Ammonium formate → HCID 77105603, compound

Participants

Reaction Conditions

Reaction Steps

1,3-Dimethyl-10-(5-methylfuran-2-yl)-5-phenyl-7,8-dihydropyrimido[4,5-a]indolizine-2,4(1H,3H)-dione (step 1) (411 mg, 1.061 mmol), 10% wt. palladium on activated carbon (113 mg, 0.106 mmol) and ammonium formate (669 mg, 10.61 mmol) were suspended in EtOH (30 mL) and the mixture stirred at 50° C. for 1 h. A further portion of 10% wt. palladium on activated carbon (113 mg, 0.106 mmol) was added and heating continued at 50° C. for a further 1 hour. The reaction mixture was cooled to RT and filtered through a Celite® (filter material) cartridge (10 g), rinsing the residue with MeOH. The filtrates were evaporated under reduced pressure. The residue was taken up in a small volume of MeOH and solids precipitated by addition of diethyl ether. The salts were removed by filtration and rinsing with diethyl ether. The solvent was evaporated and the residue was purified by chromatography on silica, eluting with 20% EtOAc in iso-hexane. Precipitation from EtOAc/iso-hexane afforded the title compound as a white solid.

Provenance & Evidence