Category: pyridine-derivatives

Synthetic Route of 59-26-7, 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. 59-26-7, name is N,N-Diethylnicotinamide. A new synthetic method of this compound is introduced below.

General procedure: CoSO4·7H2O (0.005 mol, 1.41 g) and DENA (0.01 mol, 1.78 g) in separate beakers were dissolved in 50 mL of distilled water. The solutions of DENA and sodium 4-cyanobenzoate were added to the CoSO4 solution, respectively. The resulting clear solution was allowed to crystallize at room temperature. Pink single crystals were obtained after 1 week. The crystals were filtered off and washed with distilled water and dried at room temperature.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,59-26-7, N,N-Diethylnicotinamide, and friends who are interested can also refer to it.

Reference:
Article; Sertcelik, Mustafa; Oezbek, Fuereya Elif; Yueksek, Mustafa; Elmal?, Ayhan; Aydo?du, Oemer; Necefo?lu, Hacali; Hoekelek, Tuncer; Chemical Papers; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19798-80-2 , The common heterocyclic compound, 19798-80-2, name is 4-Chloropyridin-2-amine, molecular formula is C5H5ClN2, 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 LHMDS (1M in THF, 17.11 mL, 17.11 mmol) in THF (5 mL) at -5 C was added a solution of 4-chloropyridin-2-amine (1 g, 7.78 mmol) in THF (5 mL) and the mixture was stirred for 5 min. To this mixture was added a solution of BOC2O (1.898 mL, 8.18 mmol) in THF (5 mL). The mixture was stirred at 0 C for 2 h and quenched by addition of aqueous NH4Cl. The pH of the solution was adjusted to 6 by addition of 1.5N HCl and extracted with ethyl acetate (3×15 mL). The combined organic extracts were washed with sodium bicarbonate (15 mL), water (15 mL) and brine (15 mL). The combined organic extracts were dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate, petroleum ether gradient) to yield tert-butyl (4-chloropyridin-2-yl)carbamate (1.435 g, 6.28 mmol, 81% yield).

The synthetic route of 19798-80-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol – Myers Squibb Company; Vivekanand, M.Burda; Pan, Senrian; Ramkumar, Rajamani; Sushil, Jetanand Nara; Maheswaran, Shibasanban Calatrava; Tarun Kumar, Meishar; Jonathan, L. Ditta; Carolyn, Diane Jiaba; John, J. Bronson; John, E. Maco; (232 pag.)JP2015/528018; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 5969-83-5, 2-(4-Chlorophenyl)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, name: 2-(4-Chlorophenyl)pyridine, blongs to pyridine-derivatives compound. name: 2-(4-Chlorophenyl)pyridine

General procedure: A mixture of aryl halide (0.5 mmol), phenylboronic acid(0.5 mmol), K2CO3 (0.5 mmol), and nano-Pd/Fe3O4/ZnO(0.003 g, contain 9.7 × 10-5 mol% Pd), and H2O (1 mL) was stirred at 100 C in an oil bath under air atmosphere. After completion of the reaction, the catalyst was removed by a magnet and the resulting mixture was quenched with water and extracted with EtOAc (2 × 10 mL). The combined organic layer was dried over anhydrous sodium sulfate(Na2SO4) and evaporated in a rotary evaporator under reduced pressure. Resulting product was purified by column chromatography on silica gel using n-hexane/ethylacetate (5:1) as eluent to afford the pure product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5969-83-5, 2-(4-Chlorophenyl)pyridine, and friends who are interested can also refer to it.

Reference:
Article; Hosseini-Sarvari, Mona; Khanivar, Ameneh; Moeini, Fatemeh; Journal of the Iranian Chemical Society; vol. 13; 1; (2016); p. 45 – 53;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1737-93-5, 3,5-Dichloro-2,4,6-trifluoropyridine, 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, 1737-93-5, blongs to pyridine-derivatives compound. Application In Synthesis of 3,5-Dichloro-2,4,6-trifluoropyridine

Allgemeine Darstellung von [PENTAFLUORPYRIDIN (PFPY)] aus 3, [5-DICHLOR-2,] 4,6- [FLUORPYRIDIN] [(DCTFPY)] mittels [CHLOR-FLUOR-AUSTAUSCHREAKTION]. In 135 g [GESCHMOIZENEN SULFOLAN] (1,12 mol) werden nacheinander 11 [MMOL] des jeweiligen Katalysators, 38,3 g Kaliumfluorid (0,66 mol) und 50 g Chlorbenzol vorgelegt. Durch Destillation bei verminderten Druck wird die Mischung azeotrop getrocknet. Man [KueHLT AUF 40C] ab, ueberfuehrt in einen Autoklaven und gibt zu der warmen Reaktionsmischung 44,4 g 3, [5-DICHLOR-2,] 4, 6-fluorpyridin (0,22 mol). Man erhitzt auf [215C,] nach 22 Stunden wird auf Raumtemperatur abgekuehlt und der Gehalt an [PENTAFLUORPYRIDIN (PFPY)] gaschromatographisch bestimmt.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1737-93-5, its application will become more common.

Reference:
Patent; CLARIANT GMBH; WO2003/101926; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 19621-92-2 ,Some common heterocyclic compound, 19621-92-2, molecular formula is C6H5NO3, 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: The complex [RuH(CO)(6-OH-py-2-COO)(PPh3)2] (1) was synthesized by the reaction between [RuHCl(CO)(PPh3)3] (0.2 g, 2.0 × 10-4 mol) and 6-hydroxypyridine-2-carboxylic acid (0.031 g, 2.2 × 10-4 mol), and the complex [Ru(3-OH-py-2-COO)2(PPh3)2] (2) was synthesized by the reaction between [RuCl2(PPh3)3] (0.2 g, 2.0 × 10-4 mol) and 3-hydroxypyridine-2-carboxylic acid (0.061 g, 4.4 × 10-4 mol). The mixtures of the compounds were refluxed in methanol (60 mL) for 3 h. After this time, they were cooled and filtered. Crystals suitable for X-ray crystal analysis were obtained by slow evaporation of the reaction mixtures.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,19621-92-2, its application will become more common.

Reference:
Article; Ma?ecki; Krompiec; Maro?; Penkala; Polyhedron; vol. 48; 1; (2012); p. 21 – 30;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 15069-92-8, 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.15069-92-8, name is 5-Hydroxypicolinic acid, molecular formula is C6H5NO3, molecular weight is 139.1088, as common compound, the synthetic route is as follows.

EXAMPLE I-24 Preparation of 2-amino-5-pyridinol By substituting 139.0 g of 5-hydroxypicolinic acid for the 4-hydroxypicolinic acid in example 1 (a), (b) and (c), there is obtained 2-amino-5-pyridinol, as a colorless, granular solid.

Statistics shows that 15069-92-8 is playing an increasingly important role. we look forward to future research findings about 5-Hydroxypicolinic acid.

Reference:
Patent; E. R. Squibb & Sons, Inc.; US4022897; (1977); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 94413-70-4, 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. 94413-70-4, name is 4-(Aminomethyl)-2-methylpyridine. A new synthetic method of this compound is introduced below.

EXAMPLE 10 Reduction of 4-Cyano-2-methylpyridine The first-described method of Example 6 was used with isolation by distillation. The spectroscopic properties of the product were consistent with 2-methyl-4-pyridinemethanamine (81% yield): nmr (D2O, ppm) 3.55 (S,3), 3.96 (S,2), 4.61 (S,2), 7.0-8.1 (m,3); ir (nujol mull, cmmin1) 3000-3300, 1515, 1475.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,94413-70-4, 4-(Aminomethyl)-2-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; REILLY INDUSTRIES, INC.; EP161737; (1991); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 88912-25-8, 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. 88912-25-8, name is 4,6-Dichloropicolinic acid. A new synthetic method of this compound is introduced below.

Preparation of 1-72: A stirred solution of 1-71 (20.0 g, 104.1 mmol) in CH3OH (200 mL) was charged with cone H2SO4 (1.0 mL) at RT. The reaction mixture was heated at 70C for 2 h. The reaction mixture was concentrated under reduced pressure, diluted with EtOAc (100 mL) and poured into saturated NaHCC solution (80 mL). The layers were separated and the aqueous layer was extracted with EtOAc (2 chi 150 mL). The combined organic layer was washed with water (100 mL) and brine (100 mL). The organic layer was dried over anhydrous Na2S04 and concentrated under reduced pressure to afford 1-72 as a liquid. (0264) MS (MM) m/z 207.1 [M + H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88912-25-8, 4,6-Dichloropicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; IOMET PHARMA LTD.; MERCK SHARP & DOHME CORP.; COWLEY, Phillip, M.; MCGOWAN, Meredeth Ann; BROWN, Thomas, J.; HAN, Yongxin; LIU, Kun; PU, Qinglin; WISE, Alan; ZHANG, Hongjun; ZHOU, Hua; (70 pag.)WO2017/189386; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 571189-49-6, Adding some certain compound to certain chemical reactions, such as: 571189-49-6, name is 5-(4-Methylpiperazin-1-yl)pyridin-2-amine,molecular formula is C10H16N4, 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 571189-49-6.

