Methyl iodide → HCID 86586763, compound

Participants

Reaction Conditions

Reaction Steps

Iodomethane, 85 mg, 0.6 mmol was added to suspension of (1R*,2R*,5S*,6R*)-8-benzyl-2-{[3,5-bis(trifluoromethyl)phenyl]methoxy}-6-[2-(2-hydroxyethyl)-2H-tetrazol-5-yl]-1-phenyl-8-azabicyclo[3.2.1]octane (Compound 3a in Table 3; 250 mg, 0.4 mmol) and sodium hydride (24 mg, 0.6 mmol, 60% in oil). The reaction mixture was stirred at 50° C. for 2 hours then quenched by addition of saturated ammonium chloride. The mixture was partitioned between ethyl acetate and brine. The organic layer was dried (MgSO4), filtered and concentrated in vacuo. The residue was chromatographed on silica gel eluting with 1:2 ethyl acetate/iso-hexanes to yield the title compound (246 mg, 95%).

Provenance & Evidence