Aluminium lithium hydride → (S)-N-(5-(3-(hydroxymethyl)-5-(trifluoromethyl)benzyl)-2,3-dihydro-1H-inden-2-yl)propane-2-sulfonamide

Participants

Reaction Conditions

Reaction Steps

To (S)-methyl 3-((2-(1-methylethylsulfonamido)-2,3-dihydro-1H-inden-5-yl)methyl)-5-(trifluoromethyl)benzoate (0.044 mmol, 20 mg) at 0° C. in THF (1 mL) under an argon atmosphere was added Lithium aluminium hydride in THF (0.044 mmol, 0.044 mL) dropwise. The reaction was left to stir for 1.5 hrs at 0° C. The reaction was quenched with water before the addition of 5N HCl (aq) to adjust the pH to 5. The mixture was filtered through a celite cartridge before washing with EtOAc. The EtOAc layer was washed with water (×1) before drying the EtOAc over MgSO4. The solvent was removed in vacuo before purifying the crude (1:1 EtOAc/Heptane, 4 g silica cartridge) to give the title compound (7.5 mg, 40%). MS (ESI): m/z [M+Na]+ 450.0

Provenance & Evidence