Trifluoroacetic acid → HCID 22337004, compound

Participants

Reaction Steps

1.008 g (2.55 mmol) of tert-butyl 2-[2-(4-cyanophenyl)ethyl]-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-ylcarbamate are dissolved in 20 ml of dichloromethane, and 0.79 ml (10.2 mmol) of trifluoroacetic acid is added. After 4 h of stirring at room temperature, the reaction mixture is concentrated using a rotary evaporator and worked up using EtOAc and saturated aqueous NaHCO3 solution. The organic phase is dried over magnesium sulfate, filtered and concentrated using a rotary evaporator. The crude product is chromatographed on silica gel (CH2Cl2/EtOH=50/1+0.5% aqueous NH3 solution (25% strength)). This gives 530 mg (70% of theory) of the desired compound. MS=337 (M+H+MeCN), 296 (M+H), rt (Method 4)=2.04 min.

Provenance & Evidence