Triphenylphosphine → HCID 18950603, compound

Participants

Reaction Steps

To a magnetically stirred solution of 0.541 g (2.06 mmol) of triphenylphosphine in 4 mL anhydrous THF was added 406 μL (2.06 mmol) of diisopropylazodicarboxylate at -20° C. The reaction mixture was stirred for 1 hour, followed by addition of a solution of 0.301 g (1.72 mmol) of 5,7-dimethyl-2-ethylimidazo[4,5-b]pyridine and 0.596 g (1.72 mmol) of the product of Step C in 6 mL THF. The reaction mixture was stirred 20 min at -20° C., then warmed to room temperature and stirred an additional 1 hour. The reaction mixture was then evaporated in vacuo and applied to a silica gel flash chromatography column. Elution with 50% EtOAc-hexane, evaporation of the purified fractions and drying in vacuo afforded 0.440 g (51%) of the title compound.

Provenance & Evidence