Category: pyridine-derivatives

Electric Literature of 18820-82-1, 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. 18820-82-1, name is Pyridine hydrobromide. A new synthetic method of this compound is introduced below.

A 5 mL water solution of NiCl2*6H2O (0.5950 g, 2.50 mM) was added into 10 mL methanol solution of Na2tdas (0.9710 g, 5.00 mM), and the solution was stirred for one hour. The solution above was then added into 10 mL water solution of N-hydrogenpyridinium bromide (0.8000 g, 5.00 mM), and the mixture was stirred for ten minutes, during which a brownish sediment appeared. Brownish microcrystals were obtained after recrystallization of the brownish sediment from diethyl ether.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,18820-82-1, Pyridine hydrobromide, and friends who are interested can also refer to it.

Reference:
Article; Wang, Chi-Feng; Qiao, Fang; Chi, Yan-Hui; Shi, Jing-Min; Cottrill, Ethan; Pan, Ning; Zhu-Ge, Wei-Wei; Fu, Yong-Xin; Xu, Jun; Qian, Xiao-Ping; Journal of Coordination Chemistry; vol. 68; 21; (2015); p. 3884 – 3893;,
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. 78790-79-1, name is 3-Amino-4-cyanopyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 3-Amino-4-cyanopyridine

4-Amino-3-(3H-imidazo[4,5-b]pyridin-2-yl)-1,7-naphthyridin-2(1H)-one LiHMDS (3.0 eq) was added to ethyl 3H-imidazo[4,5-b]pyridin-2-ylacetate (1.0 eq) in THF at -78 C. After 20 minutes, a solution of 3-aminopyridine-4-carbonitrile (1.1 eq) in THF was added. The resulting mixture was allowed to warm to room temperature, stirred 3 hours, and then refluxed overnight. The mixture was cooled to 0 C. and quenched with an aqueous saturated NH4Cl solution. A precipitate formed, was filtered off, and was washed repeatedly with ether to yield the desired compound as a brown solid. Purification by reverse phase chromatography afforded the desired product as a yellow solid. LC/MS m/z 279.0 (MH+), Rt 1.29 minutes.

The synthetic route of 78790-79-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Renhowe, Paul A.; Machajewski, Timothy; Shafer, Cynthia M.; Wernette-Hammond, Mary Ellen; Pecchi, Sabina; US2002/103230; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 15862-34-7 ,Some common heterocyclic compound, 15862-34-7, 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.

To a solution of 5-Bromo-3-nitro-pyridin-2-ol (10.0 g, 45.66 mmol) in 70 ml of toluene and 7 ml of DMF was added PBr3 (6.60 ml, 68.49 mmol) and the reaction mixture was heated at 12O0C for 20 min under nitrogen atmosphere. After the completion of the reaction mixture (TLC monitoring), water (100 mL) was added and extracted with ethyl acetate (3 x 200 mL). The combined organics was washed with water, brine, dried (Na2SO4), filtered and concentrated to get the desired product (10.30 g, 80.03%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15862-34-7, its application will become more common.

Reference:
Patent; PROLYSIS LTD; WO2007/107758; (2007); 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. 58530-53-3, name is 2,4-Dibromopyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H3Br2N

A mixture was prepared of 2,4-dibromopyridine (10 g, 42.21 mmol), phenylboronic acid (5.1 g, 42.21 mmol), and potassium carbonate (11.7 g, 84.42 mmol) in 100 mL dimethoxyethane and 40 mL of water. Nitrogen was bubbled directly into the mixture for 30 minutes. Next, tetrakis(triphenylphosphine)palladium(0) was added (244 mg, 2.11 mmol) and the mixture was heated to reflux under nitrogen overnight. The mixture was cooled and diluted with ethyl acetate and water. The layers were separated and the aqueous layer was extracted with ethyl acetate. The organic layers were washed with brine, dried over magnesium sulfate, filtered, and evaporated to a residue. The residue was purified by column chromatography eluting with 0, 2, and 5% ethyl acetate/hexanes. Obtained 4.28 g of a yellow liquid (43%).

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, 58530-53-3, 2,4-Dibromopyridine.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; XIA, Chuanjun; ALLEYNE, Bert; KWONG, Raymond C.; FIORDELISO, James; WEAVER, Michael S.; ANSARI, Nasrin; DEANGELIS, Alan; RAYABARAPU, Dinesh; ADAMOVICH, Vadim; US2015/307535; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1246349-97-2, 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.1246349-97-2, name is 4-Chloro-3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[4,3-c]pyridine, molecular formula is C14H11ClIN3O, molecular weight is 399.61, as common compound, the synthetic route is as follows.

