Category: 1628-89-3

Electric Literature of 1628-89-3, 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. 1628-89-3, name is 2-Methoxypyridine. A new synthetic method of this compound is introduced below.

General procedure: To a stirred cooled (0 C) solution of 2,2,6,6-tetramethylpiperidine (1.0 mL, 6.0 mmol) in THF (5 mL) were added BuLi (1.6 M hexanes solution, 6.0 mmol) and, 5 min later, FeBr2 (0.43 g, 2.0 mmol). The mixture was stirred for 15 min at 0 C before introduction of the substrate (2.0 mmol). After 2 h at room temperature, the electrophile (6.0 mmol) was added. The mixture was stirred for 1 h before addition of H2O (10 mL) and extraction with EtOAc (3×20 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1628-89-3, its application will become more common.

Reference:
Article; Nagaradja, Elisabeth; Chevallier, Floris; Roisnel, Thierry; Jouikov, Viatcheslav; Mongin, Florence; Tetrahedron; vol. 68; 14; (2012); p. 3063 – 3073;,
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. 1628-89-3, name is 2-Methoxypyridine. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

A 5-liter three-necked round bottom flask was equipped with an overhead mechanical stirrer under nitrogen, the flask was charged with THF (1 L) and cooled to -78 C. To this stirred solution was added tert-butyllithium (1.7 M solution in pentane) (800 mL, 1.36 mol) via canula followed by 2-methoxypyridine (132.2 g, 1.21 mol) at -78 C. The mixture was stirred for 1 h at -78 C. To the mixture was added N-formyl-N, N’, N’-trimethylethylenediamine (176 mL, 1.37 mol) dropwise at -78 C. The reaction mixture was stirred for ca. 30 min at -78 C. before warming to -23 C. over ca. 30 min. To the mixture at -23 C. was added ethylene glycol dimethyl ether (1 L) followed by n-butyllithium (2.5 M solution in hexane) (800 mL, 2.0 mol). The resulting mixture was stirred for ca. 2 h during which time the reaction mixture turned deep green. A 12-L 4-necked round flask was charged with iodine (571 g, 2.25 mol) and ethylene glycol dimethyl ether (2 L) and the resultant solution was cooled to -78 C. The contents of the 5-L flask were transferred via canula to the mixture of iodine and ethylene glycol dimethyl ether in the 12-L flask at -78 C. After the addition was complete, the reaction mixture was stirred for an additional 1 h at -78 C. The cooling bath was removed and the mixture was allowed to warm to about 0 C. and treated with 2 L of water and 2 L of 1 N hydrochloric acid. Methyl t-butyl ether (2L) was added and the layers were separated. The aqueous layer was extracted with 2×1 L of methyl t-butyl ether. The combined organic layers were washed with saturated Na2S2O3 (1.2 L), brine (1.2 L), dried over Na2SO4. After concentration in vacuo, the thick slurry was diluted with hexane (1 L). The mixture was cooled with an ice/water bath for ca. 30 min. The precipitate was filtered and dried in vacuum to yield the title compound as a light yellow solid. 1H NMR (300 MHz, CDCl3) delta 10.22 (s, 1H), 7.86 (1H, d, J=5.3 Hz), 7.54 (1H, d, J=5.3 Hz), 4.06 (3H, s). LCMS (M+H)+ m/z 364 (t=2.26 min.).

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, 1628-89-3, 2-Methoxypyridine.

Reference:
Patent; Wittman, Mark D.; Balasubramanian, Neelakantan; Velaparthi, Upender; Zimmermann, Kurt; Saulnier, Mark G.; Liu, Peiying; Sang, Xiaopeng; Frennesson, David B.; Stoffan, Karen M.; Tarrant, James G.; Marinier, Anne; Roy, Stephan; US2004/44203; (2004); 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. 1628-89-3, name is 2-Methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H7NO

General procedure: Under the N2 atmosphere,2x (0.5 mmol) was added to the reaction tube in turn.3b (0.75mmol) and dissolved in 1.0M in advanceThe mixture obtained from KHMDS (0.75 mmol) of THF was heated to 100 C, and the reaction was stirred for about 16 hours until the conversion of the starting material was completed, and the temperature was lowered to room temperature.Diluted with THF (3 ml) to the reaction mixture.Filter through silica gel or diatomaceous earth, wash with THF,The crude product was concentrated in vacuo and subjected to silica gel column chromatography to give the corresponding product 1xb.As shown in the following equation, where, lists the yield of 1xb isolated using different 2x as raw materials.For example, when using 2f?,The yield of the product 1f’b was 88%.

