Sodium Carbonate → HCID 21830685, compound

Participants

Reaction Conditions

Reaction Steps

Prepared according to the method described in Example 33a) from toluene (3 ml), aqueous sodium carbonate (2 M, 1.4 ml), (±)-3-(4-(4-bromophenoxy)-3-(tert-butyldimethylsilyloxy)butyl)pyridine (0.67 g), ethanol (0.8 ml), 3,5-dichlorobenzeneboronic acid (0.30 g) and tetrakis(triphenylphosphine)palladium(0) (73 mg) with heating at 120° C. for 6 hours. The residue obtained after work up was deprotected as in Example 34e) using hydrofluoric acid (40%, 4 ml) in acetonitrile (30 ml). The residue obtained after work up was purified by column chromatography over silica eluting with dichloromethane then ether then ethyl acetate to give an oil (0.47 g). This was recrystallised from ether to give the title compound as a white solid (0.21 g).

Provenance & Evidence