Toluene → HCID 89968832, compound

Participants

Reaction Steps

To a mixture of (6-{3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}-2-bromopyridin-3-yl)methanol (1.55 g), toluene (10 ml) and THF (5 ml), which had been stirred under ice cooling, diphenylphosphoryl azide (1.59 g) and subsequently 1,8-diazabicyclo[5.4.0]-7-undecene (0.88 g) were added, and then stirred overnight at room temperature. The reaction mixture was poured into water, extracted with ethyl acetate, washed with water and dried over anhydrous magnesium sulfate. After filtration, the solvent was distilled off and the residue was purified by silica gel chromatography to obtain 3-(azidomethyl)-6-{3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}-2-bromopyridine (1.35 g).

Provenance & Evidence