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, 1628-89-3, 2-Methoxypyridine.

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

Application of 1628-89-3, 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. 1628-89-3, name is 2-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.

General procedure: A stirred cooled (0 C) solution of LiTMP prepared at 0 C in THF (6 mL) from 2,2,6,6-tetramethylpiperidine (1.7 mL, 10 mmol) and BuLi (1.6 M hexanes solution, 10 mmol) was treated with TMEDA (0.77 mL, 5.0 mmol) and CuCl (495 mg, 5.0 mmol). The mixture was stirred for 15 min at 0 C before introduction of the required substrate (5 mmol). After 2 h at rt, a solution of the required aroyl chloride (10 mmol) in THF (3 mL) was added. The mixture was stirred at rt or 60 C overnight before addition of a 1 M aqueous solution of NaOH (20 mL) and extraction with Et2O (220 mL). After washing the organic phase with an aqueous saturated solutionof NH4Cl (10 mL) and drying over anhydrous Na2SO4, the solvent was evaporated under reduced pressure, and the product was isolated after purification by flash chromatography on silica gel (the eluent is given in the product description).

According to the analysis of related databases, 1628-89-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Marquise, Nada; Harford, Philip J.; Chevallier, Floris; Roisnel, Thierry; Dorcet, Vincent; Gagez, Anne-Laure; Sable, Sophie; Picot, Laurent; Thiery, Valerie; Wheatley, Andrew E.H.; Gros, Philippe C.; Mongin, Florence; Tetrahedron; vol. 69; 47; (2013); p. 10123 – 10133;,
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. 1628-89-3, name is 2-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. Formula: C6H7NO

A flame-dried, 20 ml argon-filled Schlenk-tube was charged with 2-methoxypyridine (15) (55 mg, 0.50 mmol, 1 .0 equiv.), and dry MeCN (2.0 ml, c = 0.25 M). Trifluoroacetic anhydride (0.21 ml, 0.32 g, 1.5 mmol, 3.0 equiv.) was added while stirring the reaction mixture. After cooling to 0 C, tetrafluorothianthrene reagent (97 % (w/w) tetrafluorothianthrene-S-oxide 1 , 3 % (w/w) tetrafluorothianthrene 2, 157 mg, 0.50 mmol, 1 .0 equiv.) was added in one portion, followed by the addition of trimethylsilyl-trifluormethanesulfonate (181 pi, 0.22 g, 1.0 mmol, 2.0 equiv.) in one portion at 0 C, leading to a dark suspension. The vial was sealed and the mixture was stirred at 0 C for 1 h, followed by stirring at 25 C for 1 h. The reaction mixture was concentrated under reduced pressure, and diluted with 5 ml DCM. The DCM phase was poured onto a saturated aqueous NaHC03solution (ca. 10 ml). The mixture was poured into a separatory funnel, and the layers were separated. The DCM layer was washed with aqueous NaBF4solution (2 x ca. 10 ml, 5 % w/w), and with water (2 x ca. 10 ml). The DCM layer was dried over Na2S04, filtered, and the solvent was removed under reduced pressure. The residue was purified by chromatography on silica gel eluting with DCM / /-PrOH, (30:1 (v/v)). The product was dissolved in 5 ml DCM, and precipitated with 20 ml Et20. The precipitate was dried in vacuo to afford 21 1 mg (87 %) of 15a as colorless solid.NMR Spectroscopy:1H NMR (500 MHz, CD3CN, 298 K, d): 8.35 (dd, J = 9.1 Hz, 7.2 Hz, 2H), 8.06 (dd, J = 2.9 Hz, 0.5 Hz, 1 H), 7.97 (dd, J = 9.9 Hz, 7.1 Hz, 2H), 7.54 (dd, J = 9.2 Hz, 2.9 Hz, 1 H), 6.91 (dd, J = 9.2, 0.6 Hz, 1 H), 3.93 (s, 3H).13C {1H} NMR (128 MHz, CD3CN, 298 K, d): 168.1 , 154.8 (dd, J = 261.6 Hz, 13.1 Hz), 151 .7 (dd, J = 155.6 Hz, 13.7 Hz), 149.5, 139.6, 134.9 (dd, J = 8.8 Hz, 4.0 Hz), 125.0 (dd, J = 22.3 Hz, 2.4 Hz), 121.3 (d, J = 21 .9 Hz), 1 15.5 (dd, J = 7.2 Hz, 3.6 Hz), 1 14.2, 1 12.1 , 55.5. 19F {1H} NMR (471 MHz, CD3CN, 298 K, d): -125.6 (d, J = 20.4 Hz), -133.6 (d, J = 20.4 Hz), -151 .1 (bs), -151.1 (bs).HRMS-ESI(m/z) calc?d for CI8H10F4NOS2+[M-BF4]+, 396.013700; found, 396.013448; deviation: 0.6 ppm.

