Methanol → HCID 25208983, compound

Participants

Reaction Conditions

Reaction Steps

1-Benzyl-4-chloro-6-cyclopropyl-1,3-dihydro-imidazo[4,5-c]pyridin-2-one (100 mg, 0.3 mmol) was dissolved in allylamine (2 mL) in a Reactivial™. Copper (II) sulphate (83 mg, 0.3 mmol) was added and the vial was sealed. The mixture was heated at 85° C. overnight. Further portions of copper (II) sulphate (83 mg, 0.3 mmol) and allylamine (1 mL) were added and the vial was sealed once again. The mixture was heated at 85° C. over the weekend. The mixture was allowed to cool to room temperature. The excess allylamine was removed in vacuo and the residue was dissolved in EtOAc (50 mL) and treated with saturated aqueous NaHCO3 (20 mL). The layers were separated and the organics washed with more saturated aqueous NaHCO3 (10 mL), then brine (10 mL), dried over MgSO4 and concentrated in vacuo to give the crude product (120 mg). Column chromatography through silica gel eluting with 98:2 DCM:MeOH gave the title compound (73 mg) as an off white solid.

Provenance & Evidence