Sodium Iodide → 2'-Isobutyl-4-methylvalerohydrazide

Participants

Reaction Conditions

Reaction Steps

A solution of 0.60 g of (E)-2′-(3-chloropropylsulphonyl)-2(R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2′-isobutyl-4-methylvalerohydrazide in 10 ml of methyl ethyl ketone was treated with 0.18 g of sodium iodide and 1.04 ml of diethylamine. The mixture was heated at 80° C. for 4 hours and then at 60° C. for 48 hours. The mixture was diluted with ethyl acetate, washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulphate and evaporated. The residue was purified by column chromatography on silica gel using methanol/dichloromethane (1:9) for the elution to give 0.16 g of (E)-2′-[3-(diethylamino)propylsulphonyl]-2(R) -[1(S)-(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2′-isobutyl-4-methylvalerohydrazide in the form of a gum.

Provenance & Evidence