Sodium Carbonate → HCID 10118567, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N,N′-bis(2-trifluoromethanesulfonyloxy-5-pyridyl)-N,N′-dimethylethylenediamine (108.0 mg, 0.200 mmol) synthesized in Reference Example 1 in ethanol-toluene (1:6, 3.5 mL) were added 2,4-dimethoxyphenylboronic acid (108.0 mg, 0.200 mmol), tetrakis-(triphenylphosphine)palladium (46.0 mg, 0.040 mmol) and a 2.0 M aqueous sodium carbonate solution (0.20 mL, 0.40 mmol). After stirring at 80° C. for 2 hours, brine was added, and the mixture was extracted with chloroform. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified column chromatography on silica gel to provide N,N′-bis[2-(2,4-dimethoxyphenyl)-5-pyridyl]-N,N′-dimethylethylenediamine as a colorless amorphous powder (109.0 mg; quantitative).

Provenance & Evidence