Potassium Carbonate → 2-(4-Fluorophenethyl)-6-phenylpyridazin-3(2H)-one

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-phenyl-3(2h)-pyridazinone (306 mg, 1.78 mmol), 1-(2-bromo-ethyl)-4-fluoro-benzene (397 μl, 1.95 mmol), and potassium carbonate, −325 mesh (614 mg, 4.44 μmol) in DMF (5 mL) was stirred for 3 days at 23° C. The mixture was partitioned between CH2Cl2 (30 mL) and 5% NaHCO3 (15 mL). The aqueous was further extracted with CH2Cl2 (2×5 mL) and the combined organics was dried over MgSO4, and concentrated under reduced pressure To give a clear oil. MS (ESI pos. ion) m/z (MH+): 295. Calc'd exact mass for C18H15FN2O: 294. 1H NMR (400 MHz, Chloroform-d) δ ppm 3.16 (t, J=7.53 Hz, 2 H) 4.47 (t, J=7.78 Hz, 2 H) 6.88-7.06 (m, 3 H) 7.15-7.25 (m, 2 H) 7.35-7.53 (m, 3 H) 7.59-7.74 (m, 3 H). 13C NMR (101 MHz, Chloroform-d) δ ppm 32.60, 52.08, 114.07, 114.28, 124.73, 127.81, 128.32, 128.89, 129.01, 129.20, 129.27, 132.63, 132.67, 133.57, 143.32, 158.60, 159.33, 161.76.

Provenance & Evidence