Tributyltin Chloride → HCID 58303321, compound

Participants

Reaction Conditions

Reaction Steps

In a 100 mL three-necked flask, 3-iodoimidazo[1,2-a]pyridine (0.9 g, 3.69 mmol) was dissolved in 50 ml THF at −5° C. using an acetone/ice bath. Isopropylmagnesium chloride (1.3 M, 2.84 ml, 3.69 mmol) was added via a syringe and a light white suspension formed. After 0.5 h, tributylchlorostannane (1.15 g, 0.95 μl, 3.69 mmol) was added. This was stirred at 20° C. for 1.5 h. The reaction mixture was diluted with hexane (100 ml), quenched with a saturated solution of ammonium chloride and the organics were washed with 50% brine/water. The organic layer was dried over sodium sulfate, filtered and concentrated to give 3-tributylstannanyl-imidazo[1,2-a]pyridine as an oil. 1H NMR (300 MHz, CDCl3) δ 8.03 (d, 1H) 7.61 (d, 1H) 7.59 (s, 1H) 7.17 (m, 1H) 6.72 (m, 1H) 0.9-1.55 (m, 27).

Provenance & Evidence