Example 39N-( 1 -MethylethyD-2- [(5 -methyl-2- { [5 -(4-methyl- 1 -piperazinyl)-2-pyridinyll amino I -4- pyrimidinvDaminolbenzamideA solution of 5 -(4-methyl- l-piperazinyl)-2-pyridinamine (0.29g, 0.00 lmol), Intermediate 3 (0.36 g, 1.0 mmol), Cs2CO3 (1.84g, 5 mmol), and XANTPHOS (0.089 g, 0.15 mmol) in dioxane was degassed for ~15 mins. To the degassed solution was added Pd(OAc)2 (0.023 g, 0.10 mmol). The reaction mixture was heated to 70 0C for 48 h. The reaction mixture was diluted with water and extracted with CH2Cl2. The combined organic extracts were washed with brine and concentrated to a orange residue. The residue was dissolved in 50:50 H2O(0.1% TF A)ICH3CN, the solution was injected onto the Varian RP Cl 8 HPLC 5 to 95 40 min run. The impure product was concentrated and subjected to flash chromatography CH2Cl2 to 90:10:1 CHCl3:MeOH:NH4OH. Again impure product was collected. The impure material was dissolved in 0.5 mL of CH3CN and injected onto the Gilson RP Polaris C18 HPLC 5 to 60 H2O:CH3CN (0.1%TFA). The oily residue was dissolved in CH3CN and precipitated with Et2O (9 mg). 1H NMR (400 M Hz, CD3OD) delta 1.26 (d, J= 6.6 Hz, 6H), 2.33 (d, J= 1.0 Hz, 3H), 3.01 (s, 3H), 3.16 (m, 2H), 3.31 (m, 2H), 3.67 (m, 2H), 3.88 (m, 2H), 4.23 (m, IH), 7.18 (dd, J= 9.1, 0.5 Hz, IH), 7.33 (m, IH), 7.64 (m, IH), 7.70 (dd, J= 9.1, 3.0 Hz, IH), 7.81 (dd, J= 7.8, 1.3 Hz, IH), 7.93 (d, J= 1.3Hz, IH), 8.13 (d, J= 2.5Hz, IH), 8.72 (dd, J= 8.3, 1.3 Hz, IH). LC-MS (ES) m/z = 461 (M+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. 571189-49-6, 5-(4-Methylpiperazin-1-yl)pyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/147831; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13534-89-9, Adding some certain compound to certain chemical reactions, such as: 13534-89-9, name is 2,3-Dibromopyridine,molecular formula is C5H3Br2N, 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 13534-89-9.

General procedure: 2,5-dibromopyridine (119 mg, 0.50 mmol), phenylacetylene (61 mg, 0.6 mmol), i-Pr2NH (101 mg, 1.0 mmol), Pd(OAc)2 (11 mg, 5 mol %), PPh3 (26 mg, 10 mol %), and CuI (9.5 mg, 5 mol %) were dissolved in CH3CN/CH3OH (2:1, 6 mL). The solution was stirred at reflux under nitrogen atmosphere for 24 h and then cooled and the solid was filtered off. The filtrate was then concentrated and the resulting crude product was dissolved in CH2Cl2 (10 mL). The solution was washed with brine (10 mL), and dried over sodium sulfate. Upon removal of the solvent with a rotavapor, the resulting residue was subjected to column chromatography (petroleum ether/AcOEt, 200:1) to give the desired product 3i (117 mg, 91%) as a white solid.

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. 13534-89-9, 2,3-Dibromopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Bin; Chen, Rener; Jiang, Huajiang; Zhou, Qizhong; Qiu, Fangli; Han, Deman; Li, Rongrong; Tang, Wenyuan; Zhong, Aiguo; Zhang, Jie; Yu, Xiaochun; Tetrahedron; vol. 72; 22; (2016); p. 2813 – 2817;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem