Tetrabutylammonium Fluoride → HCID 44192425, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-[2-(1,3-Dihydro-isoindol-2-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one (270 mg, 0.599 mmol) in 7 mL of THF was added 5.99 mL (5.99 mmol) of 1.0 M TBAF in THF. Heated the mixture to 85° C. for 2 h. The reaction was quenched with 5 mL acetone and 15 mL of saturated aqueous NaHCO3 then diluted with ethyl acetate and water and partitioned. The organic phase was washed with brine, dried over MgSO4, filtered, and concentrated. Recrystallization from dichloromethane afforded 153.3 mg (80% yield) of 1-[2-(1,3-Dihydro-isoindol-2-yl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one as a white solid.

Provenance & Evidence