With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10261-82-2,1,5-Naphthyridin-2(1H)-one,as a common compound, the synthetic route is as follows.
To a solution of 1.2 g of 1,5-naphthyridin-2(1H)-one in 24 mL of N,N-dimethylformamide, 0.82 g of 60% sodium hydride was added at 60C, and the mixture was stirred at the same temperature for 20 minutes, and then stirred at 55 to 80C for 30 minutes. Thereto was added 1.3 mL of 2-bromomethyl-1,3-dioxolan at 60C, the temperature of the reaction mixture was increased to 100C over 4 hours, and to the reaction mixture, 2.3 g of potassium carbonate was added, and the mixture was stirred at the same temperature for 3 hours. After leaving overnight, 0.85 mL of 2-bromomethyl-1,3-dioxolan and 0.33 g of 60% sodium hydride were added thereto, and the mixture was stirred at 70 to 75C for 1 hour 30 minutes. The reaction mixture was cooled to room temperature, water, sodium chloride and chloroform were then added thereto, and the organic layer was separated. The aqueous layer was extracted with chloroform. The organic layer and the extract were combined, the resultant solution was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel column chromatography using an eluent of chloroform:methanol = 49:1 to obtain 1.1 g of 1-(1,3-dioxolan-2-ylmethyl)-1,5-naphthyridin-2(1H)-one as a light yellow solid. 1H-NMR (CDCl3) delta: 3.82-3.94 (2H, m), 3.96-4.05 (2H, m), 4.52 (2H, d, J = 4.2 Hz), 5.22 (1H, t, J = 4.2 Hz), 6.94 (1H, d, J = 9.8 Hz), 7.45 (1H, dd, J = 8.6, 4.5 Hz), 7.90-7.98 (2H, m), 8.54 (1H, dd, J = 4.5, 1.2 Hz)
10261-82-2, 10261-82-2 1,5-Naphthyridin-2(1H)-one 589680, anaphthyridine compound, is more and more widely used in various fields.
Reference£º
Patent; TOYAMA CHEMICAL CO., LTD.; Taisho Pharmaceutical Co. Ltd.; EP2022793; (2009); A1;,
1,8-Naphthyridine – Wikipedia
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