HCID 178434381, compound → HCID 178434379, compound

Participants

Reaction Steps

To a solution of 0.15 g (0.27 mmol) of tert-butyl 4-(4-(5-cyano-6-(2-fluoro-4-nitrophenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)piperazine-1-carboxylate in 15 ml of ethanol are added 0.037 g (0.035 mmol) of 10% Pd/C. The mixture is stirred at room temperature for 18 h under hydrogen atmospheric pressure. The mixture is then concentrated, re-dissolved in dichloromethane, filtered through Celite, and concentrated. The residue is purified by chromatography on silica (MeOH gradient in dichloromethane: 0 to 5%) to yield 0.020 g (14%) of tert-butyl 4-(4-(6-(4-amino-2-fluorophenyl)-5-cyano-3-methyl-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)piperazine-1-carboxylate in the form of yellow crystals.

Provenance & Evidence