Benzyl Bromide → HCID 67374380, compound

Participants

Reaction Steps

4-bromopyrazolo[1,5-a]pyridin-6-ol (50.0 mg, 0.235 mmol) was dissolved in DMF (2 ml). NaH (14.1 mg, 0.352 mmol, 60%) was added in one portion, and the mixture was allowed to stir for 10 minutes. Benzyl bromide (0.031 ml, 0.258 mmol) was added and the mixture was allowed to stir for 30 minutes. The reaction mixture was quenched with saturated aqueous ammonium chloride, diluted in ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate and brine then dried over sodium sulfate, filtered and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate/isohexane gradient) to afford 6-(benzyloxy)-4-bromopyrazolo[1,5-a]pyridine.

Provenance & Evidence