反应详情

温度

-16 °C

In a 25 mL round-bottomed flask, 3-iodo-1-methyl-4,5,6,7-tetrahydro-1H-indazole (62 mg, 237 μmol) was dissolved in THF (3 mL). The colorless solution was cooled to −16° C. (NaCl/ice bath) and isopropylmagnesium chloride 2 M in THF (132 μL, 265 μmol) was added dropwise at −16° C. The reaction mixture was stirred at −16° C. for 20 min. Then, tributylchlorostannane (88.6 mg, 73.8 μL, 272 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), organics dried over MgSO4 and concentrated to an off-white waxy solid. 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.

1. additionwas added dropwise at −16° C
2. temperatureThe reaction mixture was warmed to 25° C.
3. stirringstirred for 1.5 h
4. customThe reaction mixture was quenched with saturated ammonium chloride solution
5. extractionextracted with dichloromethane (3×30 mL)
6. dry with materialorganics dried over MgSO4
7. concentrationconcentrated to an off-white waxy solid
8. customThe residue was dried under high vacuum