Methyl iodide → HCID 18723511, compound

Participants

Reaction Steps

To a solution of 0.033 g (0.07 mmol) of 1-(7-indolecarbonyl)-3-(RS)-(4-(4-fluorophenyl)piperidinylmethyl)-4-(SR)-(trifluoromethyl)pyrrolidine and 0.022 g (0.084 mmol) of 18-Crown-6 ether in 2 mL of ether at rt was added 0.084 mL of KOt-Bu (1M in t-BuOH). After stirring for 5 min, 0.006 mL (0.098 mmol) of MeI was added and the reaction was stirred for 1 h. The reaction mixture was concentrated and the residue was purified by chromatography (silica, acetone:hexanes, 1:3) to give the title compound. 1H NMR (CDCl3) δ (key peaks) 7.68-7.70 (m, 1H), 7.10-7.21 (m, 4H), 7.06 (t, 1H, J=3.0 Hz), 6.97-7.03 (m, 2H), 6.55 (d, 1H, J=3.0 hz); Mass Spectrum (ESI) m/e 488 (M+1).

Provenance & Evidence