Hydrochloric Acid → HCID 66711550, compound

Participants

Reaction Steps

A mixture of 4-(3-Methoxy-4-nitro-phenyl)-1,2,3,6-tetrahydro-pyridine hydrochloride (364 mg, 1.34 mmol) (generated by 4N HCl treatment of the of BOC precursor, 450 mg, for 1 h), 2-Bromo-propionamide (204 mg, 1.34 mmol), and cesium carbonate (1095 mg, 3.362 mmol) in acetonitrile (10 mL, 200 mmol) was stirred overnight at reflux. The mixture was cooled to RT and was filtered through a pad of celite. After solvent evaporation and flash chromatography (ISCO, EtOAC: MeOH 98:3), the product, 2-[4-(3-Methoxy-4-nitro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-propionamide was isolated as a gum (101 mg, 25%). MS: 306 (M+H).

Provenance & Evidence