Carbon Tetrachloride → 3-(2-Chloro-ethoxymethyl)-3H-imidazo[4,5-b]pyridine

Participants

Reaction Steps

To a suspension of 0.63 g (3.26 mmol) 2-(3H-imidazo[4,5-b]pyridin-3-ylmethoxy)-ethanol and 1.71 g (6.52 mmol) triphenylphosphine in 10 ml pyridine kept under argon were added dropwise over 10 min. 0.32 ml (3.32 mmol) CCl4. The suspension was stirred at room temperature for 18 hours and concentrated in vacuo. The crude product was purified by flash chromatography (silica gel, gradient DCM→DCM/MeOH 9/1) and triturated with diethylether to afford 0.7 g of a brownish solid. MS(ISP): 212.1 [MH]+.

Provenance & Evidence