N,N'-Dimethylethylenediamine → HCID 86761624, compound

Participants

Reaction Conditions

Reaction Steps

To 5-(3-chloro-4-fluorophenyl)-3-methyl-1-pyrimidin-2-yl-1,3-dihydro-2H-indol-2-one (648 mg, 1.76 mmol), 1-trityl-3-iodo-1,2,4-triazole (809 mg, 1.85 mmol, prepared using similar procedures as described in U.S. Pat. No. 5,393,732 incorporated herein by reference in its entirety. Potassium carbonate (1071 mg, 7.75 mmol), N,N′-dimethylethylenediamine (0.300 mL, 2.82 mmol) and copper (I) iodide (268 mg, 1.41 mmol) under nitrogen was added toluene (15 mL). The mixture was stirred at 100° C. for 18 hours. The mixture was cooled and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel Biotage 25S, eluting with 0-100% ethyl acetate/hexanes, to afford -(3-chloro-4-fluorophenyl)-3-methyl-1-pyrimidin-2-yl-1,3-dihydro-2H-indol-2-one as a white solid.

Provenance & Evidence