Sodium Carbonate → HCID 178491349, compound

Participants

Reaction Steps

0.254 g (0.695 mmol) N-(6-bromopyridin-2-yl)-N′-(2,6-dimethoxybenzyl)guanidine, 0.128 g (0.913 mmol) 4-fluorophenylboric acid, 0.239 g (2.258 mmol) sodium carbonate, and 0.055 g (0.047 mmol) tetrakis-(triphenylphosphine)palladium(0) were heated to 110° C. in 1,2-dimethoxyethane/water/ethanol (7:3:2) in a reaction block (Variomag, Telemodul 40 CT) at standard pressure. Upon cooling of the reaction mixture a yellow solid precipitated, which was suctioned off and washed with water. After the yellow solid was dissolved in methanol and dichloromethane the catalyst was separated via a Millipore filter (Ø=25 mm, 0.45 μm). The target product N-(2,6-dimethoxybenzyl)-N′-[6-(4-fluorophenyl)pyridin-2-yl]guanidine was in the pure form after the removal of solvent, and the yield was 0.214 g (0.563 mmol, 81%).

Provenance & Evidence