Tetrabutylammonium Fluoride → HCID 53465552, compound

Participants

Reaction Steps

Intermediate 3A, 2-(3-(4-(benzyloxy)phenyl)-4-(pyridin-4-yl)-1H-pyrazol-1-yl)ethyl methanesulfonate (11 g) was added to a 1M solution of tetrabutylammonium fluoride in THF (150 mL) and the reaction mixture was stirred overnight at ambient temperature. The reaction mixture was concentrated under reduced pressure and the residue was purified by flash column chromatography to obtain the desired Intermediate 3B, 4-(3-(4-(benzyloxy)phenyl)-1-(2-fluoroethyl)-1H-pyrazol-4-yl)pyridine (2.1 g, 23%) and the side product 4-(3-(4-(benzyloxy)phenyl)-1-vinyl-1H-pyrazol-4-yl)pyridine (2.0 g, 30%).

Provenance & Evidence