HCID 86586761, compound → HCID 86586762, compound

Participants

Reaction Conditions

Reaction Steps

Methylmagnesium bromide (3.0M solution in THF, 0.7 ml, 2.1 mmol) was added dropwise to a −78° C. solution of (1R*12R*,5S*,6R*)-8-benzyl-2-{[3,5-bis(trifluoromethyl)phenyl]methoxy}-6-[2-(2-oxopropyl)-2H-tetrazol-5-yl]-1-phenyl-8-azabicyclo[3.2.1]octane (Compound 3i in Table 3; 1.1 g, 1.7 mmol) in THF (25 ml). The mixture was warmed to 0° C. for 30 minutes then quenched by addition of saturated ammonium chloride. The mixture was partitioned between ethyl acetate and brine. The organic layer was separated, dried (MgSO4), filtered and concentrated in vacuo. The residue was chromatographed on silica gel eluting with 2.5, 5 and 10% ethyl acetate/iso-hexanes to yield the title compound (0.43 g, 39%).

Provenance & Evidence