tert-butyl 2-(6-(methoxycarbonyl)-2-morpholino-4-oxo-4H-chromen-8-yl)-1H-pyrrole-1-carboxylate → tert-butyl 2-(6-(methoxycarbonyl)-2-morpholino-4-oxo-4H-chromen-8-yl)pyrrolidine-1-carboxylate

Participants

Reaction Steps

tert-butyl 2-(6-(methoxycarbonyl)-2-morpholino-4-oxo-4H-chromen-8-yl)-1H-pyrrole-1-carboxylate (17.1 g, 37.63 mmol) and 5% Rhodium on Alumina (50% wet) (3.4 g, 0.80 mmol) in MeOH (175 mL) were stirred under an atmosphere of hydrogen at 5 bars and 65° C. for 7 h. The catalyst was removed from the reaction by filtration on a pad of Celite and washed with MeOH. The celite and catalyst were slurried in 500 mL of 10% MeOH in DCM and filtered again. The organic solutions were combined and evaporated to give tert-butyl 2-(6-(methoxycarbonyl)-2-morpholino-4-oxo-4H-chromen-8-yl)pyrrolidine-1-carboxylate (14.4 g, 83%) as a fawn solid.

Provenance & Evidence