Sodium Carbonate → HCID 178461503, compound

Participants

Reaction Steps

An amount of 0.15 g (0.32 mmol) of (4Z)-6-bromo-4-[({4-[(3R,5S)-3,4,5-trimethylpiperazin-1-yl]phenyl}amino)-methylene]-isoquinoline-1,3(2H,4H)-dione in 2 mL of DMF is added 0.076 g (0.64 mmol) of 3-furanboronic acid, 0.02 g (0.017 mmol) of tris(dibenzyldeneaacetone)-dipalladium(0), 0.02 g (0.064 mmol) of 2-(di-t-butyl-phosphino)-biphenyl, and 0.072 g (0.64 mmol) of sodium carbonate. The reaction mixture is stirred at 100 oC under N2 for 2 h. Mass spectroscopy suggested the completion of reaction. Solids were removed by filtration, and solvent is subsequently evaporated under high-pressure vacuum to brown solid. The residue is purified using silica gel chromatography (using 5% MeOH/CHCl3 as eluent), 0.064 mg (43.8% yield) of yellow solid is obtained: mp 204-205 oC; MS (ESI) m/z 457.2 (M+H)+1

Provenance & Evidence