Sodium Carbonate → HCID 21830744, 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), ethanol (0.8 ml), 3-bromobenzamide (0.5 g), (±)-4-[4-(3-pyridyl)-2-(tert-butyldimethylsilyloxy)butoxy]benzeneboronic acid (1.0 g) and tetrakis(triphenylphosphine)palladium(0) (70 mg) with heating at 120° C. for 3 hours. The residue obtained after work up was purified by column chromatography over silica eluting with 5% ethanol in dichloromethane to give a yellow gum which was deprotected as in Example 34e) using hydrofluoric acid (40%, 5 ml, CAUTION) in acetonitrile (20 ml). The residue obtained after work up was triturated with diethyl ether to give the title compound as a pale yellow solid (0.224 g)

Provenance & Evidence