1,4'-Bipiperidine → HCID 71182996, compound

Participants

Reaction Steps

A suspension of methyl 3-(bromomethyl)-7-(methylsulfonyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate (0.713 g, 1.42 mmol) and 1,4′-bipiperidine (0.311 g, 1.846 mmol) in acetonitrile (25 mL) was stirred at room temperature for 3 h. The solvent was removed under reduced pressure. The residue was diluted with saturated aqueous NaHCO3, and the mixture was extracted with methylene chloride (three time). The combined organic extracts were washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified via column chromatography (ISCO, 0-10% MeOH with 0.1% NH3/CH2Cl2) to give methyl 3-(1,4′-bipiperidin-1′-ylmethyl)-7-(methylsulfonyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate (0.730 g, 87% yield). MS (m/z) 590.2 (M+H+).

Provenance & Evidence