Triphenylphosphine → HCID 86632294, compound

Participants

Reaction Steps

[step 1] (E)-(2-Hydroxymethyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)acetonitrile (120 mg, 0.46 mmol) and 5-chloro-2-ethyl-7-methyl-3H-imidazo[4,5-b]pyridine (117 mg, 0.60 mmol) were dissolved in THF (6.6 mL) and the solution was added with polymer supported triphenylphosphine (469 mg, 0.92 mmol) and di-t-butyl azodicarboxylate (211 mg, 0.92 mmol) at 0° C., followed by stirring at room temperature for 2 hr. The mixture was filtrated, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1) to give (E)-[2-(5-chloro-2-ethyl-7-methyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene]acetonitrile (90 mg, 45%).

Provenance & Evidence