With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50901-46-7,1-(Pyridazin-4-yl)ethanone,as a common compound, the synthetic route is as follows.
To a mixture of ethyl 2,2,2-trifluoroacetate (0.256 g) and sodium methoxide (25% by wt in methanol, 0.449 mL) in tert- butyl methyl ether (0.409 mL) was added a suspension of 1-pyridazin-4-ylethanone (0.200 g) in tert- butyl methyl ether (2.87 mL) at room temperature and the mixture stirred at room temperature overnight. The reaction mixture was adjusted to pH 4 with 10% aqueous citric acid solution, diluted with water and extracted with dichloromethane (x3). Both liquid phases were concentrated, combined, then purified by preparative reverse phase HPLC to afford 4,4,4-trifluoro-1- pyridazin-4-yl-butane-1 ,3-dione as a brown gum. The product was a 2: 1 mixture of the enofketo tautomers. (0765) 1 H NMR (400MHz, CDsCN) (0766) peaks for keto tautomer 9.57 (s, 1 H) 9.51-9.43 (m, 1 H) 8.04-7.98 (m, 1 H) 3.52 (s, 2H) (0767) peaks for enol tautomer (shown below) 9.64 (s, 1 H) 9.5-9.44 (m, 1 H) 8.10-8.04 (m, 1 H) 6.96 (s, 1 H)
50901-46-7, 50901-46-7 1-(Pyridazin-4-yl)ethanone 14452005, apyridazine compound, is more and more widely used in various fields.
Reference£º
Patent; SYNGENTA PARTICIPATIONS AG; SCUTT, James, Nicholas; WILLETTS, Nigel, James; SONAWANE, Ravindra; PHADTE, Mangala; KANDUKURI, Sandeep, Reddy; SASMAL, Swarnendu; ARMSTRONG, Sarah; MCGRANAGHAN, Andrea; (155 pag.)WO2019/185875; (2019); A1;,
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