Tributyltin Chloride → 1-Methyl-3-(tributylstannyl)-5-(trifluoromethoxy)-1H-indazole

Participants

Reaction Conditions

Reaction Steps

3-Iodo-1-methyl-5-(trifluoromethoxy)-1H-indazole (0.141 g, 412 μmol) was dissolved in THF (3.00 mL). The colorless solution was cooled to −16° C. (NaCl/ice bath), then isopropylmagnesium chloride 2M in THF (231 μL, 462 μmol) was added dropwise at −16° C. The reaction mixture was stirred at −16° C. for 20 min. Tributylchlorostannane (154 mg, 129 μL, 474 μmol) was added slowly. The reaction mixture was warmed to 25° C. and stirred for 1.5 h. The reaction mixture was quenched with saturated ammonium chloride solution, extracted with dichloromethane (3×30 mL), the organics dried over MgSO4 and concentrated to a yellow oil. The residue was dried under high vacuum and taken into the next step without further purification.

Provenance & Evidence