tert-Butyl 4-(4-((4-((2-(1-amino-1-oxopropan-2-yl)phenyl)ethynyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)-1H-pyrazol-1-yl)piperidine-1-carboxylate → tert-Butyl 4-(4-((4-(2-(1-amino-1-oxopropan-2-yl)phenethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)-1H-pyrazol-1-yl)piperidine-1-carboxylate

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A solution of tert-butyl 4-(4-((4-((2-(1-amino-1-oxopropan-2-yl)phenyl)ethynyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)-1H-pyrazol-1-yl)piperidine-1-carboxylate A65 (3.30 g, 5.66 mmol) in DMF (50 mL) and TEA (5 mL) was stirred with 10% Pd/C (wetted with ca. 53% water, 3.00 g) under an atmosphere of H2 for 20 hours at 35° C. The mixture was filtered through Celite and the solvent was removed in vacuo. Purification by column chromatography (Biotage Isolera, 120 g SiO2 cartridge, 20-100% EtOAc in petroleum benzine 40-60° C.) gave the title compound A66 as a yellow solid (3.32 g, 99%). LCMS-D: rt 3.54 min; m/z 588 [M+H]+.

Provenance & Evidence