Sodium hydride → HCID 178516808, compound

Participants

Reaction Conditions

Reaction Steps

1,3-Bis(2-fluorophenyl)-1H-pyrazole-4,5-dione-4-hydrazone (57 mg, 0.19 mmol) and 4-iodobenzylbromide (56 mg, 0.19 mmol, 1.0 equiv) were dissolved in degassed N,N-dimethylformamide (3 mL), cooled to 0° C. and treated with sodium hydride (17 mg, 0.43 mmol, 2.2 equiv). After stirring at 0° C. for 1.5 hours, the mixture was treated with ammonium chloride (3 mL, aqueous saturated), poured into water (15 mL) and extracted with ethyl acetate (2×50 mL). The combined organic extracts were dried with sodium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel gradient chromatography (100:0 to 1:1; hexanes:ethyl acetate), providing the titled compound as a light yellow solid.

Provenance & Evidence