Category: 620-08-6

Synthetic Route of 620-08-6 , The common heterocyclic compound, 620-08-6, name is 4-Methoxypyridine, molecular formula is C6H7NO, 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: An test tube was charged with acetophenone (1a, 0.6 mmol, 72.1 mg), pyridine (2a, 0.6 mmol, 47.5 mg), methyl acrylate (3a, 0.3 mmol, 25.8 mg), K2CO3 (2.4 mmol, 331.7 mg) , I2 (1.2 mmol, 304.6 mg), CuI (0.06 mmol, 11.4 mg) and 1 mL DMF. The reaction mixture was stirred at 90 C for 16 h. After completion of the reaction, the reaction mixture was diluted with EtOAc, and washed with 10% Na2S2O3 solution (50 mL). Then the mixture was extracted with EtOAc (20 mL×3), and the combined organic layers were dried over Na2SO4, filtered, and concentrated invacuo. The remaining crude product was then purified through column chromatography using silica gel (EtOAc/petroleum ether = 1/10) to afford 4a as a yellow solid in 66% yield.

The synthetic route of 620-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fang, Youlai; He, Lisheng; Pan, Weidong; Yang, Yuzhu; Tetrahedron; vol. 75; 27; (2019); p. 3767 – 3771;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 620-08-6, Adding some certain compound to certain chemical reactions, such as: 620-08-6, name is 4-Methoxypyridine,molecular formula is C6H7NO, 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 620-08-6.

4-Trifluoromethyl bromobenzene (4.2ml, 30mmol) was added portionwise to magnesium turnings (0.729g, 30mmol) in dry TEtaF (30ml), a couple of drops of 1,2-dibromoethane was added to initiate the reaction. The resulting brown solution was cooled to -250C. 4-Methoxypyridine (3.0ml, 30mmol) was added followed by benzyl chloroformate (4.3ml, 30mmol). The reaction was stirred for 30 mins at -200C then quenched with 2N HCl. After stirring for 10 mins the mixture was extracted with EtOAc (x3). The combined extracts were washed with brine, dried (MgSO4), filtered and evaporated. The residue was purified by chromatography (silica, 10-40% EtOAc/hexanes) to give the dihydropyridine (9.3Og, 83%). 1H NMR (500 MHz, CDCl3) delta: 2.77 (IH, d, J 16.6), 3.18 (IH, dd, J 7.7, 16.6), 5.20 (IH, d, J 12.0), 5.27 (IH, d, J 12.0), 5.42 (IH, d, J 8.3), 5.77 (IH, d, J 6.3), 7.24-7.37 (7H, m), 7.54 (2H, d, J 8.2), 8.00 (IH, m).

According to the analysis of related databases, 620-08-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2006/43064; (2006); 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. 620-08-6, name is 4-Methoxypyridine. A new synthetic method of this compound is introduced below., Computed Properties of C6H7NO

a) Preparation of Intermediate 21 Di-tert-butyl dicarbonate (58.333 mmol) was added portionwise under a N2 atmosphere and with rapid stirring to a solution of 4-methoxypyridine (58.333 mmol) in THF (60 ml). The mixture was cooled to 0 C., vinylmagnesium bromide (70 mmol) was added dropwise and the mixture was stirred for 3 hours at room temperature. HCl (1N) (about 150 ml) was added at 5 C. (ambient temperature of 25 C.) and the mixture was stirred for 10 minutes. The mixture was extracted with EtOAc. The organic layer was washed with 10% aqueous NaHCO3 solution then brine, dried over MgSO4, filtered and evaporated to dryness, yielding 10.7 g (82.1%) of intermediate 21.

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, 620-08-6, 4-Methoxypyridine.

Reference:
Patent; Guillemont, Jerome Emile Georges; Motte, Magali Madeleine Simone; Lancois, David Francis Alain; Thomas, Sebastein Robert Gaston; Balemans, Wendy Mia Albert; US2015/51244; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

620-08-6, Adding a certain compound to certain chemical reactions, such as: 620-08-6, 4-Methoxypyridine, 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, 620-08-6, blongs to pyridine-derivatives compound.

