Pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 5223-06-3, 2-(5-Ethylpyridin-2-yl)ethanol, 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, Computed Properties of C9H13NO, blongs to pyridine-derivatives compound. Computed Properties of C9H13NO

General procedure: To a solution of A1B1 (1.0mmol) and triphenylphosphine (1.5mmol) in anhydrous tetrahydrofuran (3mL), added C1 or C2 (2.0mmol) and dropwise added diethyl azodicarboxylate (DEAD, 1.5mmol) in anhydrous and anoxybiotic conditions. The reaction mixture was stirred at-2C for 30min, and then stirred at room temperature for 24h. After completion of reaction was monitored through TLC, the reaction mixture was filtered and washed with ether and saturated salt water to get products because there would be a solid precipitate.

The synthetic route of 5223-06-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Fang; Sun, Jun-Rong; Huang, Mei-Yan; Wang, Hui-Ying; Sun, Ping-Hua; Lin, Jing; Chen, Wei-Min; European Journal of Medicinal Chemistry; vol. 72; (2014); p. 35 – 45;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 5969-83-5 ,Some common heterocyclic compound, 5969-83-5, molecular formula is C11H8ClN, 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: 2-Phenylpyridine (77.5 mg, 0.5 mmol, 1 eq), RuCl3 (2.6 mg, 0.0125 mmol, 5 mol%), FeCl3. 6 H2O (108 mg, 0.4 mmol) and [BuEt3N][NTf2] (15) (0.5 mL) were added under an atmosphere of air to a 10 ml round bottom flask. The reaction was stirred for 48 h at 110 C. After completion of the reaction, it was cooled to room temperature and then ethyl acetate (1 mL) and triethylamine (1 mL) were added and the mixture was allowed to stir for 30 min. The purification was performed by flash chromatography (diethyl ether/ n-hexane = 1 : 1) to afford 2 (64 mg, 21 mmol, 83 %).

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. 5969-83-5, 2-(4-Chlorophenyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Muntzeck, Maren; Pippert, Felix; Wilhelm, Rene; Tetrahedron; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1173081-96-3 ,Some common heterocyclic compound, 1173081-96-3, molecular formula is C8H13ClN2O, 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.

Step 7 N-((4,6-Dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-ethyl-6-(ethyl(tetrahydro-2 H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-carboxamide The crude 5-ethyl-6-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofu ran-4-carboxylic acid 9f (1.1 g, 2.5 mmol) was dissolved in 20 mL of N,N-dimethylformamide, then 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (715 mg, 3.7 mmol), 1-hydroxybenzotriazole (510 mg, 3.7 mmol) and N,N-diisopropylethylamine (1.6 g, 12.5 mmol) were added. The mixture was stirred 1 hour, then 3-(aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride 2a (470 mg, 2.5 mmol) was added. The mixture was stirred for 16 hours. After the reaction was completed, excess water was added, and the reaction solution was extracted with a mixture of dichloromethane and methanol (V:V=8:1). The organic phases were combined, washed with water and saturated sodium chloride solution, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by thin-layer chromatography with elution system A to obtain the title compound N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-ethyl-6-(ethyl(tetrahydro-2 H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-carboxamide 9 (850 mg, yield 59%) as a white solid. MS m/z (ESI): 577.7 [M+1] 1H NMR (400 MHz, DMSO-d6) delta 11.50(s, 1H), 8.16(t, 1H), 7.38(s, 1H), 6.37(brs, 1H), 5.87(s, 1H), 4.31(d, 2H), 3.82(d, 2H), 3.21(t, 2H), 3.01-3.07(m, 4H), 2.91-2.96 (m, 1H), 2.79-2.81(m, 2H), 2.24(s, 3H), 2.17(brs, 2H), 2.12(s, 3H), 2.02(brs, 2H), 1.63-1.66(brd, 2H), 1.45-1.54(m, 2H), 1.25(brs, 6H), 1.01(t, 3H), 0.81(t, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1173081-96-3, its application will become more common.

