反应详情

1-(4-Fluorophenyl)-5-methylpyrazole-4-carboxylic acid (2.0 g), 5-amino-2-[bis(2-hydroxyethyl)amino]benzonitrile (2.0 g), 1-hydroxybenzotriazole (1.5 g) and 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide (2.0 g) were added to dimethylformamide (25 ml) and the mixture was stirred at room temperature for 5 h. The reaction mixture was treated with aqueous potassium carbonate solution and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, after which the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (mobile phase:chloroform:methanol=100:1) to give an oily substance. Diisopropyl ether was added to the oily substance to allow crystallization. The crystals were recrystallized from a mixed solvent of ethyl acetate-diisopropyl ether to give the title compound (0.9 g), melting point: 158–159° C.

1. extractionextracted with ethyl acetate
2. washThe organic layer was washed with saturated brine
3. dry with materialdried over anhydrous magnesium sulfate
4. customafter which the solvent was evaporated under reduced pressure
5. customThe residue was purified by silica gel column chromatography (mobile phase:chloroform:methanol=100:1)
6. customto give an oily substance
7. customcrystallization
8. customThe crystals were recrystallized from a mixed solvent of ethyl acetate-diisopropyl ether