With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2166-31-6,6-Phenylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.
General procedure: To a solution of pyridazinone derivative [32-34] (0.5 mmol) in DMF (10 mL) was added 1-(chloromethyl) 3-nitrobenzene (0.52 mmol) and Cs2CO3 (0.55 mmol), the resulting reaction mixture was stirred at 40-50 C until no starting materials was detected by TLC (about 3 h). The solvent was removed under reduced pressure and the residue was dissolved in EtOAc (30 mL), washed with brine (3 10 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo. The crude product was dissolved in 95% ethanol (50 mL) containing 10 mmol acetic acid. Iron powder (2 mmol) was added and the resulting mixture was stirred for 5 h. After cooled to room temperature, the reaction mixture was filtered through celite and the filter cake was washed with 95% ethanol (3 x 15 mL). The combined ethanol layers were evaporated in vacuo and the residue was re-dissolved in ethyl acetate (30 mL). The organic layer was washed with brine (3 x 10 mL) and 2 M NaOH (10 mL) sequentially. The organic layer was dried over anhydrous Na2SO4, evaporated in vacuo to afford the crude 2-aminobenzyl-6-substituted-pyridazin-3(2H)-ones, which were used without further purification. To a stirred solution of 2-aminobenzyl-6-substituted-pyridazin-3(2H)-one and triphosgene (1 mmol) in dry dichloromethane (5 mL) was added triethylamine (2 mmol) under nitrogen atmosphere. A solution of the corresponding piperidine (1 mmol) in dichloromethane (5 mL) was added 5-10 min later and the mixture was stirred at room temperature overnight. The reaction mixture was diluted with dichloromethane (15 mL) and washed with water (3 x 20 mL). The organic phases were separated, dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography to afford the products., 2166-31-6
As the paragraph descriping shows that 2166-31-6 is playing an increasingly important role.
Reference£º
Article; Xing, Weiqiang; Fu, Yan; Shi, Zhangxing; Lu, Dong; Zhang, Haiyan; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 63; (2013); p. 95 – 103;,
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