Tributyltin Chloride → 1-methyl-3-(tributylstannyl)-4,5,6,7-tetrahydro-1H-indazole

Participants

Reaction Conditions

Reaction Steps

3-Iodo-1-methyl-4,5,6,7-tetrahydro-1H-indazole (300 mg, 1.14 mmol) was dissolved in THF (3.00 mL). The colorless solution was cooled to −16° C. (NaCl/ice bath). isopropylmagnesium chloride 2 M in THF (641 μL, 1.28 mmol.12) was added dropwise at −16° C. The reaction mixture was stirred at −16° C. for 20 min. Then, tributylchlorostannane (428 mg, 357 μL, 1.32 mmol. 15) 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), organics dried over MgSO4 and concentrated to a yellow oil. The residue was dried under high vacuum yielding 1-methyl-3-(tributylstannyl)-4,5,6,7-tetrahydro-1H-indazole assumed quantitative and taken into next step without further treatment.

Provenance & Evidence