Lithium Chloride → 3-(1-(4-amino-3-(pyrazin-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-phenyl-1H-isochromen-1-one

Participants

Reaction Conditions

Reaction Steps

3-(1-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-phenyl-1H-isochromen-1-one (Intermediate D2a, 60 mg, 0.118 mmol), 2-(tributylstannyl)pyrazine (0.072 mL, 0.236 mmol), Pd(PPh3)4, (13.61 mg, 0.012 mmol) and LiCl (4.99 mg, 0.118 mmol) were reacted in dioxane (1.2 mL), purged under argon and heated at 120° C. overnigth. The reaction was quenched by the addition of 1M HClaqueous (2 ml), and the solids collected by filtration. The solid crude was straightforward purified via reverse phase chromatography using a Biotage C18 30 g SNAP with a gradient of water and acetonitrile (prior to drying 5 mL of 2M HClaqueous was added). The resulting white solid was triturated in Et2O. to give (13.5 mg, 24.8%) the title compound.

Provenance & Evidence