Category: 63071-03-4

Reference of 63071-03-4 ,Some common heterocyclic compound, 63071-03-4, molecular formula is C7H9NO, 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 A: methyl 2-(6-methoxypyridin-2-yl)acetate To the solution of LDA (18.3 mL, 36.5 mmol) in THF (120 mL) cooled to -78 C. was added 2-methoxy-6-methylpyridine (1.5 g, 12.2 mmol) in THF (15 mL) dropwise, and then the mixture was stirred at -78 degree for 2 h. Dimethyl carbonate (1.2 mL, 14.6 mmol) was added quickly and continued to stir at -78 C. for 15 min. The reaction was quenched by H2O at -78 C. The solution was extracted with ethyl acetate, dried over sodium sulfate and evaporated under reduced pressure. The residue was purified with a standard method to give desired compound. _?H NMR (CHEOROFORM-d) oe: 7.55 (dd, J8.3,7.3 Hz, 1H), 6.85 (d, J7.3 Hz, 1H), 6.65 (d, J8.3 Hz, 1H),3.92 (s, 3H), 3.77 (s, 2H), 3.74 (s, 3H). EC-MS: mlz (M+H)182.6.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63071-03-4, its application will become more common.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC; Lemieux, Rene M.; Popovici-Muller, Janeta; Salituro, Francesco G.; Saunders, Jeffrey O.; Travins, Jeremy; Chen, Yongsheng; US2014/142081; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 63071-03-4, 2-Methoxy-6-methylpyridine, 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, HPLC of Formula: C7H9NO, blongs to pyridine-derivatives compound. HPLC of Formula: C7H9NO

Example given for n = 7: An oven dried round bottom flask, equipped with magnetic stir bar was sealed under argon. To the flask, THF (10 mL) and n-BuLi (2.4 M in hexanes, 2.0 mL, 4.8 mmol) were added and cooled to 0 oC. To this flask, 2-methoxy-6-methylpyridine (0.50 mL, 4.1 mmol) was added drop wise via syringe, which resulted in a yellow color that intensified to brown over a few min. After 10 min, 1,6-dibromohexane (2.0 mL, 13 mmol) was added in one portion and the color rapidly dissipated. After an additional 2 h, the reaction was quenched upon addition of water. The phases were separated and the aqueous phase was extracted with ethyl acetate. The combined organic phases were washed with brine, dried (MgSO4) and concentrated in vacuo. Final purification by column chromatography (0% -15% ethyl acetate in hexanes) afforded the desired compound (397 mg, 34%) along with the dimer 1,8-bis(6-methoxypyridin-2-yl)octane (180 mg, 27%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63071-03-4, 2-Methoxy-6-methylpyridine, and friends who are interested can also refer to it.

Reference:
Article; Topczewski, Joseph J.; Lodge, Alexander M.; Yasapala, Sumana N.; Payne, Maurice K.; Keshavarzi, Pedrom M.; Quinn, Daniel M.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 21; (2013); p. 5786 – 5789;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 63071-03-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 63071-03-4 as follows.

BuLi (2.5 M, 49.0 ml, 122 mmol) was added to a solution of 2-methoxy-6-methylpyridine in THF (300 ml) at -78 C. over a period of 30 min. After warming the mixture to 0 C. over a period of 1 h, the reaction was re-cooled to -78 C. and acetaldehyde (22.3 ml, 407 mmol) was slowly added. The mixture was stirred for 1 h at -78 C. and allowed to warm to ambient temperature. Addition of sat. aq. NH4Cl and extraction with EtOAc was followed by a wash of the organic layer with sat. aq. NaHCO3 and brine. Concentration of the organic layer in vacuo and chromatographic purification of the resulting residue gave 8.96 g (66%) of 1-(6-methoxypyridin-2-yl)propan-2-ol. 1H-NMR (CDCl3) delta 7.51 (dd, 1H), 6.71 (d, 1H), 6.63 (d, 1H), 5.18 (br s, 1H), 4.21 (qdd, 1H), 3.91 (s, 3H), 2.84 (dd, 1H), 2.77 (dd, 1H), 1.28 (d, 3H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63071-03-4, its application will become more common.

Reference:
Patent; Forest Laboratories Holdings Limited; US2007/281918; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 63071-03-4, 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 63071-03-4, name is 2-Methoxy-6-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Example given for n = 7: An oven dried round bottom flask, equipped with magnetic stir bar was sealed under argon. To the flask, THF (10 mL) and n-BuLi (2.4 M in hexanes, 2.0 mL, 4.8 mmol) were added and cooled to 0 oC. To this flask, 2-methoxy-6-methylpyridine (0.50 mL, 4.1 mmol) was added drop wise via syringe, which resulted in a yellow color that intensified to brown over a few min. After 10 min, 1,6-dibromohexane (2.0 mL, 13 mmol) was added in one portion and the color rapidly dissipated. After an additional 2 h, the reaction was quenched upon addition of water. The phases were separated and the aqueous phase was extracted with ethyl acetate. The combined organic phases were washed with brine, dried (MgSO4) and concentrated in vacuo. Final purification by column chromatography (0% -15% ethyl acetate in hexanes) afforded the desired compound (397 mg, 34%) along with the dimer 1,8-bis(6-methoxypyridin-2-yl)octane (180 mg, 27%).

According to the analysis of related databases, 63071-03-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Topczewski, Joseph J.; Lodge, Alexander M.; Yasapala, Sumana N.; Payne, Maurice K.; Keshavarzi, Pedrom M.; Quinn, Daniel M.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 21; (2013); p. 5786 – 5789;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 63071-03-4, Adding some certain compound to certain chemical reactions, such as: 63071-03-4, name is 2-Methoxy-6-methylpyridine,molecular formula is C7H9NO, 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 63071-03-4.

To intermediate 73 (1.95 g, 0.015 mol) at r. t. , was added HNO3 60% (7ml). The mixture became reddish brown with generation of heat and NO2. CONC. H2SO4 (7ML) was then added. The solution was stirred at 80C overnight. Into the cooled reaction mixture was poured ice water (70ml) and the solution was neutralized with CACO3. The aqueous solution was extracted with EtOAc (3X50 mL) and the combined organic extracts were dried over anh. NA2SO4. The solids were filtered and the solvent was evaporated to dryness to give the title compound (2.25 g, 86%) as a yellow solid. NMR (‘H, DMSO): 8 8.3 (d, 1H) ; 6.8 (d, 1H) ; 4 (s, 3H), 2.7 (s, 3H).

According to the analysis of related databases, 63071-03-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SB PHARMCO PUERTO RICO INC; NEUROCRINE BIOSCIENCES INC; GLAXO GROUP LIMITED; WO2004/62665; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem