Methanol → HCID 58003034, compound

Participants

Reaction Steps

87 μl (490 μmol) of borane/N,N-diethylaniline complex are added slowly to a solution of 2.8 mg (20 μmol) of (1R,2S)-1-aminoindan-2-ol in 3 ml of tetrahydrofuran, and the mixture is stirred at room temperature for 30 min. A solution of 60 mg (120 μmol) of 5-(4-fluorophenyl)-6-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-7-isopropyl-2,2-dimethyl-2,3-dihydro-4H-chromen-4-one (Example 22A) in 3 ml of tetrahydrofuran are then slowly added dropwise, and the mixture is stirred at room temperature for 3 days. Methanol is then added, and the solvent is removed under reduced pressure. The residue is taken up in ethyl acetate and washed in each case twice with 1 M hydrochloric acid and saturated sodium bicarbonate solution and once with saturated sodium chloride solution. The organic phase is dried over sodium sulfate and then concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel (mobile phase:cyclohexane/ethyl acetate 20:1) gives the target compound.

Provenance & Evidence