Pyridine-derivatives

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. 175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

To the solution containing the boronic ester intermediate 2-(2-chlorophenyl)-N-[3- {[(dimethylamino)methylidene]sulfamoyl}-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl]acetamide (300 mg, 594 pmol), 2-bromo-4-(trifluoromethyl)pyridine (296 mg, 1.31 mmol) and potassium fluoride (76.0 mg, 1.31 mmol) were added under argon atmosphere. The solution was purged with argon for 5 minutes and bis(tri-tert25 butylphosphine)palladium(0) (CAS 53199-31-8) (16.7 mg, 32.7 pmol) was added. Thesolution was purged again with argon and the reaction was heated at 80°C for 3h. Afterwards the mixture was filtered over Celite, the solvent was removed under reduced pressure and the crude was purified by chromatography on silica gel (Biotage, hexane I ethyl acetate) to yield 150 mg (44percent yield).LC-MS (Method B): R1 = 1.17 mm; MS (ESIpos): m/z = 525 [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, 175205-81-9, 2-Bromo-4-(trifluoromethyl)pyridine.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; WERNER, Stefan; MESCH, Stefanie; CLEVE, Arwed; BRAeUER, Nico; HERBERT, Simon, Anthony; KOCH, Markus; DAHLLOeF, Henrik; OSMERS, Maren; HARDAKER, Elizabeth; LISHCHYNSKYI, Anton; (673 pag.)WO2017/191000; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.20265-37-6, name is 3-Methoxy-2-nitropyridine, molecular formula is C6H6N2O3, molecular weight is 154.12, as common compound, the synthetic route is as follows.Recommanded Product: 3-Methoxy-2-nitropyridine

In a round bottom flask potassium tertiary butoxide (146 mg, 1.297 mmol) was taken under nitrogen atmosphere, anhydrous dimethylformamide (3 mL) was added and stirred at room temperature for 10 min. Then cooled to -40 C and 2-nitro-3-methoxypyridine(100 mg, 0.648 mmol) was added followed by dropwise addition of 2-chloro-propionic acid ethyl ester (0.0908 mL, 0.712 mmol) and stirred for 20 min. Then dilute HCI was added and stirred at room temperature for 10 min. Extracted in ethyl acetate, washed with water, dried over MgS0 , filtered and solvent was evaporated and finally purified by column chromatography to afford 2-(5-methoxy-6-nitro-pyridin-3-yl)-propionic acid ethyl ester (82 mg, 50%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,20265-37-6, 3-Methoxy-2-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo; WO2013/13817; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1594-58-7, 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. 1594-58-7, name is N-Hydroxynicotinimidamide. A new synthetic method of this compound is introduced below.

General procedure: 0.002 mol amidoximes and 0.008 mol triethylamine dissolved in 10 ml dichloromethane. The solution was then instilled to 10 ml dichloromethane containing 0.004 mol Vilsmeier salt and stirred for 4 h . The whole progress was monitored by TLC and evaporated the solvent then followed by column chromatography column chromatography to get terminated material.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1594-58-7, N-Hydroxynicotinimidamide, and friends who are interested can also refer to it.

Reference:
Article; Su, Dongshan; Duan, Haifeng; Wei, Zhonglin; Cao, Jungang; Liang, Dapeng; Lin, Yingjie; Tetrahedron Letters; vol. 54; 50; (2013); p. 6959 – 6963;,
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. 74115-13-2, name is 5-Bromo-3-pyridinol. A new synthetic method of this compound is introduced below., Product Details of 74115-13-2

A mixture of 3-bromo-5-hydroxypyridine (Aldrich, Buchs, Switzerland, 611 mg, 3.51 mmol), potassium carbonate (971 mg, 7.02 mmol) and 2-bromoethyl methyl ether (537 mg, 3.86 mmol) in 30 ml DMF was stirred for 14 h at rt and for 2 h at 800C The reaction mixture was quenched with water and extracted with EtOAc (2x). The organic layers were washed with brine (3x), dried over Na2SO4, filtered and evaporated. The residue was purified by flash chromatography (dichloromethane/MeOH 0% to 3%) to give the title compound as an oil. (HPLC: tR 2.38 min (Method C); M+H = 232, 234 MS-ES).

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, 74115-13-2, 5-Bromo-3-pyridinol.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; IMBACH, Patricia; MAH, Robert; STAUFFER, Frederic; WO2010/139747; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 117007-52-0 , The common heterocyclic compound, 117007-52-0, name is 3-Iodo-1H-pyrazolo[3,4-b]pyridine, molecular formula is C6H4IN3, 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: 3-Iodo-1H-indazole (S1, 5.00 g, 19.5 mmol) was placed in a round-bottom flask and dissolved in tetrahydrofuran (100 mL). 4-Dimethylaminopyridine (0.24 g, 1.9 mmol, 0.1 equiv) was then added, followed by di-tert-butyl dicarbonate (5.4 mL, 24 mmol, 1.2 equiv). Triethylamine (5.4 mL, 39 mmol, 2.0 equiv) was slowly added to the clear, brown solution by syringe. The resulting solution was stirred at room temperature until it was complete as determined by TLC. The reaction was then diluted with water (75 mL) and ethyl acetate (50 mL). After separating the layers, the aqueous phase was extracted with additional ethyl acetate (3 × 50 mL). The combined organic layers were washed with brine (100 mL), then shaken over magnesium sulfate, filtered, and concentrated under reduced pressure to give the crude product. This material was purified by column chromatography over silica gel (hexanes/ethyl acetate: 100/0 to 90/10) to give the title compound as an orange solid (6.20 g, 93%).

The synthetic route of 117007-52-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Youngsaye, Willmen; Hartland, Cathy L.; Morgan, Barbara J.; Ting, Amal; Nag, Partha P.; Vincent, Benjamin; Mosher, Carrie A.; Bittker, Joshua A.; Dandapani, Sivaraman; Palmer, Michelle; Whitesell, Luke; Lindquist, Susan; Schreiber, Stuart L.; Munoz, Benito; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 1501 – 1507;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 41667-95-2, 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 41667-95-2, name is 5,6-Dichloronicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

Thionyl chloride (27.9 g, 234 mmol) was added dropwise to the solution of 5,6-dichloropyridine-3-carboxylic acid (18.0 g, 94 mmol) in MeOH (300 mL) at 0 C. The resulting mixture was heated under reflux for 3 hours, cooled and concentrated under reduced pressure. The residue was purified by silica chromatography (hexane:EtOAc = 5:1 to 3:1) to give the title compound (6.7 g, 34.7% yield) as a white solid. MS mlz 226.08 [M+Hjt

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 41667-95-2, 5,6-Dichloronicotinic acid.

Reference:
Patent; CORNELL UNIVERSITY; CHILDREN’S MEDICAL CENTER CORPORATION; DANA-FARBER CANCER INSTITUTE, INC; GRAY, Nathanael, S.; SCOTT, David, A.; HATCHER, John; DU, Guangyan; MELNICK, Ari, M.; GABAS, Lorena, Fontan; CASALENA, Gabriella; US, Ilkay; WU, Hao; QIAO, Qi; (178 pag.)WO2018/165385; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6295-87-0, Adding some certain compound to certain chemical reactions, such as: 6295-87-0, name is 1-Aminopyridinium Iodide,molecular formula is C5H7IN2, 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 6295-87-0.

To a dry CH3CN (40 mL) solution of 1-aminopyridinium iodide (1.12 g, 5.02 mmol) was added 4-dimethylaminopyridine (DMAP) (59.9 mg, 0.490 mmol), potassium carbonate (2.08 g, 15.0 mmol), and benzoylchloride (724.4 mg, 5.15 mmol). Then, the reaction mixture was stirred for 7 h at rt. The suspension was concentrated in vacuo. The product was extracted with CH2Cl2 and filtered to remove inorganic impurities. After volatiles were removed under reduced pressure, the crude product was purified by flash column chromatography on Fuji Silysia silica gel FL100D (CH2Cl2/MeOH=20/1) to afford N-benzoyliminopyridinium ylide (2c) as a white solid (668 mg, 3.37 mmol, 67% yield). The spectral data was identical with the reported literatures. 11 1H NMR (400 MHz, CDCl3) delta 8.85 (m, 2H; NC5H2HH2), 8.16 (m, 2H; C6H2H3), 7.92 (m, 1H; NC5H2HH2), 7.68 (m, 2H; NC5H2HH2), 7.42 (m, 3H; C6H2H3).

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. 6295-87-0, 1-Aminopyridinium Iodide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Miyazawa, Kazuki; Koike, Takashi; Akita, Munetaka; Tetrahedron; vol. 72; 48; (2016); p. 7813 – 7820;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1094679-27-2, Adding some certain compound to certain chemical reactions, such as: 1094679-27-2, name is 4-Ethynylpyridin-2-amine,molecular formula is C7H6N2, 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 1094679-27-2.

To a solution of (4-(3-iodoimidazo[l,2-a]pyrazin-6- yl)phenyl)(morpholino)methanone (180 mg, 0.41 mmol) in acetonitrile (3 mL) was added 4-ethynylpyridin-2 -amine (95.9 mg, 0.62 mmol), Pd(PPh3)4 (24.3 mg, 0.021 mmol), Cul (7.8 mg, 0.041 mmol) and DIPEA (1.5 mL). The reaction mixture was heated at 85 C for 1.5 h under nitrogen. The resulting mixture was diluted with dichloromethane (50 mL), filtered through celite and concentrated under reduced pressure. The residue was purified by flash column chromatography (silica gel, 100% DCM to DCM/Methanol 96:4). The fractions containing the products were concentrated under reduced pressure. The residue was diluted with DCM (50 mL) and washed with saturated sodium bicarbonate solution (2 x 5 mL). The combined organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to afford (4-(3-((2-aminopyridin-4- yl)ethynyl)imidazo[l,2-a]pyrazin-6-yl)phenyl)(morpholino)methanone (93 mg, 0.22 mmol, 53.4 %, AUC HPLC 99.46 %) as light yellow solid mp: 143.5-144.2 C. H NMR (400 MHz, CDC13) delta (ppm): 9.22 (d, J = 1.2 Hz, 1H), 8.58 (d, J = 1.2 Hz, 1H), 8.14 (d, J = 4.8 Hz, 1H), 8.10-8.05 (m, 3H), 7.57 (d, J = 8.4 Hz, 2H), 6.83 (dd, J = 5.2; 1.2 Hz, 1H), 6.69 (s, 1H), 4.61 (s, 2H), 4.00-3.40 (m, 8H); MS (ESI) m/z 425.10 [C24H20N6O2 + 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. 1094679-27-2, 4-Ethynylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; NACRO, Kassoum; CHENNAMANENI, Lohitha Rao; WO2015/50505; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6345-27-3, 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 6345-27-3 as follows.

3. 2-(4-Pyridinyl)-4-pyrimidinamine – A mixture containing 31.6 g. of isonicotinamidine hydrochloride, 10.8 g. of sodium methoxide and 200 ml. of ethanol was stirred at ambient temperature for 30 minutes and then cooled in a running water bath. To the stirred mixture was added 18 g. of alpha-chloroacrylonitrile dropwise over a period of 25 minutes whereupon the internal temperature arose to 45° C. The reaction mixture was stirred for thirty minutes and then refluxed for two hours. To the reaction mixture was added 13 ml. of 35percent aqueous sodium hydroxide solution and the mixture was cooled. The solid was collected, washed successively with water and ethanol and dried to yield 16.8 g. of 2-(4-pyridinyl)-4-pyrimidinamine, m.p. 261°-263° C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6345-27-3, its application will become more common.

Reference:
Patent; Sterling Drug Inc.; US4109092; (1978); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 796851-03-1, 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 796851-03-1, name is 2,5-Dichloro-4-iodopyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2,5-dichloro-4-iodopyridine (3.86 g, 14.09 mmol, 1.00 equiv), 5-(tetramethyl- 1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyrimidine (4.26 g, 15.54 mmol, 1.10 equiv), potassium carbonate (5.83 g, 42.19 mmol, 2.99 equiv), and Pd(dppf)C12 (516 mg, 0.70 mmol, 0.05 equiv) in dioxane (50 mL)/water (5 mL) was stirred for 12 h at 60C under nitrogen. The solids were filtered out. The filtrate was diluted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was purified by a silica gel column eluting with acetate/petroleum ether (1/100) to afford the title compound (2.2 g, 53%) as a yellow solid.

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 796851-03-1, 2,5-Dichloro-4-iodopyridine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Huifen; CHU, Yanyan; DO, Steven; ESTRADA, Anthony; HU, Baihua; KOLESNIKOV, Aleksandr; LIN, Xingyu; LYSSIKATOS, Joseph P.; SHORE, Daniel; VERMA, Vishal; WANG, Lan; WU, Guosheng; YUEN, Po-wai; WO2015/52264; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem