Dibutyltin oxide → HCID 178426571, compound

Participants

Reaction Steps

To a solution of N-[1-[2-[1-(2-cyanoethyl)cyclohexyl]ethyl]piperidin-4-yl]-N-(5-methylpyridin-2-yl) -2-furancarboxamide (355 mg) dissolved in toluene (2 mL) were added trimethylsilylazide (0.21 mL) and di-n-butyltin oxide (19.7 mg). The solution was heated under reflux for 11 hours. Trimethylsilylazide (0.42 mL) and di-n-butyltin oxide (98.0 mg) were further added to the solution and it was heated under reflux for 4 hours. The solvent was distilled off under reduced pressure (by azeotropic distillation with methanol). The resulting residue was purified by chromatography (silica gel, chloroform:methanol=80:20) to give the title compound (385 mg).

Provenance & Evidence