Reference:
Patent; Jiangsu Hengrui Medicine Co. Ltd.; Shanghai Hengrui Pharmaceutical Co. Ltd.; LU, Biao; SHEN, Xiaodong; HE, Mingxun; LIU, Dong; ZHANG, Minsheng; (97 pag.)EP3378859; (2018); A1;,
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. 116387-40-7, name is Methyl 5-iodo-2-oxo-1,2-dihydropyridine-3-carboxylate. A new synthetic method of this compound is introduced below., Formula: C7H6INO3

c) Methyl 2-chloro-S-iodonicotinate. To a solution of anhydrous DMF (21.45 mL) and distilled POCl3 (26.13 mL) in anhydrous DCM (900 mL) was added methyl 2-hydroxy-5-iodonicotinate (39 g, 0.14 mol) in one portion. The mixture was stirred at room temperature for 28 hours under a N2 atmosphere. The solvent was removed under reduced pressure, and the residue was diluted with H2O. The pH of the aqueous solution was adjusted to pH = 8~9 with a saturated aqueous solution OfNaHCO3. The mixture was extracted with DCM (5 x). The combined organic layers were dried over Na2SO4 and filtered. The filtrate was evaporated under reduced pressure, and the oily residue was purified by silica gel column chromatography (1 : 10 EtOAc/hexanes) to give the title compound as a white solid.

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, 116387-40-7, Methyl 5-iodo-2-oxo-1,2-dihydropyridine-3-carboxylate.

Reference:
Patent; AMGEN INC.; WO2008/130600; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 107504-08-5, name is 5-Fluoro-2-picolinic acid, molecular formula is C6H4FNO2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Formula: C6H4FNO2

General procedure: To a round-bottomed flask, 2,4-diphenylquinoline (dpq, 3.99 g,14.2 mmol), iridium trichloride hydrate (2.00 g, 5.7 mmol), deionizedwater (10 mL) and 2-ethoxyethanol (30 mL) were added sequentiallyand the mixture was stirred at 110 C overnight under a nitrogen atmosphere.After the solution was cooled to room temperature, theprecipitate was collected by filtration, washed with water and ethanol,and then dried to give a cyclometallated iridium(III) mu-chloro-bridgeddimer ([Ir(dpq)2Cl]2) in 72% yield. The dimer was directly redissolvedin CH2Cl2, and then, 2.5 equivalents fluoropicolinic acid along with amixture of methanol and triethylamine (8:1, v/v) were added. Themixed solution was stirred at room temperature under a nitrogen atmospherefor 6 h, and further distilled by vacuum. The crude productswere further purified by silica column chromatography using dichloromethane/ethyl acetate (6:1, v/v) as the eluent to give the desiredfluorinated cyclometalated iridium(III) complexes (FIr1-FIr4)

With the rapid development of chemical substances, we look forward to future research findings about 107504-08-5.

Reference:
Article; Zhang, Man; Hu, Yuan-Yuan; Pan, Miao; Tong, Bi-Hai; Wang, Song; Zhou, Hui-Dong; Shi, Peng; Zhang, Qian-Feng; Dyes and Pigments; vol. 165; (2019); p. 11 – 17;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1083057-14-0, tert-Butyl 3-(6-amino-3-methylpyridin-2-yl)benzoate, 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, Application In Synthesis of tert-Butyl 3-(6-amino-3-methylpyridin-2-yl)benzoate, blongs to pyridine-derivatives compound. Application In Synthesis of tert-Butyl 3-(6-amino-3-methylpyridin-2-yl)benzoate

Preparation of 3-(6-(1-(2,2-difluorobenzo [d][1,3]dioxol-5-yl)-cyclopropanecarboxamido)-3-methylpyridin-2-yl)-t-butylbenzoate The crude acid chloride described above was dissolved in toluene (2.5 vol based on acid chloride) and added via addition funnel to a mixture of tert-butyl-3-(6-amino-3-methylpyridin-2-yl)benzoate (1 eq), DMAP, (0.02 eq), and triethylamine (3.0 eq) in toluene (4 vol based on tert-butyl-3-(6-amino-3-methylpyridin-2-yl)benzoate). After 2 hours, water (4 vol based on tert-butyl-3-(6-amino-3-methylpyridin-2-yl)benzoate) was added to the reaction mixture. After stirring for 30 minutes, the layers were separated. The organic phase was then filtered and concentrated to afford a thick oil of 3-(6-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl) cyclopropanecarboxamido)-3-methylpyridin-2-yl)-t-butylbenzoate (quantitative crude yield). Acetonitrile (3 vol based on crude product) was added and distilled until crystallization occurs. Water (2 vol based on crude product) was added and the mixture stirred for 2 h. The solid was collected by filtration, washed with 1:1 (by volume) acetonitrile/water (2*1 volumes based on crude product), and partially dried on the filter under vacuum. The solid was dried to a constant weight (<1% difference) in a vacuum oven at 60 C. with a slight N2 bleed to afford 3-(6-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl) cyclopropanecarboxamido)-3-methylpyridin-2-yl)-t-butylbenzoate as a brown solid. The synthetic route of 1083057-14-0 has been constantly updated, and we look forward to future research findings. Reference:
Patent; Vertex Pharmaceuticals Incorporated; Verwijs, Marinus Jacobus; (75 pag.)US2016/324788; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13508-96-8, 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 13508-96-8, name is 2-Methyl-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

2-methyl-4-nitropyridine (13.8 g, 0.1 mol) was dissolved in a methanol solution.10% Pd/C (0.1 g) was added, and the reaction was carried out in an autoclave, and hydrogen gas was passed to a pressure of 0.5 MPa, and the temperature was raised to 30 C for 15 hours.TLC was monitored until the reaction was complete, cooled to room temperature, diatomaceous earth was filtered, and the filter cake was washed with dichloromethane.This prevents Pd/C from catching fire and the filtrate is concentrated to give 2-methyl-4-aminopyridine.The molar yield was 97%.

According to the analysis of related databases, 13508-96-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Danyang Ning David Fang To Detect Co., Ltd.; Wei Qian; (5 pag.)CN109748854; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 139022-25-6 , The common heterocyclic compound, 139022-25-6, name is Imidazo[1,2-a]pyridine-6-carboxylic acid, molecular formula is C8H6N2O2, 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 compound B-266 (4.3 g, 27 mmol) in anhydrous tetrahydrofuran (25 mL) was added borane dimethyl sulfide complex (5.8 mL, 10 N in dimethyl sulfide, 58 mmol) dropwise at 0 C. The resulting solution was stirred at 0 C for 0.5 hour, then heated to 80 C and stirred at this temperature for 3 hours. On completion, the mixture was quenched with methanol (10 mL) at 0 C, concentrated in vacuo and purified by silica gel chromatography [dichloromethane: methanol = 10: 1] to give compound B-267 (1.0 g, 26% yield) as a white solid. LCMS: (ES+) m/z (M+H)+ = 149.1 , tR = 0.279.

The synthetic route of 139022-25-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORUM PHARMACEUTICALS, INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66371; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 588729-99-1, 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. 588729-99-1, name is 3-Amino-5-bromo-2-chloropyridine. A new synthetic method of this compound is introduced below.

Intermediate 50 N-(5-Bromo-2-chloro-3-pyridinyl)methanesulfonamide 5-Bromo-2-chloro-3-pyridinamine (10 g) was dissolved in pyridine (75 ml) and methanesulfonyl chloride (7.5 ml) was added and stirred overnight. Further methanesulfonyl chloride (2.1 ml) was added and the reaction stirred at RT for 5 h. Further methanesulfonyl chloride (2.1 ml) was added and the mixture stired at RT overnight. The ph was adjusted to -6 by the addition of 2M HCI (aq). The mixture was then extracted with DCM (2 x 150 ml) and the combined organic layers were passed through a hydrophobic frit and the solvent removed in vacuo. The residue was suspended in methanol (200 ml) and 2M NaOH (50 ml) was added. The mixture was stirred for 1 hour and then the solvent removed in vacuo. The residue was dissolved in water (250 ml) and washed with DCM (150 ml). The aqueous layer was then acidified and the resulting precipitate collected by filtration. The solid was air dried overnight to give title compound (13.45 g) as an off white solid. LCMS (Method B) R1 = 0.81 min, MH” = 285.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,588729-99-1, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/147187; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 60832-72-6, 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. 60832-72-6, name is Oxazolo[4,5-b]pyridin-2(3H)-one. A new synthetic method of this compound is introduced below.

Step-2 [0135] To the stirred solution of compound 2 (0.5 g, 3.35 mmol) in DMF (3 ml) was added bromine (0.53 g, 3.35 mmol) at 0 C. After 2 h stirring at room temperature, reaction mass was poured onto crushed ice, solid was followed out, filtered the solid and dried under vacuum to get the desired compound 3 (0.25 g)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60832-72-6, Oxazolo[4,5-b]pyridin-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Rangarajan, Radha; Kumar, Rajinder; Prabhakar, BV; Chandrasekhar, P; Mallikarjuna, P; Banerjee, Ankita; US2014/249170; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem