4-Methylmorpholine → Ethyl 1-(pyridin-4-yl)piperidine-4-carboxylate

Participants

Reaction Conditions

Reaction Steps

Ethyl isonipecotate (6.0 g, 38.66 mmol), 4-chloropyridine hydrochloride (5.9 g, 38.66 mmol) and N-methylmorpholine (9.3 g mL, 85.00 mmol), were dissolved in N-methylpyrrolidine (50 mL) and the resulting solution was heated at 100° C. for 48 h. The solution was concentrated in vacuo and the residue was dissolved in EtOAc and washed with water and brine (2×100 mL), then dried (Na2SO4) and evaporated. The resulting residue was purified by flash chromatography (5% MeOH/CHC13) to afford 8-1 as a crystalline solid.

Provenance & Evidence