Tributyltin Chloride → 1-Tributylstannyl-imidazo[1,5-a]pyridine

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-iodo-imidazo[1,5-a]pyridine (150 mg, 0.62 mmol) in THF (3 mL) at −10° C. (ice/acetone) was added isopropylmagnesium chloride (2.0 M in THF, 37 mL, 0.74 mmol). The reaction mixture was stirred at −10° C. for 20 min then tributylchlorostannane (0.20 mL, 0.74 mmol) was added. The reaction was stirred at −10° C. for 30 min then warmed to room temperature and stirred for 1 h. The reaction was quenched with water and extracted with EtOAc (2×). The combined organics were dried over MgSO4 and concentrated to afford 1-tributylstannanyl-imidazo[1,5-a]pyridine as a yellow oil which was used without further purification.

Provenance & Evidence