Trifluoroacetic acid → HCID 178481282, compound

Participants

Reaction Steps

To a solution of N-[(1R,3S)-3-[[5-fluoro-2-(1-tritylpyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl]amino]cyclohexyl]-1-methyl-imidazole-4-carboxamide, 25, (0.235 g, 0.347 mmol) in dichloromethane (6.90 mL) at room temperature was added Et3SiH (1.661 mL, 10.40 mmol) followed by TFA (0.401 mL, 5.200 mmol). The reaction mixture was stirred for 1 hour. The mixture was diluted with dichloromethane and quenched with aqueous saturated Na2CO3 solution. The organic phase was extracted with ethyl acetate, washed with brine (10 mL), dried over sodium sulfate and concentrated in vacuo. The crude residue was purified by silica chromatography (0-7% MeOH [2N NH3] in ethyl acetate) to give the desired product: LC/MS Gradient 10-90%, 0.1% formic 5 min, C18/ACN, RT=1.46 min (M+H)=436.62.

Provenance & Evidence