Sodium Azide → HCID 19980241, compound

Participants

Reaction Conditions

Reaction Steps

In 90 ml of dimethylformamide were dissolved 4.04 g (10.9 mmol) of Compound u and 7.1 g (109.2 mmol) of sodium azide and the solution was heated at 120° C. for 1.5 hours. The reaction mixture was allowed to stand for cooling and, then, the insolubles were filtered off. The filtrate was concentrated under reduced pressure. The residue was diluted with 120 ml of ethyl acetate and washed with 3 portions of saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate. The solvent was then distilled off and the residue was purified by silica gel column chromatography (chloroform-methanol=30:1) to give 2.28 g (65.9%) of 1-[5-(4-azidopiperidinomethyl)-2-furancarbonyl]piperidine (Compound v) as light yellow oil.

Provenance & Evidence