Sodium Bicarbonate → 4-(3-Chloro-4-fluorophenyl)-5-(3-chloro-5-fluorophenyl)-1,3-thiazole-2-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

Under argon, 100 mg (0.27 mmol) of the compound from Example 4A are provided in 4 ml of 1,2-dimethoxyethane, and 71.7 mg (0.41 mmol) of 3-chloro-5-fluorophenylboronic acid, 1.5 ml (1.37 mmol) of an aqueous sodium bicarbonate solution (10%) and 9.5 mg (8 μmol) of tetrakis(triphenylphosphine)palladium(0) are added. The mixture is stirred at 80° C. overnight. The mixture is concentrated and the residue is purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient), and 93.0 mg (88% of theory) of the title compound are obtained.

Provenance & Evidence