Norbornadiene → N-(3,4-dichlorophenyl)-4-({(3R)-1-[2-(1H-1,2,3-triazol-1-yl)ethyl]piperidin-3-yl}methyl)piperazine-1-carboxamide

Participants

Reaction Conditions

Reaction Steps

4-{[(3R)-1-(2-Azidoethyl)piperidin-3-yl]methyl}-N-(3,4-dichlorophenyl)piperazine-1-carboxamide (100 mg, 0.23 mmol) was dissolved in 1,4-dioxane (4 ml). Bicyclo(2.2.1)hepta-2,5-diene (0.5 ml) was added and the mixture heated in the microwave at 180° C. for 20 minutes. The reaction mixture was poured onto a bond elut column (SiO2, 20 g) and the product eluted with a gradient of dichloromethane through to 20% methanolic ammonia/dichloromethane to yield the title compound as a white solid (80.1 mg)

Provenance & Evidence