2-{6-[(Trimethylsilyl)ethynyl]pyridin-2-yl}pyrimidine → 2-(6-Ethynylpyridin-2-yl)pyrimidine

Participants

Reaction Steps

Under argon, 500 mg (1.97 mmol) of 2-{6-[(trimethylsilyl)ethynyl]pyridin-2-yl}pyrimidine were initially charged in 20 ml of tetrahydrofuran at −5° C., 2.37 ml (2.37 mmol) of a 1 M solution of N,N,N-tributylbutane-1-ammonium fluoride in tetrahydrofuran were added and the mixture was stirred at this temperature for 2 hours. For work-up, the reaction mixture was filtered through silica gel (ethyl acetate), concentrated under reduced pressure and purified chromatographically. This gave 311 mg (87% of theory) of 2-(6-ethynylpyridin-2-yl)pyrimidine.

Provenance & Evidence