Ammonium Chloride → HCID 71256125, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl 3-iodo-1-(5-nitropyridin-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylcarbamate (62) (4 g, 8.28 mmol) in a mixture of MeOH/THF/H2O (50 mL/50 mL/10 mL) was added Fe (2.61 g, 46.6 mmol) and NH4Cl (4.98 g, 93.1 mmol). The mixture was stirred at 60° C. under N2 for 3 h and then filtered through a Celite pad. The filtrate was concentrated in vacuo. The residue was purified by column chromatography (silica gel, 0 to 10% MeOH in DCM) to give tert-butyl 1-(5-aminopyridin-2-yl)-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-ylcarbamate (63) (2.2 g, 52%) as a light yellow solid. LC-MS (ESI): m/z (M+1) 454.

Provenance & Evidence