Electric Literature of 3149-28-8, A common heterocyclic compound, 3149-28-8, name is 2-Methoxypyrazine, molecular formula is C5H6N2O, 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.
1) Preparation of 2-Iodo-3-methoxypyrazine To 20 ml of an anhydrous THF solution of 1.3 g of diisopropylamine was added 4.8 ml (2.5 M hexane solution) of n-butyllithium at -78 C., and the mixture was stirred at that temperature for 20 minutes. To the reaction mixture was added 10 ml of a THF solution of 1.1 of 2-methoxypyrazine, followed by stirring at -78 C. for 1 hour. To the reaction mixture was further added 10 ml of a THF solution of 4.0 g of iodine, followed by stirring for 4 hours while gradually elevating the temperature to room temperature. The reaction mixture was diluted with ethyl acetate, washed successively with a saturated sodium thiosulfate aqueous solution and a saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate. The solvent was evaporated, and the residue was subjected to silica gel column chromatography using chloroform as a developing solution. The fraction containing the desired compound was concentrated to give 0.49 g of the title compound. 1H-NMR (CDCl3) delta: 4.02 (s, 3H), 7.94 (d, 1H, J=2.5 Hz), 7.99 (d, 1H, J=2.5 Hz).
The synthetic route of 3149-28-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Daiichi Pharmaceutical Co., Ltd.; US6169086; (2001); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem