Thiazolidinedione → HCID 89189103, compound

Participants

Reaction Steps

To a solution of 3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)propan-1-ol (0.5 g, 1.4 mmol, 1 eq.), thiazolidine-2,4-dione (0.20 g, 1.7 mmol, 1.2 eq.), triphenylphosphine (1.1 g, 4.2 mmol, 3.0 eq.) in THF (25 mL) in ice/water bath was added DIAD (0.85 mmol, 4.2 mmol, 3.0 eq.) dropwise. The resulting solution was stirred at this temperature for 0.5 h and then stirred at room temperature for another 2 h. The volatile phase was removed off under reduced pressure. The residue was applied on silica gel and eluted to give 3-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)propyl)thiazolidine-2,4-dione (0.4 g, 62%) as an off-white solid.

Provenance & Evidence