HCID 18976173, compound → HCID 131720826, compound

Participants

Reaction Steps

70.70 g of the crude product of 3-[3-amino-1-(2-fluorophenyl)-2,3-dihydro-6-methoxy-2-oxo-1H-indol-3-yl]propanenitrile was dissolved in 250 ml of ethyl acetate. To this solution was added dropwise a solution of 51.21 g of (+)-dibenzoyltartaric acid monohydrate in 150 ml of ethyl acetate under ice cooling. The resulting crystals were collected by filtration and washed with water with ethyl acetate to afford 3-[3-amino-1-(2-fluorophenyl)-2,3-dihydro-6-methoxy-2-oxo-1H-indol-3-yl]propanenitrile (+)-dibenzoyltartrate (41.13 g) as pale yellow crystals, which was dissolved in 180 ml of hot methanol, concentrated, and triturated with ethyl acetate to afford 34.02 g of the above salt as colorless crystals (yield: 22%). [α]D25 : +50.0° (c=0.420, methanol). Melting point 155° to 157° C.

Provenance & Evidence