2-Methylpentane → HCID 57951197, compound

Participants

Reaction Steps

Dissolve sodium azide (2.6 g, 40 mmol) and tetrabutylammonium bromide (260 mg, 0.8 mmol) in 2N sodium hydroxide solution (50 mL), add isohexane (50 mL) and stir while cooling in an ice-water bath. Add trifluoromethanesulfonic anhydride (2.0 mL, approx 12 mmol) dropwise, stir for 10 minutes with cooling. Dissolve (5R)-(3-(4-chlorobenzoyl-5-(3-fluoro-phenyl)-1-(4-trifluoromethoxy-phenyl)-pyrrolidin-2-one (1.1 g, 2.3 mmol) in acetonitrile (30 mL), add to the reaction mixture and stir vigorously for 30 minutes. Dilute the reaction mixture with ethyl acetate (150 mL) and wash with brine. Collect the organic phase, dry over anhydrous magnesium sulfate, evaporate and purify on a silica gel column (isohexane-ethyl acetate) to give the titled compound (590 mg, 70% yield) MS (m/z): 366 (M+1).

Provenance & Evidence