Trifluoroacetic acid → (1S,4S)-2,5-Diazabicyclo[2.2.1]heptan-2-yl(3-(methylsulfinyl)-1-(5-(pyridin-2-yl)pyrimidin-2-yl)-1H-indol-6-yl)methanone

Participants

Reaction Steps

4 M solution of trifluoroacetic acid in dichloromethane (5.1 mL, 20.78 mmol, 40 eq) was added at 0° C. to 244d) (0.29 g, 0.51 mmol, 1 eq) in dichloromethane (10 mL). The reaction mixture was then stirred for 3 h at room temperature. The solvent was removed under vacuum and the residue was co-distilled twice with dichloromethane, diluted with dichloromethane (50 mL) and washed with saturated potassium carbonate solution (2×20 mL) and brine (20 mL). The organic layer was dried over sodium sulfate, concentrated and finally chromatographed by preparative HPLC. White solid. Yield: 0.200 g (84% by theory)

Provenance & Evidence