HCID 21474275, compound → HCID 21474471, compound

Participants

Reaction Steps

9-Benzyloxy-3-methoxy-1-phenyl-3,4-dihydro-1H-pyrido[2,1-c][1,4]oxazin-8-one: 2.13 g of 3-benzyloxy-1-(2,2-dimethoxy-ethyl)-2-[phenyl-(tetrahydro-pyran-2-yloxy)-methyl]-1H-pyridin-4-one are boiled under reflux for 2 hours in 5 ml of methanol and 8.8 ml of 2N hydrochloric acid. The methanol is distilled off using a rotary evaporator and the residue is diluted with water and neutralised with 8.8 ml of 2N sodium hydroxide solution. Extraction is carried out with ethyl acetate and the extracts are washed twice with water. The extracts are dried, filtered and concentrated by evaporation. Chromatography yields: 1.3 g of 9-benzyloxy-3-methoxy-1-phenyl-3,4-dihydro-1H-pyrido[2,1-c][1,4]oxazin-8-one in the form of a diastereoisomeric mixture. Yellow resin. Rf value: 0.45 (silica gel 60, ethyl acetate/ethanol 9/1).

Provenance & Evidence