With the rapid development of chemical substances, we look forward to future research findings about 1628-89-3.

Reference:
Patent; STUDIENGESELLSCHAFT KOHLE MBH; RITTER, Tobias; BERGER, Florian; (146 pag.)WO2020/94673; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 1628-89-3, name is 2-Methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1628-89-3

Compound 11: Under oxygen atmosphere, to a 25 ml reaction flask are sequentially added silver nitrate (0.1mmol), 2-methoxy pyridine (0.5mmol), sodium acetate (1.0mmol), potassium persulfate (1.5mmol), formamide (2.0 ml) and water (0.4 ml). The mixture at 80 C reacts for 4h. Cooling to room temperature, reducing pressure and evaporating the solvent column chromatography separation to obtain the product, yield 83%.

With the rapid development of chemical substances, we look forward to future research findings about 1628-89-3.

Reference:
Patent; Nanjing Normal University; Han, Wei; Yao, Lifang; (11 pag.)CN105669542; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1628-89-3, Adding some certain compound to certain chemical reactions, such as: 1628-89-3, name is 2-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 1628-89-3.

A: 2 mol of 6-methoxypyridine and 700 ml of a 22percent potassium chloride solution were added to the reaction vessel.1.2L mass fraction of 26percent heptane solution, control solution temperature to 15 ° C,Adding an aqueous solution, 6 mol of aluminum isopropoxide, controlling the stirring speed of 370 rpm, and continuing the reaction for 120 min; B: Then, 6 mol of antimony trichloride powder was added, the temperature was controlled at 26 ° C, the reaction was continued for 3 h, then the temperature was lowered to 8 ° C, allowed to stand for 50 min, and the solution was layered.The oil layer was separated and washed 5 times with a 15percent sodium sulfate solution.The solution was washed 8 times with a mass fraction of 77percent in xylene and recrystallized from a cyclohexene solution having a mass fraction of 86percent.The dehydrating agent was dehydrated with anhydrous sodium sulfate to obtain 216.038 g of the obtained N-methylpyridin-2-one, and the yield was 99.1percent.

According to the analysis of related databases, 1628-89-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chengdu Kadifu Technology Co., Ltd.; Liao Runai; (4 pag.)CN108239022; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1628-89-3, 2-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, 1628-89-3, blongs to pyridine-derivatives compound. COA of Formula: C6H7NO

A solution of 2-methoxy-pyridine (100 g, 0.92 mole), NBS (180 g, 1.0 mole) inacetonitrile (1. OL) was stirred at reflux for 21 h. TLC showed that the reaction wascomplete. The reaction mixture was cooled to room temperature and concentrated. 900ml solvent was collected. The resulting suspension was filtered and washed with n-hexane (400mL). The filtrate was concentrated again to afford crude product. The cmde product was distilled at reduced pressure (30C[-0.3mmHg) to afford the title compound as a clearoil (146 g, 84%). LCMS (m/z): 190.0 [M+1f ?H NMR (400 MHz, CDC13): oe 3.90 (s,3H), 6.65 (d, J= 8.8 Hz, 1H), 7.62 (dd, J= 8.8 Hz, 2.4Hz, 1H), 8.19 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1628-89-3, its application will become more common.

Reference:
Patent; CURIS, INC.; FATTAEY, Ali; RHYASEN, Garrett, W.; (61 pag.)WO2018/85342; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem