Category: pyridine-derivatives

Related Products of 65-22-5, Adding some certain compound to certain chemical reactions, such as: 65-22-5, name is 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride,molecular formula is C8H10ClNO3, 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 65-22-5.

A solution of pyridoxal hydrochloride (10 mmol) in methanol was added to a methanolic solution of NEt3 (10 mmol in 10 ml). The mixture was stirred for 10 min. Then, a methanolic solution of 4-methyl-orthophenylenediamine (5 mmol in 5 ml) was slowly added to the reaction mixture. The obtained mixture was stirred for 5 h at room temperature. Then, the obtained orange solid was filtered off, washed with cold methanol, and dried in air to give the H2L Schiff base (Yield: 92%, Dec.; 232.6 C, the molecular ion peaks, m/z (M+) = 420).

According to the analysis of related databases, 65-22-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yavari; Beyramabadi; Morsali; Bozorgmehr; Journal of Structural Chemistry; vol. 59; 5; (2018); p. 1102 – 1113; Zh. Strukt. Khim.; vol. 59; 5; (2017); p. 1144 – 1154,11;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 55758-32-2, 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. 55758-32-2, name is 6-Fluoropyridin-3-ol. A new synthetic method of this compound is introduced below.

To a 0 0C suspension Of Cs2COs (18.73 g, 57.48 mmol) in 150 mL DMF was added 6-fluoropyridin-3- ol (5.0 g, 44.21 mmol). The cloudy brown mixture was stirred for 15 minutes, then 1-bromo- 2-methoxyethane (6.232 mL, 66.32 mmol) was added. The reaction mixture was heated in a 110 0C sand bath and stirred for 17 hours, after which it was cooled to ambient temperature and the DMF was removed in vacuo. The resulting residue was combined with saturated NH4Cl and the mixture was extracted with DCM. The combined extracts were dried (Na2SO4), filtered, and concentrated. The crude material was purified on silica gel (5-50% ethyl acetate in hexanes gradient) to give the desired product (7.00 g, 92.50 % yield) as a clear, colorless oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55758-32-2, 6-Fluoropyridin-3-ol, and friends who are interested can also refer to it.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; CELESTE, Laura L.; DAVIS, T. Gregg; DELISLE, Robert Kirk; GRESCHUK, Julie Marie; GROSS, Stefan, D.; HICKEN, Erik, James; JACKSON, Leila, J.; LYSSIKATOS, Joseph, P.; KALLAN, Nicholas C.; MARMSATER, Fredrik, P.; MUNSON, Mark, C.; PHENEGER, Jed; RAST, Bryson; ROBINSON, John, E.; SCHLACHTER, Stephen T.; TOPALOV, George T.; WRIGHT, A. Dale; ZHAO, Qian; WO2010/22076; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 62089-74-1, 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.62089-74-1, name is 1-(Pyridin-4-ylmethyl)piperazine, molecular formula is C10H15N3, molecular weight is 177.25, as common compound, the synthetic route is as follows.

Example 200 {4-Chloro-3-[2-(2,4-Dichloro-Phenyl)-Ethoxy]-5-Methoxy-Phenyl}-(4-Pyridin-4-Ylmethyl-Piperazin-1-Yl)-Methanone 0.050 g (0.13 mmol) of 4-Chloro-3-[2-(2,4-dichloro-phenyl)-ethoxy]-5-methoxy-benzoic acid was dissolved in 3 ml of DMF and treated with 0.061 g (0.53 mmol) of NEM and 0.043 g (0.13 mmol) of TOTU and 0.024 g (0.13 mmol) of 1-Pyridin-4-ylmethyl-piperazine. The solution was stirred for 16 h at RT. The solvent was removed under reduced pressure. The residue was purified by preparative RP-HPLC eluding with a gradient of 0 to 100% acetonitrile in water (+0.01% trifluoroacetic acid). After lyophilization the product was obtained as its trifluoroacetate salt.

Statistics shows that 62089-74-1 is playing an increasingly important role. we look forward to future research findings about 1-(Pyridin-4-ylmethyl)piperazine.

Reference:
Patent; Nazare, Marc; Will, David William; Peyman, Anuschirwan; Matter, Hans; Zoller, Gerhard; Gerlach, Uwe; US2002/198195; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 152684-26-9, 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 152684-26-9 as follows.

tert-butyl (2- ( (5-methoxy-6-nitropyridin-3-yl) (methyl) amino) ethyl) (methyl) carbamate(22b) A mixture of 5-bromo-3-methoxy-2-nitropyridine (22a) (2.8 g, 12.02 mmol) , tert-butyl methyl (2- (methylamino) ethyl) carbamate (2.67 g, 13.22 mmol) , Pd (OAc)2(0.27 g, 1.20 mmol) , Xantphos (0.69 g, 1.20 mmol) and Cs2CO3(11.7 g, 35.91 mmol) in toluene (56 mL) was stirred at 100 under nitrogen for 2.5 h. The mixture was cooled to r.t., quenched with water (200 mL) and extracted with EA (3×50 mL) . The extracts were washed with brine, dried over Na2SO4, concentrated and purified by column chromatography on silica gel eluting with 50ethyl acetate in hexanes to give tert-butyl (2- ( (5-methoxy-6-nitropyridin-3-yl) (methyl) amino) ethyl) (methyl) carbamate (22b) as yellow solid (3.0 g, 73) . MS-ESI (m/z) : 341 [M + 1]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,152684-26-9, its application will become more common.

Reference:
Patent; SHANGHAI FOCHON PHARMACEUTICAL CO LTD; LI, Tongshuang; ZHAO, Xingdong; TIAN, Qiang; ZHANG, Weipeng; LIU, Hongbin; WANG, Xianlong; TAN, Haohan; TAN, Rui; LIU, Qihong; JIANG, Lihua; LIU, Yanxin; LINGHU, Li; LIN, Min; SUN, Jing; WANG, Weibo; WO2015/188777; (2015); 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. 15862-33-6, name is 3-Bromo-2-hydroxy-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 15862-33-6

Into a 1000 ml 3-necked round bottom flask, was placed 3-bromo-5-nitropyridin-2-ol (30 g, 137.61 mmol, 1.00 equiv). To this was added POBr3 (50 g). To the mixture was added 1,4-dioxane (500 ml). The resulting solution was allowed to react, with stirring, for 2 hours while the temperature was maintained at 110 degrees C. The reaction progress was monitored by TLC (EtOAc/PE=1:10). The crude was worked up and used for next step.

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, 15862-33-6, 3-Bromo-2-hydroxy-5-nitropyridine.

Reference:
Patent; Synta Pharmaceuticals Corp.; Chen, Shoujun; Bohnert, Gary; Jiang, Jun; Xia, Zhiqiang; (151 pag.)US9604978; (2017); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6313-54-8, 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. 6313-54-8, name is 2-Chloroisonicotinic acid. A new synthetic method of this compound is introduced below.

Preparation 13. 2-Chloroisonicotinic acid, 2,2-dimethyl-propyl ester. 2-Chloroisonicotinic acid (2.0 g, 13 mmol) was suspended in 50 mL dry CH2Cl2 and treated with oxalyl chloride (3.5 mL, 5.0 g, 39 mmol) plus 3 drops DMF. The mixture was stirred for 4 h, the volatiles removed in vacuo and the residue taken up in 50 mL CH2Cl2. After cooling to 0 C. and treating with neopentyl alcohol (1.7 ml, 1.4 g, 16 mmol), Et3N (2.5 mL, 1.8 g, 18 mmol) was added in portions. The mixture was warmed to 25 C., stirred for 15 h, washed sequentially with 15 mL H2O, 15 mL saturated aqueous NaHCO3, and 15 mL brine, then dried (Na2SO4), filtered, and concentrated in vacuo to give 2.4 g (80%) of 2-chloroisonicotinic acid, 2,2-dimethyl-propyl ester as an oil, used without additional purification: 1H NMR (300 MHz, CDCl3) delta 8.56 (d, J=5.6 Hz, 1H), 7.88 (s, 1H), 7.78 (d J=5.0 Hz, 1H), 4.06 (s, 2H), 1.05 (s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6313-54-8, its application will become more common.

Reference:
Patent; DOW AGROSCIENCES LLC; US2011/54173; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 105596-63-2, 2-Methoxyisonicotinic 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, Quality Control of 2-Methoxyisonicotinic acid, blongs to pyridine-derivatives compound. Quality Control of 2-Methoxyisonicotinic acid