Intermediate 14 Cyclohexyl-[3-iodo-1-(4-methoxy-benzyl)-1H-pyrazolo[4,3-c]pyridin-4-yl]-amine To a solution of Intermediate 13 (0.95 g, 2.4 mmol) in 1-butanol (5 ml) at room temperature was added cyclohexylamine (1.1 ml, 9.52 mmol). The resulting mixture was irradiated at 190 0C for 1 h in a Biotage I-60 microwave reactor. The reaction mixture was then evaporated to dryness and the crude residue was purified by flash chromatography eluting with 10 to 100% ethyl acetate/petroleum ether gradient to give a white solid (0.87 g, 80%) 1H NMR (400 MHz1 DMSO-d6) delta ppm 1.24 – 1.50 (m, 5 H), 1.50 – 1.63 (m, 1 H), 1.63 – 1.80 (m, 2 H), 1.86 – 2.03 (m, 2 H), 3.72 (s, 3 H), 4.02 – 4.15 (m, 1 H), 5.43 (s, 2 H), 5.95 (d, .7=7.3 Hz, 1 H), 6.85 – 6.90 (m, 2 H), 6.95 (d, J=6.0 Hz, 1 H), 7.15 – 7.24 (m, 2 H), 7.76 (d, J=6.0 Hz, 1 H); m/z (ES+APCI)+: 463 [M + H]+.

Statistics shows that 1246349-97-2 is playing an increasingly important role. we look forward to future research findings about 4-Chloro-3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[4,3-c]pyridine.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; MCIVER, Edward, Giles; SMILJANIC, Ela; HARDING, Denise, Jamilla; HOUGH, Joanne; WO2010/106333; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 17228-75-0, 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. 17228-75-0, name is 2,6-Dichloro-4-methoxypyridine. A new synthetic method of this compound is introduced below.

To a solution of 2,6-dichloro-4-methoxypyridine (18.1 g, 102 mmol) in sulfuric acid (110 mL) was added nitric acid (15.6 mL) dropwise at 0 C., and then the mixture was heated to 100 C. for 2 hours. The reaction mixture was poured into ice-water, the suspension was filtered and washed with water to obtain 2,6-dichloro-4-methoxy-3-nitropyridine as a white solid (19.9 g, 88% yield). MS (ESI) calcd for C6H4Cl2N2O3: 221.96.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,17228-75-0, 2,6-Dichloro-4-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; BLUM, Charles A.; Caldwell, Richard Dana; Casaubon, Rebecca; Disch, Jeremy S.; Fox, Ryan Michael; Koppetsch, Karsten; Miller, William Henry; NG, Pui Yee; Oalmann, Christopher; Perni, Robert B.; Szczepankiewicz, Bruce G.; White, Brian; US2015/152108; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 113682-56-7, 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. 113682-56-7, name is 1,4-Di(pyridin-4-yl)benzene. A new synthetic method of this compound is introduced below.

Comparative compound 2 is synthesized by the following method. 0.5 g (2.2 mmol) of 1,4-di(4-pyridyl)benzene, 1.3 g (6.6 mmol) of cyanobenzyl bromide, and 20 ml of DMF were placed in a 100 ml eggplant-shaped flask, Followed by stirring at 100 C. for 8 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, the concentrated system was dispersed in ethyl acetate and washed, and the precipitated crystals were filtered and washed with ethyl acetate to obtain 1.0 g (yield 73% ) Was obtained.Subsequently, 0.5 g (0.8 mmol) of the Br compound of Comparative Compound 2 was changed to an aqueous solution, and an aqueous solution of 0.4 g (2.5 mol) of ammonium hexafluorophosphate was added dropwise, followed by stirring for 2 hours. After completion of the reaction, the precipitated white crystals were filtered, washed with water and dried at 50 C. under reduced pressure to obtain 0.48 g (yield 80%) of Comparative Compound 2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,113682-56-7, its application will become more common.

