Triethylamine → 8-Aza-spiro[4,5]decane-8-carboxylic acid 6-{[1-(4-phenoxy-phenoxycarbonyl)-piperidine-4-oxycarbonyl]amino}-hexyl ester

Participants

Reaction Steps

A solution of the carbonate (2.0 g, 3.2 mmol) produced in Example 5, 8-aza-spiro [4,5]-decane hydrochloride (680 mg, 3.9 mmol) and triethylamine (2.7 ml, 19 mmol) in 30 ml of anhydrous dimethylformamide was stirred under nitrogen at room temperature for 5 hours. The reaction was diluted with methylene chloride, extracted one time with 1N HCl, multiple times with saturated Na2CO3, dried (MgSO4), and the solvent removed under reduced pressure to give 1.85 g of a white solid. Recrystallization of this solid from methylene chloride-diisopropyl ether gave 1.0 g (50%) of the title compound as a white crystalline solid, mp 83-85° C.

Provenance & Evidence