General procedure: To a solution of acid (1 equiv.) inanhydrous DMF (0.18 M) was added EDCIHCl (1 equiv.), and HOBt (1 equiv.)successively in a sealed tube. The mixture was stirred at rt for 30 min.Carboximidamide (1 equiv.) was added in one portion and the reaction wasplaced in a pre-heated 130 C oil bath and continued to stir overnight. Waterwas added to quench the reaction and the mixture was extracted with EtOAc.The combined organic phase was washed with saturated aqueous sodiumbicarbonate solution, water, saturated aqueous sodium chloride, and dried overanhydrous Na2SO4. The organic phase was concentrated in vacuum and theresidue was subjected to silica gel chromatography to give the targetoxadiazole compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,105596-63-2, 2-Methoxyisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Article; Yue, Xuyi; Dhavale, Dhruva D.; Li, Junfeng; Luo, Zonghua; Liu, Jialu; Yang, Hao; Mach, Robert H.; Kotzbauer, Paul T.; Tu, Zhude; Bioorganic and Medicinal Chemistry Letters; vol. 28; 6; (2018); p. 1011 – 1019;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 85838-94-4, 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 85838-94-4, name is tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a 1 L flask, with a large stir bar, is added tert-butyl 5,6-dihydropyridine-1(2H)-carboxylate (24.15 g, 132 mmol) and DCM (440 mL). The vessel is cooled in an ice/water bath and 3-chloroperoxybenzoic acid (45.5 g, 264 mmol) is added in one portion. After stirring for 30 min at 0 C., the cooling bath was removed and the mixture was allowed to stir for 24 h. To the suspension was added aqueous sodium metabisulfite (10%, 200 mL), water (100 mL) and DCM (200 mL) and was then stirred vigorously for 10 min. The organic layer is separated, washed with aqueous 1 N NaOH (3×200 mL), brine (200 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo to yield the title compound.

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 85838-94-4, tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate.

Reference:
Patent; BAO, JIANMING; GAO, XIAOLEI; KNOWLES, SANDRA L.; LI, I, CHUNSING; LO, MICHAEL MAN-CHU; MAZZOLA, Jr., ROBERT D.; ONDEYKA, DEBRA L.; STAMFORD, ANDREW W.; ZHANG, FENGQI; (214 pag.)US2017/183342; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 90902-84-4, Adding some certain compound to certain chemical reactions, such as: 90902-84-4, name is 2,5-Dibromopyridin-3-amine,molecular formula is C5H4Br2N2, 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 90902-84-4.

A solution of 1.78 g (25.80 mmol) of sodium nitrite in 3.5 mL of water is added dropwise at -5 C. to a solution of 6.50 g (25.80 mmol) of 2,5-dibromopyridin-3-ylamine and 15 mL of concentrated HCl (180.62 mmol) in 15 mL of water and the mixture is stirred for 30 minutes. At 0 C., 11.41 mL (77.41 mmol) of hexafluorophosphoric acid (60% in water) is added and the mixture is stirred for 1 hour at 0 C. The diazonium salt formed is filtered off, washed with cold water, isopropanol, and diethyl ether, and dried in vacuo in the desiccator. PE (boiling range 100 C.-140 C.) is heated to 90 C., the diazonium salt is added batchwise and the mixture is stirred until no further development of gas can be detected. The reaction mixture is cooled to RT, made alkaline with saturated sodium carbonate solution, and the aqueous phase is exhaustively extracted with TBME. The combined organic phases are washed with saturated sodium carbonate solution and water and dried over magnesium sulfate. After the desiccant and solvent have been eliminated, the residue is dissolved in DCM, filtered through silica gel, and the filtrate is evaporated down in vacuo. Yield: 3.30 (51% of theoretical); C5H2Br2FN (M=254.883); calc.: molpeak (M+H)+: 253/255/257 (2 Br); found: molpeak (M+H)+: 253/255/257 (2 Br); Rf value: 0.63 (silica gel, PE/EtOAc 9:1).

According to the analysis of related databases, 90902-84-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2005/245529; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 136888-79-4, 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 136888-79-4, name is 2-Fluoro-5-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of DIPEA (54.0 mL, 385 mmol) in THF (1101 mL, 385 mmol) at – 60 C was added BuLi, 2.5 M in hexanes (154 mL, 385 mmol) over 5 minutes such that the internal temperature was maintained below – 60 C. After stirring for 45 minutes at -65 C a solution of 2-fluoro-5-methoxypyridine (49 g, 385 mmol) in 200 mL of THF was added over the course of 2 minutes maintaining an internal temperature < -65 C. The reaction was stirred at -70 C for 1.5 hours then reaction was poured into a 3 L flask containing 1200 g of crushed dry ice. The reaction was allowed to warm to 0 C and then poured into 1000 mL of water. The organics were removed under reduced pressure and the aqueuous layer was acidified with 1100 mL of 2 N HC1. The resulting thick white slurry was stirred for 1 hour then filtered to provide 2-fluoro-5-methoxynicotinic acid as a white 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 136888-79-4, 2-Fluoro-5-methoxypyridine. Reference:
Patent; AMGEN INC.; DINEEN, Thomas; WEISS, Matthew; PATEL, Vinod F.; ZHENG, Xiao Mei; WHITE, Ryan; WO2012/109165; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem