Sodium Bicarbonate → 1-{[4-(3-Chloro-4-fluorophenyl)-5-(3-chlorophenyl)thiophen-2-yl]carbonyl}imidazolidin-4-one

Participants

Reaction Conditions

Reaction Steps

Under argon, 70.0 mg of the compound from Example 24A having a purity of 76% (0.14 mmol) and 47.5 mg (0.27 mmol) of 3-chloro-4-fluorophenylboronic acid are provided in 2.6 ml of 1,2-dimethoxyethane, and 1.0 ml (0.91 mmol) of an aqueous sodium bicarbonate solution (10%) and 6.3 mg (0.005 mmol) of tetrakis(triphenylphosphine)palladium(0) are added. The mixture is heated in a closed glass vessel at 150° C. under microwave irradiation for 5 minutes. The reaction mixture is purified by preparative HPLC (RP18 column; eluent: acetonitrile/water gradient with addition of 0.1% formic acid) and additional preparative thin-layer chromatography (silica gel; mobile phase: ethyl acetate). 8.0 mg (13% of theory) of the title compound are obtained.

Provenance & Evidence