Reference:
Patent; CANON INCORPORATED; TAMURA, TETSUYA; IGAWA, SATOSHI; YAMADA, KENJI; (27 pag.)JP2017/197477; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 58584-63-7, (6-Methoxypyridin-3-yl)methanol, 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, Recommanded Product: 58584-63-7, blongs to pyridine-derivatives compound. Recommanded Product: 58584-63-7

Step 2: 5-Chloromethyl-2-methoxy-pyridine Thionyl chloride (9.2 mL, 126 mmol) was added dropwise to a solution of (6-methoxy-pyridin-3-yl)-methanol (1.00 g, 7.2 mmol) in dichloromethane (38 mL). The reaction mixture was stirred at room temperature overnight. The solvent was evaporated and dichloromethane (100 mL) was added. The solution was washed with saturated aqueous sodium hydrogen carbonate (this resulted in bubbling). The organic layer was separated and the aqueous layer was extracted with dichloromethane (2*100 mL). The combined organic layers were washed with brine (150 mL), dried (sodium sulfate), filtered, and evaporated to give 5-chloromethyl-2-methoxy-pyridine (995 mg, 88%) as a clear oil.

The synthetic route of 58584-63-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Banner, Bruce Lester; Bilotta, Joseph Anthony; Fotouhi, Nader; Gillespie, Paul; Goodnow, Robert Alan; Hamilton, Matthew Michael; Haynes, Nancy-Ellen; Kowalczyk, Agnieszka; Mayweg, Alexander; Myers, Michael Paul; Pietranico-Cole, Sherrie Lynn; Scott, Nathan Robert; Thakkar, Kshitij Chhabilbhai; Tilley, Jefferson Wright; US2007/49632; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 66572-56-3, 2-Bromoisonicotinic 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, Recommanded Product: 2-Bromoisonicotinic acid, blongs to pyridine-derivatives compound. Recommanded Product: 2-Bromoisonicotinic acid

Example 1-88 4-(2-Bromo-4-pyridinyl)-7V-(3-methylphenyl)-l,3-thiazol-2-amine (154). [0360] 2-Bromo-7V-methyl-7V-(methyloxy)-4-pyridinecarboxamide (151). Et3N(14.9 mL, 107 mmol) was added to a stirred suspension of 2-bromo-4- pyridinecarboxylic acid (5.40 g, 26.7 mmol), EDCI (5.64 g, 29.4 mmol), HOBT (3.97 g, 29.4 mmol) and MeNHOMe-HCl (3.91 g, 40.0 mmol) in dry DCM (100 mL), and the mixture was stirred at 20 0C for 16 h. The resulting solution was diluted with DCM (200 mL) and washed with water (2 x 50 mL), washed with brine (50 mL), dried and the solvent evaporated. The residue was purified by column chromatography, eluting with 50% EtO Ac/pet, ether, to give amide 151 (4.56 g, 70%) as an oil: 1H NMR (CDCl3) delta 8.45 (d, J= 5.0 Hz, 1 H, H-6), 7.72 (br s, 1 H, H-3), 7.48 (dd, J= 5.0, 1.3 Hz, 1 H, H-5), 3.56 (s, 3 H, OCH3), 3.67 (s, 3 H, NCH3); MS m/z 245.3/247.3 (MH+, 100%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,66572-56-3, 2-Bromoisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLAND UNISERVICES LIMITED; WO2009/114552; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 67367-26-4 , The common heterocyclic compound, 67367-26-4, name is Methyl 2-methoxynicotinate, molecular formula is C8H9NO3, 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.

Methyl 2-methoxynicotinate was synthesized from ethyl 2-chloronicotinate with sodium methoxide as in Example 4. A 50 mL flask was charged with methyl 2-methoxynicotinate (2.50 g, 0.015 mol), 10 mL dry DMF and 60% NaH (0.745 g, 0.0186 mol) with magnetic stirring. 3?-Fluoro-4?-methoxyacetophenone (2.60 g, 0.0155 mol) in 6 mL anhydrous DMF was added over 5-10 min. After addition, the reaction mixture was stirred for 30 min. The mixture was poured into 50 mL NH4Cl solution, the yellow solid was filtered and further washed with water and purified by column chromatography (hexane:EtOAc 4:1) to get (3.0 g, 66.4%) of product. A 50 mL flask was charged with this product (0.8 g, 2.64 mmol) and pyridine hydrogen chloride (3.04 g, 26.4 mmol) and heated to 190 C. for 4 h. The mixture was poured into sodium bicarbonate solution and the solid was collected by filtration, washed with EtOAc and MeOH and passed through a column (methanol:dichloromethane 1:4) to afford 400 mg of 2-(3-fluoro-4-hydroxyphenyl)pyrano[2,3-b]pyridine-4-one (59%). MS (ES) m/z: 257.85 (M); Mp. 267-268 C.

The synthetic route of 67367-26-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter R.; US2013/281396; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem