Potassium Carbonate → HCID 58742408, compound

Participants

Reaction Conditions

Reaction Steps

118 mg (0.47) of bis(pinacolato)diboron, 193 mg (1.4 mmol) of dry potassium carbonate, and (4-bromo-2-methoxyphenyl)methanol are dissolved in 1 ml of DMF. Argon is passed through the reaction mixture for 15 minutes, and then 14.2 mg (0.02 mmol) of PdCl2(dppf) are added, and the mixture is heated at 85° C. overnight. Then, 120 mg (0.39 mmol) of (3R)-N-(4-bromophenyl)-1-azabicyclo[2.2.2]octane-3-carboxamide, 1.94 ml of 1N sodium hydroxide solution and a further 14.2 mg (0.02 mmol) of PdCl2(dppf) are added. The mixture is heated at 85° C. overnight. The solvent is removed under reduced pressure. The crude product is purified by chromatography on silica gel 60 (mobile phase: dichloromethane→dichloromethane/methanol/ammonia 60:40:2). The solvent is stripped off under reduced pressure, and final residues of solvent are removed under high vacuum. 5 mg (4% of theory) of the title compound are obtained.

Provenance & Evidence