Methanol → HCID 57954436, compound

Participants

Reaction Steps

To a stirred solution of 4-[5-(2-cyanopyridin-4-yl)[1,2,4]oxadiazol-3-ylmethoxy]piperidine-1-carboxylic acid tert-butyl ester (Example 42, 2.0 g, 5.2 mmol) in chloroform (100 ml) under argon, was added trimethylsilyl iodide (2.95 ml, 20.8 mmol) and the reaction mixture stirred for 1 h MeOH was added until a solution formed then sodium thiosulphate (6.6 g, 41.5 mmol) was added and the reaction mixture stirred vigorously for 10 min. The solids were removed by filtration and the filtrate adsorbed onto silica gel. Purification via column chromatography (DCM-MeOH, 9:1) afforded the title compound: RT=1.92 min; m/z (ES+)=286.0 [M+H]+.

Provenance & Evidence