Triphenylphosphine → HCID 22490022, compound

Participants

Reaction Steps

DEAD (0.47 ml, 2.95 mmol) was added dropwise to a solution of 4-(4-fluoro-2-methylindol-5-yloxy)-7-hydroxy-6-methoxycinnoline (0.5 g, 1.47 mmol), (prepared as described in Example 4), 3-bromopropan-1-ol (0.2 ml, 2.21 mmol) and triphenylphosphine (0.78 g, 2.95 mmol) in DMF (10 ml). The mixture was stirred for 1 hour at ambient temperature and the volatiles were removed under vacuum. The residue was purified by column chromatography eluting with ethyl acetate/methylene chloride (1/1). The fractions containing the expected product were combined and evaporated to give 7-(3-bromopropoxy)-4-(4-fluoro-2-methylindol-5-yloxy)-6-methoxycinnoline (0.6 g, 88%) (purity 80%; contaminated by some triphenylphosphine oxide).

Provenance & Evidence