Water → (4-Hydroxy-3-trifluoromethyl-phenyl)-(7-methyl-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl)-methanone

참여 물질

반응 조건

반응 단계

4-hydroxy-3-trifluoromethyl-benzoic acid (151 mg, 0.73 mmol) was dissolved in N,N-dimethyl acetamide (2.0 ml) and then cooled to −20° C. Thionyl chloride (0.073 ml, 100 mmol) was added thereto and stirred at −20° C. for 30 minutes. 5-methyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine dissolved in N,N-dimethyl acetamide (1.0 ml) was added thereto dropwise and then stirred at −20° C. for 20 minutes, and then stirred at room temperature for 15 hours. Water was added thereto and the mixture was extracted with dichloromethane, and the combined organic layer was dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The resulting solid residue was recrystallized from dichloromethane to obtain the target compound 69, i.e., (4-hydroxy-3-trifluoromethyl-phenyl)-(7-methyl-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl)-methanone, as white solid (176 mg, 78%).

출처 및 근거