Category: pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 271-29-4, 1H-Pyrrolo[2,3-c]pyridine, 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, 271-29-4, blongs to pyridine-derivatives compound. Product Details of 271-29-4

N-Iodosuccinimide (1.05 g, 4.66 mmol, 1.1 eq) was added to a solution of 6-azaindole (0.50 g, 4.24 mmol, 1.0 eq) in acetonitrile (25 mL). The reaction was stirred at room temperature for 1.5 hours before concentrating to remove the solvent. The residue was partitioned between EtOAc (100 mL) and Na2S2O3 (100 mL). The organics were washed with NaHCO3 (80 mL) and brine (80 mL), dried (Na2SO4) and concentrated under reduced pressure. MPLC (silica, 013% MeOH [2M NH3]-CH2Cl2) yielded 3-iodo-6-azaindole as a pink solid. To a solution of 3-iodo-6-azaindole (0.471 g, 1.93 mmol, 1.0 eq) in dimethylformamide (15 mL) at 0C was added sodium hydride (0.93 g of a 60% suspension in oil, 2.32 mmol, 1.2 eq). The reaction was stirred at 0C for 30 minutes and benzenesulfonyl chloride (0.30 mL, 2.32 mmol, 1.2 eq) added. The reaction was stirred between 0C and room temperature for 3 hours. The reaction was partitioned between EtOAc (80 mL) and NaHCO3-water (1:1, 80 mL). The organics were washed with brine (80 mL), water (80 mL) and brine (80 mL), dried (Na2SO4) and concentrated under reduced pressure. MPLC (silica, 4080% EtOAc-hexane) yielded 3-iodo-1-benzenesulfonyl-6-azaindole as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,271-29-4, its application will become more common.

Reference:
Article; Shaw, Simon J.; Goff, Dane A.; Lin, Nan; Singh, Rajinder; Li, Wei; McLaughlin, John; Baltgalvis, Kristen A.; Payan, Donald G.; Kinsella, Todd M.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 11; (2017); p. 2617 – 2621;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19346-44-2, 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 19346-44-2, name is 2-Fluoro-3-nitro-5-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

3-Amino-2-fluoro-5-methylpyridine was prepared analogously from 2-fluoro-5-methyl-3-nitropyridine. This compound was obtained in 89 percent yield as white solid melting at 27-28.5 C. Elemental Analysis C6 H7 FN2 Calc.: %C, 57.1; %H, 5.59; %N, 22.2 Found: %C, 56.9, %H, 5.65; %N, 22.6 1 H NMR CDCl3: 7.2 (d, 1H); 6.8 (d, 1H); 3.7 (br, 2H); 2.1 (s, 3H); 13 C NMR CDCl3: 151.8 (d, J=229); 134.5 (d, J=12.6); 132.2 (d, J=3.9); 129.9 (d, J=28.7); 125.8 (d, J=5.3), 17.8.

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 19346-44-2, 2-Fluoro-3-nitro-5-methylpyridine.

Reference:
Patent; DowElanco; US5614469; (1997); A;,
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. 717843-51-1, name is 3-Bromo-2-methoxy-4-methylpyridine. A new synthetic method of this compound is introduced below., Product Details of 717843-51-1

Synthesis of intermediate V-d: 2-Methoxy-4-methyl-3-(4,4,5,5-tetramethyl-[l,3,2] dioxaborolan-2-yl)-pyridineA dry sealed tube under argon was charged with 3-bromo-2-methoxy-4-methylpyridine V-c (813 mg, 4.02 mmol), bis(pinacolato)diboron (1.12 g, 4.41 mmol), PdCl2(dppf :DCM (146 mg, 0.20 mmol), OAc (1.18 g, 12.0 mmol) and dry DMF (10 mL). After 1.5h at 100C, the mixture was cooled to room temperature and a further portion of catalyst (75 mg, 0.092 mmol) was added. The tube was sealed and the mixture stirred at 100C overnight. The mixture was cooled, the solvent evaporated and the mixture taken up in DCM before washing with water. The separated organics were dried (MgS0 ), filtered and evaporated before purification by column chromatography (Si02; 10% to 20%) EtOAc in cyclohexane) to afford the intermediate V-d as a mobile yellow oil (2.14g, 51%). 1H NMR (300 MHz, CDC13) delta 8.00 (d, J = 5.3 Hz, 1H), 6.65 (d, J = 5.3 Hz, 1H), 3.89 (s, 3H), 2.33 (s, 3H), 1.40 (d, J = 11.1 Hz, 12H).

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, 717843-51-1, 3-Bromo-2-methoxy-4-methylpyridine.

Reference:
Patent; AB SCIENCE; BENJAHAD, Abdellah; MOUSSY, Alain; CHEVENIER, Emmanuel; PICOUL, Willy; LERMET, Anne; PEZ, Didier; MARTIN, Jason; SANDRINELLI, Franck; WO2013/14170; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1227594-89-9 , The common heterocyclic compound, 1227594-89-9, name is 3-Fluoro-4-(trifluoromethyl)pyridin-2(1H)-one, molecular formula is C6H3F4NO, 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.

[00647] Step C: tert-butyl ethyl(1-((1r,4r)-4-hydroxycyclohexyl)-3-(oxazol-2-yl)-1H-pyrazolo[4,3-c]pyridin-6-yl)carbamate (50 mg, 0.12 mmol) was dissolved in THF (1 mL) and 3-fluoro-4-(trifluoromethyl)pyridin-2-ol (63.5 mg, 0.35 mmol) and PPh3 (92 mg, 0.35 mmol) were added, followed by DIAD (0.069 mL, 0.35 mmol) and stirred overnight. The reaction mixture was concentrated and dissolved in DCM (1 mL) and 4M HCl in dioxane (2 mL) was added. After 2 h, the reaction was concentrated and purified by preparative HPLC (5 to 95% ACN in water with 0.2% TFA) to afford N-ethyl-1-((1s,4s)-4-((3-fluoro-4-(trifluoromethyl)pyridin-2-yl)oxy)cyclohexyl)-3-(oxazol-2-yl)-1H-pyrazolo[4,3-c]pyridin-6-amine bis(2,2,2-trifluoroacetate) (17.2 mg, 20.5% yield). Mass spectrum (apci) m/z = 491.1 (M+H). 1H NMR (CD3OD) delta 9.05 (d, J = 0.8 Hz, 1H), 8.14 (m, 2H), 7.46 (d, J = 0.8 Hz, 1H), 7.20 (t, J = 4.7 Hz, 1H), 6.92 (s, 1H), 5.55 (m, 1H), 4.77 (m, 1H), 3.44 (q, J = 7.0 Hz, 2H), 2.51 (m, 2H), 2.36 (m, 2H), 2.05-1.95 (m, 4H), 1.38 (t, J = 7.0 Hz, 3H).

The synthetic route of 1227594-89-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BOYS, Mark Laurence; COOK, Adam; GAUDINO, John; HINKLIN, Ronald Jay; LAIRD, Ellen; MCNULTY, Oren T.; METCALF, Andrew T.; NEWHOUSE, Brad; ROBINSON, John E.; (545 pag.)WO2019/113190; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1137-67-3, 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 1137-67-3, name is 2-(Pyridin-3-yl)-1H-benzo[d]imidazole. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A reaction mixture of CdI2 (73.2 mg, 0.2 mmol), 3-PyBim (19.5 mg, 0.1 mmol), and water(10 ml) was added to a 15 ml Teon reactor under autogenous pressure at 160 C for 3 days and then cooled to room temperature at 5 C h-1. Pale yellow crystals of 1 suitable for diffraction analysis were obtained. (31 mg, Yield: 25.2%).

According to the analysis of related databases, 1137-67-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Jin-Hua; Tang, Gui-Mei; Qin, Ting-Xiao; Wang, Yong-Tao; Cui, Yue-Zhi; Ng, Seik Weng; Journal of Coordination Chemistry; vol. 70; 7; (2017); p. 1168 – 1189;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 59942-87-9, Pyrazolo[1,5-a]pyridin-2(1H)-one, 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, name: Pyrazolo[1,5-a]pyridin-2(1H)-one, blongs to pyridine-derivatives compound. name: Pyrazolo[1,5-a]pyridin-2(1H)-one

General procedure: 12a. Synthesis of 2-(4-chlorobutoxy)pyrazolo[1 ,5-a]pyridine A solution of pyrazolo[1 ,5-a]pyridin-2-ol (776 mg, 5.78 mmol), K2C03 (2.4 g, 17.3 mmol), 1 -bromo-4-chlorobutane (1 .35 ml_, 1 1 .6 mmol) and sodium iodide (catalytic amount) in 20 ml_ of DMF was stirred for 18 h at room temperature. The resulting mixture was filtered, the solid washed with DMF and the organic filtrate concentrated. The residue was poured into diethyl ether and the generated precipitate filtered and discarded. The organic filtrate was washed with water and the organic layer dried (Na2S04) and concentrated under vacuum to afford 1 .35 g (quantitative) of brown oil.

The synthetic route of 59942-87-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE S.A.; DIAZ FERNANDEZ, Jose Luis; CUBERES ALTISENT, Mª Rosa; WO2013/124341; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1074-98-2, 3-Methyl-4-nitropyridine 1-oxide, 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, 1074-98-2, blongs to pyridine-derivatives compound. Product Details of 1074-98-2

3-Methyl-4-nitropyridine 1-oxide (5.85 g) was dissolved in glacial acetic acid (115 mL) and hydrogenated in a Parr hydrogenation apparatus (catalyst: 220 mg Pt02 x 2 H20, 50 psi) at ambient temperature for 2.5 h. Then the catalyst was filtered off and the solvent was evaporated. After addition of 150 mL of water the pH was adjusted to 12 by addition of 2N NaOH. The resulting solution was extracted 10 times with 100 mL of dichloromethane (containing 5 % methanol). The combined organic phases were dried over anhydrous sodium sulphate and evaporated to give 3.81 g (83.6%) of 4-amino-3-methylpyridine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1074-98-2, its application will become more common.

Reference:
Patent; K.U. LEUVEN RESEARCH & DEVELOPMENT; GILEAD SCIENCES, INC.; PUERSTINGER, Gerhard; WO2005/63744; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6854-07-5, 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.6854-07-5, name is 5-Nitro-2-oxo-3-pyridinecarboxylic Acid, molecular formula is C6H4N2O5, molecular weight is 184.11, as common compound, the synthetic route is as follows.

b) 2-Chloro-5-nitronicotinic acid A solution of 2-hydroxy-5-nitronicotinic acid (9.2 g, 0.05 mol) in phosphorus oxychloride (25 ml) was refluxed for 5 hours. The solvent was removed in vacuo and the residue dissolved in a mixture of tetrahydrofuran and ether. After cooling the solution in an ice bath, water was cautiously added dropwise with stirring until a clean separation of layers was obtained. The organic layer was washed with water and a saturated sodium chloride solution, dried (anhydrous magnesium sulfate) and concentrated. Recrystallization from ether gave 6.94 g (69% of theory) of pure product, m.p. 135 C. (dec).

Statistics shows that 6854-07-5 is playing an increasingly important role. we look forward to future research findings about 5-Nitro-2-oxo-3-pyridinecarboxylic Acid.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US5550122; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 81565-19-7, 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.81565-19-7, name is 3-Chloro-4-(trifluoromethyl)pyridine, molecular formula is C6H3ClF3N, molecular weight is 181.5429, as common compound, the synthetic route is as follows.

In a 1000 ml four-necked flask equipped with a thermometer and a dropping funnel, 33.3 g (0.314 mol) of sodium carbonate and 133.2 g of tap water were charged, and after stirring for 10 minutes, 120 ml of toluene was added, and aminoacetonitrile hydrochloride was 21.79 g (0.235). Mol), then the temperature is lowered to 10 C under stirring, and the dropwise addition of 4-(trifluoromethyl)nicotinyl chloride solution is started. The addition is completed in about 3 hours, the temperature is maintained at 10-15 C, and the addition is completed. After incubation at 30 C for 2 hours, the reaction was completed, filtered, and the product was washed with 30 ml of water to obtain a white solid product, N-cyanomethyl-4-(trifluoromethyl)nicotinamide.The purity was 99.8%, and the yield was 93.2% based on 4-(trifluoromethyl)nicotinic acid.

The chemical industry reduces the impact on the environment during synthesis 81565-19-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shandong Zhanhua Yonghao Pharmaceutical Technology Co., Ltd.; Ni Zheng; (7 pag.)CN108892638; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 874-10-2, 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 874-10-2, name is 8-Methylimidazo[1,2-a]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: FeCl3 (0.025 mmol, 4 mg) and AcOH (0.1 mmol, 6 mg) was mixed with DMSO (3 mL) in a glass vial or round-bottom flask equipped with a magnetic stirring bar. Then, substrate 1 (0.5 mmol) was added. The mixture was stirred under an dioxygen atmosphere (1 atm) at 100C for 12 h. After cooling down to room temperature, 5 mL of ethyl acetate was added and removal of the DMSO with brine, the residue was purified by flash chromatography on silica gel to obtain the desired product 2 using light petroleum ether/ethyl acetate (4:1, v/v) as eluent, which furnished the 3-formylimidazo[1,2-a]pyridine.

According to the analysis of related databases, 874-10-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Xiang, Shijian; Chen, Huoji; Liu, Qiang; Tetrahedron Letters; vol. 57; 34; (2016); p. 3870 – 3872;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem