Triethylamine → N-[2-(2-azabicyclo[2.2.2]oct-2-yl)quinolin-6-yl]-N'-[4-(methylthio)phenyl]urea

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Reaction Steps

To a solution of 2-(2-azabicyclo[2.2.2]oct-2-yl)quinolin-6-amine (21 mg, 0.08 mmol, Example 119, Step B), triethylamine (0.013 mL, 0.09 mmol) in 1 mL methylene chloride was added 4-(methylthio)phenylisocyanate (15 mg, 0.09 mmol). The resulting mixture was stirred at r.t. for 2 h. The solvent was removed under vacuum and the residue was purified by preparative thin layer chromatography eluting with hexane/ethyl acetate (1:1) to afford the product, MS: m/z 419 (MH+), as an off-white solid.

Provenance & Evidence