benzyl 4-{2-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propyl}piperazine-1-carboxylate → 4-[1-(1-methyl-2-piperazin-1-ylethyl)-1H-pyrazol-4-yl]-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine

Participants

Reaction Steps

A mixture of benzyl 4-{2-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propyl}piperazine-1-carboxylate (0.30 g, 0.52 mmol; peak 1 from chiral separation) in methanol (10 mL) was hydrogenated in the presence of 10% palladium on carbon (10:90, Palladium:carbon black, 0.2 g, 0.2 mmol) under balloon pressure of hydrogen for 2 h. After filtering off catalyst, the filtrate was concentrated to give the desired product (0.20 g). LCMS calculated for C22H36N7OSi(M+H)+: m/z=442.3; Found: 442.4.

Provenance & Evidence