1-Methyl-4-piperidone → HCID 19042897, compound

Participants

Reaction Steps

5-(Pyrid-2-yloxy)indole (0.22 g, 1.04 mmol), 1-methylpiperid-4-one (0.235 g, 2.08 mmol) and sodium methoxide (0.337 g) were heated at reflux in MeOH (20 mL) for 48 hr, over activated molecular sieves. After cooling and work-up, the residue was chromatographed (silica gel; CH2Cl2 /MeOH; 0-25%) to give 3-(1-methyl-1,2,5,6-tetrahydropyrid-4-yl)-5-(pyrid-2-yloxy)indole, a gum, 0.083 g (26%). This free base was treated with oxalic acid in MeOH/Et2O to give: 3-(1-methyl-1,2,5,6-tetrahydropyrid-4-yl)-5-(pyrid-2-yloxy)indole oxalate, m.p. 240°-45° C.

Provenance & Evidence