A new synthetic route of 867267-24-1

At the same time, in my other blogs, there are other synthetic methods of this type of compound,867267-24-1, 2,5-Dimethoxypyridine, and friends who are interested can also refer to it.

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.867267-24-1, name is 2,5-Dimethoxypyridine, molecular formula is C7H9NO2, molecular weight is 139.1519, as common compound, the synthetic route is as follows.Recommanded Product: 867267-24-1

General procedure: At -78 C., lithium diisopropylamide (2 M in tetrahydrothranlheptane/ethylbenzene) was added to a solution of the appropriate pyridine derivative in tetrahydrofuran (3 ml/mmol), the mixture was stirred for 2-4 h and triisopropyl borate was then added quickly. The reaction mixture was maintained at -78 C. for a further 2-3 hand then slowly thawed to RT overnight. Afier addition of water, the tetrahydrofuran was removed under reduced pressure and the aqueous phase was extracted twice with ethyl acetate. The aqueous phase was acidified with aqueous hydrochloric acid (2M), generally resulting in formation of a precipitate which was filtered off, washed with water and dried. The aqueous phase was extracted three times with ethyl acetate. The combined organic phases were dried (sodium sulphate or magnesium sulphate), filtered and concentrated under reduced pressure.;11.53 g (82.9 mmol) of 2,5-dimethoxypyridine were reacted according to General Method l. The desired product precipitated out after acidification of the aqueous phase. Yield: 9.53 g (61% of theory)10599] LC/MS [Method 1]: R=0.47 mm; MS (ESIpos):mlz=184 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,867267-24-1, 2,5-Dimethoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; ROeHRIG, Susanne; HILLISCH, Alexander; STRASSBURGER, Julia; HEITMEIER, Stefan; SCHMIDT, Martina Victoria; SCHLEMMER, Karl-Heinz; TERSTEEGEN, Adrian; BUCHMUeLLER, Anja; GERDES, Christoph; SCHAeFER, Martina; TELLER, Henrik; JIMENEZ NUNEZ, Eloisa; SCHIROK, Hartmut; KLAR, Juergen; (66 pag.)US2016/272637; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 867267-24-1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,867267-24-1, its application will become more common.

Related Products of 867267-24-1 ,Some common heterocyclic compound, 867267-24-1, molecular formula is C7H9NO2, 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.

66.9 g (661.1 mmol) of A/A-diisopropylamine were dissolved in 380 g of THF and cooled to a temperature of -60C. 395.2 mL (632.4 mmol) of w-butyllithium (1.6 M in hexane) were added within 45 min while keeping the temperature below -50C. The mixture was stirred at -60C for another 15 min. Then 80 g (574.9 mmol) of 2,5-dimethoxypyridine were added within 45 min while keeping the temperature between -50 and -60C. After completion of the addition the adding funnel was washed with another 10 mL of THF. The reaction mixture was stirred at -60C for 2 h, before 118.9 g (632.4 mmol) triisopropyl borate was added within 30 min. Again the adding funnel was washed with 10 mL of THF. The reaction mixture was warmed to 20C and stirred for 30 min. Then a mixture of acetic acid (106 g) and water (602 g) was added within 15 min and the mixture was stirred for another 30 min. Then the organic solvents (650 g) were evaporated in vacuo (300 mbar) at a temperature of maximum 70C and the resulting suspension cooled to 20C and filtered. The product cake was washed with cold water (three times 100 mL) and dried at 40C for about 16 hours under reduced pressure in a drying oven. Yield: 78.6 g (75% of theory). MS (ESI+): m/z = 184.1 [M+H]+ ; ‘H-NMR (400MHz, DMSO-cL): d [ppm] = 8.15 (hr s, 2H), 7.80 (s, 1H), 6.76 (s, 1H), 3.78 (d, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,867267-24-1, its application will become more common.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; EGGER, Julian; GOeTZ, Daniel; SOWA, Michal; (43 pag.)WO2019/175043; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem