Methanol → HCID 58002951, compound

Participants

Reaction Conditions

Reaction Steps

72 μl (410 μmol) of borane/N,N-diethylaniline complex are added slowly to a solution of 2.3 mg (20 μmol) of (1R,2S)-1-aminoindan-2-ol in 1.5 ml of tetrahydrofuran, and the mixture is stirred for 30 min. The mixture is then cooled to 0° C., and a solution of 49 mg (100 μmol) of 7-isopropyl-2,2-dimethyl-5-phenyl-6-[4-(trifluoromethoxy)benzoyl]-2,3-dihydro-4H-chromen-4-one (Example 32A) in 3.5 ml of tetrahydrofuran is slowly added dropwise. The mixture is allowed to thaw slowly and stirred at room temperature overnight. 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 preparative HPLC (method 1) gives the target product.

Provenance & Evidence