Synthetic Route of 6231-18-1, 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. 6231-18-1, name is 2,6-Dimethoxypyridine. A new synthetic method of this compound is introduced below.
To a solution of 2,6-dimethoxypyridine (10 g, 71.84 mmol) and N,N-diisopropylamine (0.50 mL, 3.59 mmol) in THF (200 mL, dist. Na) at -40C under nitrogen was added -BuLi (43.10 mL, 86.21 mmol) dropwise. The resultant solution was stirred at -40C for 5 min, and then warmed to 0 C and stirred at this temperature for a further 3 hours. The solution was then again cooled to -40 C, and triisopropylborate (24.87 mL, 107.76 mmol) was added dropwise, and the mixture stirred at r.t. for another 1 hour. Water (50 mL) was added and the solvent was removed in vacuo. To the residue was added 1M NaOH (100 mL) and the aqueous layer washed with EtOAc (2 x 100 mL). The aqueous layer was then acidified to pH 3 and a solid precipitated. This solid was filtered and dried to afford the product 56. Yield = 8.10 g, 61%. 1H NMR (0334) (DMSO-d6) delta 7.87 (1H, d, J = 7.9 Hz), 6.36 (1H, d, J = 7.9 Hz), 3.90 (3H, s), 3.87 (3H, s).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,6231-18-1, 2,6-Dimethoxypyridine, and friends who are interested can also refer to it.
Reference:
Patent; THE GLOBAL ALLIANCE FOR TB DRUG DEVELOPMENT, INC.; UPTON, Anna, Marie; COOPER, Christopher, Blair; MARCEL, Koenraad, Jozel Lodewijk; GUILLEMONT, Jerome, Emile Goerges; VAN DEN BROECK, Walter Marcel, Mathilde; PALMER, Brian, Desmond; MA, Zhenkun; (186 pag.)WO2017/155909; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem