Hydrochloric Acid → HCID 57893419, compound

Participants

Reaction Steps

Ethyl 6-cyclohexyl-5-hydroxy-3-oxo-2-(phenylmethyl)-2,3-dihydro-4-pyridazinecarboxylate. Sodium hydride (0.040 g of a 60% oil suspension, 1.00 mmol) was added to a stirred suspension of ethyl 6-cyclohexyl-5-hydroxy-3-oxo-2,3-dihydro-4-pyridazinecarboxylate (0.100 g, 0.376 mmol) in dimethylformamide (1.5 mL) under nitrogen. After 10 min stirring at room temperature, the mixture was cooled in an ice bath and benzyl bromide (0.045 mL, 0.378 mmol) injected. The mixture was stirred for 0.5 h at 0° C. and 0.5 h at room temperature. 0.1M aqueous hydrochloric acid (50 mL) was added and the mixture extracted with ethyl acetate. The extracts were washed with water and brine, then dried (MgSO4), evaporated under reduced pressure and the residue chromatographed (silica gel, 0-4% methanol/dichloromethane) to give the title compound (0.095 g, 71%) as a colourless oil. LCMS (ES+) m/z 357 (MH+).

Provenance & Evidence