give a pale yellow gum N- (3-chloropyridin-4-yl) -2- (1-pentyl-1H-indol-3-yl) acetamide (1.3 g).

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 19798-77-7, 4-Amino-3-chloropyridine.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Shi Jiangong; Guo Ying; Xu Chengbo; Chen Qing; Chen Minghua; Ba Mingyu; Zhu Chenggen; Tang Ke; Jiang Jiandong; Guo Jiamei; Guo Qinglan; Lin Sheng; Yang Yongchun; (44 pag.)CN107151223; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 4214-76-0, Adding some certain compound to certain chemical reactions, such as: 4214-76-0, name is 2-Amino-5-nitropyridine,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 4214-76-0.

General procedure: Under an Ar atmosphere, N-chlorosuccinimide (0.53 g,3.95 mmol) was added to a solution of compound 1 (0.50 g,3.59 mmol) in anhydrous toluene (7.18 mL). The resulting reactionmixture was stirred at 80 C for 1 h. The reaction mixture wascooled to room temperature and 15 mL of H2O was added to thismixture. It was then extracted with EtOAc, washed with sat.NaHCO3 solution, brine, concentrated under vacuum, and purifiedby column chromatography (KANTO 60 N, Hex/EtOAc = 80/20 to60/40) to give a yellow solid 2a (0.40 g, 2.30 mmol, 64percent).

According to the analysis of related databases, 4214-76-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Lei; Taniguchi, Yosuke; Okamura, Hidenori; Sasaki, Shigeki; Bioorganic and Medicinal Chemistry; vol. 25; 14; (2017); p. 3853 – 3860;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 58481-11-1, Methyl 2-chloroisonicotinate, 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

Methyl 2-chloroisonicotinate (4.5 g, 26.23 mmol), 4-fluorophenylboronic acid (4.51 g, 32.26 mmol), potassium carbonate (2.247 g, 16.26 mmol) and PdCl2 (dppf) (0.380 g, 0.52 mmol) were mixed in methanol (30 mL) in two 20 mL microwave vials. The vials were capped and heated at 100° C. for 10 min in a single node microwave reactor. The solids were removed by filtration and the filtrate evaporated to yield a dark red slurry. To the residue was added HCl (1.25 M in methanol, 100 mL). The mixture was stirred at 45° C. for 4 h, then concentrated. Satd NaHCO3 (100 mL) was added under ice cooling and extracted with DCM (3.x.100 mL) The combined organic phases were washed with brine, passed through a phase separator and evaporated to yield a brown solid. The crude was dissolved in MTBE (180 mL) and some solids were filtered off. Cooled with ice-water, hydrogen chloride (4 M in dioxane, 10 mL, 40 mmol) was added dropwise during stirring and a suspension was formed. The suspension was stirred at 0° C. for 10 min. The solid was collected by filtration and washed with MTBE to yield methyl 2-(4-fluorophenyl)isonicotinate hydrochloride (6.4 g, 91percent) as a beige solid. 1H NMR (400 MHz, cd3od) d 4.07 (s, 3H), 7.37-7.51 (m, 2H), 8.02-8.13 (m, 2H), 8.37 (dd, 1H), 8.71 (d, 1H), 8.97 (dd, 1H). MS m/z 232 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58481-11-1, Methyl 2-chloroisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; US2010/261755; (2010); A1;,
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. 84476-99-3, name is 2,5-Difluoropyridine, the common compound, a new synthetic route is introduced below. Quality Control of 2,5-Difluoropyridine

To a vial charged with 2,5-difluoropyridine (127 mg, 1.1 mmol) was added a 25% solution of sodium methoxide in methanol (2 mL). Upon completion of addition, the reaction mixture was heated at 135 0C under microwave conditions for 15 min. At the conclusion of this period, the reaction mixture was diluted with brine (5 mL) and extracted with EtOAc (3 x 5 mL). The combined extracts were dried over Na2SO4 and filtered. The volatiles were removed under reduced pressure to provide a residue. The residue was subjected to chromatography on silica gel eluting with 0 to 60% EtOAc/hexanes to provide Intermediate 23 as a yellow oil (139 mg, 91%). 1H NMR (400 MHz, CDCl3) delta ppm 3.80 (s, 6 H), 6.87 (t, J-2.20 Hz, 1 H), 7.78 (d, J=2.20 Hz, 2 H).

The synthetic route of 84476-99-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/30582; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 130284-53-6, 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. 130284-53-6, name is 5-Bromo-6-chloropyridin-3-amine, molecular formula is C5H4BrClN2, 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 the solution of 5-bromo-6-chloro-3-pyridinamine (0. 200g, 0.97 mmol) in 5 ml CH2CI2was added 3-phenylpropanal (0. 195 g, 1. 45mmol) followed by Na (OAc) 3BH (0. 411g, 1.94 mmol). The reaction mixture was stirred at room temperature for 1 h. The solution was quenched with water (5 mi) and product was extracted with CH2CI2 (5 mix3). The organic layer was dried over Na2SO4, concentrated. The compound was purified by flash column chromatography to give 0. 136g product (yield 50%).

According to the analysis of related databases, 130284-53-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/85227; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem