Sodium ethoxide → HCID 18918975, compound

Participants

Reaction Steps

To a solution of sodium ethoxide in ethanol as prepared by dissolving sodium metal (6.5 mg) in ethanol (1 ml) was added a solution of 2-tert-butyl-4-chloro-5-[N-(4-(4-chlorobenzoyl)benzyl)-N-(3-hydroxypropyl)-amino]-3-(2H)-pyridazinone (91 mg) in ethanol (5 ml) and the mixture was refluxed for 46 hours. After cooling to room temperature, the reaction mixture was diluted with water and extracted with ethyl acetate. The extract was washed with water and saturated aqueous NaCl solution in that order and dried over anhydrous magnesium sulfate. The solvent was then distilled off under reduced pressure and the residue was purified by silica gel column chromatography (developer; n-hexane: ethyl acetate=1:1→1:2) to provide the title compound as white powder (120 mg, yield 12%). 1H-NMR (CDC13) 8: 1.62(9H,s), 2.06(2H,q,J=6.2Hz), 3.55(2H,t,J=6.2Hz), 4.42(2H,t,J=6.2Hz), 4.55(2H,m), 7.32(1H,s), 7.41(2H,d,J=8.4Hz), 7.48(2H,d,J=8.4Hz), 7.76(2H,d,J=8.4Hz), 7.81(2H,d,J=8.4Hz).

Provenance & Evidence