Hydrochloric Acid → HCID 57893430, compound

Participants

Reaction Steps

Ethyl 5-hydroxy-3-oxo-2-(phenylmethyl)-6-(trifluoromethyl)-2,3-dihydro-4-pyridazinecarboxylate. Sodium hydride (0.040 g of a 60% oil suspension, 1.00 mmol) was added to a stirred solution of ethyl 5-hydroxy-3-oxo-6-(trifluoromethyl)-2,3-dihydro-4-pyridazinecarboxylate (0.083 g, 0.329 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 (0.043 mL, 0.362 mmol) injected. The mixture was stirred for 3 h at 0° C. 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, 5-10% methanol dichloromethane) to give the title compound (0.050 g, 44%). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.23 (t, J=6.95 Hz, 3H) 4.17 (q, J=7.07 Hz, 2H) 5.14 (s, 2H) 7.12-7.44 (m, 5H).

Provenance & Evidence