General procedure: According to the raw material ratio of Table 1, a copper additive, elemental iodine, alkali, aryl ethyl ketone (IV), pyridine derivative (III), electron-deficient olefin (II) and organic solvent 1 ml were added to a 10 ml sealed tube, and the mixture was stirred and mixed uniformly. In Table 1, A is cuprous chloride; B is cuprous iodide; C is sodium carbonate; D is potassium carbonate; E is N-methylpyrrolidone; and F is N,N-dimethylformamide. After completion of the reaction according to the reaction conditions of Table 2, the reaction solution was transferred to a separatory funnel containing 10% sodium thiosulfate solution, and the aqueous phase was extracted three times with ethyl acetate. The mixture was dried, filtered, and the filtrate was added to a silica gel mixture, and the solvent was evaporated to dryness, and purified by silica gel column chromatography (eluent ethyl acetate and petroleum ether mixture) to obtain the corresponding C-3 arylformylpyridazine compound (I)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,620-08-6, its application will become more common.

Reference:
Patent; Guizhou Chinese Academy Of Sciences Natural Result Chemical Emphasis Experiment Shi (Guizhou Medical University Natural Result Chemical Emphasis Experiment Shi); Yang Yuzhu; Fang Youlai; Liu Xiaolan; He Lisheng; (14 pag.)CN110156776; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

620-08-6, 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. 620-08-6, name is 4-Methoxypyridine, molecular formula is C6H7NO, 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.

To a solution of t-butyllithium in THF (1.7 M, 9.7 mL, 16.5 mmol, 2.1 eq) in THF (40 mL) maintained at -78 C was added 2-bromomesitylene (1.6 g, 8.0 mmol, 1.3 eq) dropwise. The resulting solution was stirred for 1 h at -78 C, then 4-methoxypyridine (681 mg, 0.63 mL, 6.2 mmol) was added and the mixture was warmed to -20 C in an ice-salt bath. After stirring for 3 h at -20 C, the mixture was cooled back to -78 C and DMF (1.17 g, 16.0 mmol, 2.0 eq) was added. The reaction mixture was stirred for 1 h, quenched with brine at -78 C and extracted with diethyl ether (3 ¡Á 100 mL). The combined organic extracts were dried over K2CO3, filtered and evaporated to yield a crude oil that was purified by silica gel chromatography using 1:1 EtOAc:hexanes to yield 405 mg (47.6%) of product as a pale yellow oil: Rf 0.25 (1:1 hexane:EtOAc); 1H NMR (300 MHz, CDCl3) delta 10.43 (s, 1H), 8.87 (s, 1H), 8.62 (d, 1H), 6.92 (d, 1H), 4.1 (s, 3H).

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. 620-08-6, 4-Methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Williams, John D.; Khan, Atiyya R.; Cardinale, Steven C.; Butler, Michelle M.; Bowlin, Terry L.; Peet, Norton P.; Bioorganic and Medicinal Chemistry; vol. 22; 1; (2014); p. 419 – 434;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

620-08-6, Adding a certain compound to certain chemical reactions, such as: 620-08-6, 4-Methoxypyridine, 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, 620-08-6, blongs to pyridine-derivatives compound.

4-methoxypyridine 2a (0.5 mmol) and aniline 3a (0.75 mmol) were sequentially added to the reaction tube under N2 atmosphere.a mixture obtained by dissolving a base (0.75 mmol) of THF and a solvent (0.5 ml) in a concentration of 1.0 M in advance,Heat to T C, stir the reaction for about 16 h until the conversion of the raw materials is completed, and return to room temperature.Diluted with THF (3 ml) to the reaction mixture.Filtered on silica gel or diatomaceous earth, washed with THF,The crude product was concentrated in vacuo and subjected to silica gel column chromatography to give the corresponding product 1aa.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,620-08-6, its application will become more common.

Reference:
Patent; Hunan University; Wang Xueqiang; Tan Weihong; Wang Xia; Long Chengyu; Huang Sijie; (22 pag.)CN109608394; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem