反应详情

To a solution of 8-(3-nitrophenyl)-pyrido[2,3-d]pyridazin-5-one (0.16 g, 0.6 moles) in tetrahydrofuran (50 ml) was added potassium carbonate (0.19 g, 7.1 moles), potassium iodide (1.0 g, 6.0 moles) and 4-picolyl chloride (0.98 g, 6.0 mmoles). The mixture was stirred and refluxed under an inert atmosphere for 18 hours. The solvent was removed under vacuum. The residue was partitioned in methanol/ethyl acetate (1:1), chromatographed in 100% hexane followed by 100% ethyl acetate. The remaining solvent was removed yielding 0.58 g of crude 6-(4-pyridylmethyl)-8-(3-nitrophenyl)pyrido[2,3-d]pyridazin-5-one, which was recrystallized from methanol yielding 0.08 g of the pure compound (37.1%), mp. 167°-168° C.

1. temperaturerefluxed under an inert atmosphere for 18 hours
2. customThe solvent was removed under vacuum
3. customThe residue was partitioned in methanol/ethyl acetate (1:1)
4. customchromatographed in 100% hexane
5. customThe remaining solvent was removed