反应详情

温度

-16 °C

In a round-bottomed flask, 3-iodo-1-methyl-1H-indazole-5-carbonitrile (383 mg, 1.35 mmol) was partially dissolved in THF (10 ml). The light yellow suspension was cooled to −16° C. (NaCl/ice bath) and isopropylmagnesium chloride (2.0 M in THF, 0.82 ml, 1.64 mmol) was added dropwise. The reaction mixture was stirred at −16° C. for 30 min then tributylchlorostannane (0.43 ml, 1.59 mmol) was slowly added. The reaction mixture was allowed to warm to room temperature and stirred for 1.5 h then quenched with saturated aqueous NH4Cl and extracted with EtOAc (2×). The combined organic layers were washed with water and brine then dried over sodium sulfate, filtered and concentrated to provide 1-methyl-3-tributylstannanyl-1H-indazole-5-carbonitrile as a brown oil which was used without further purification.

1. additionwas added dropwise
2. temperatureto warm to room temperature
3. stirringstirred for 1.5 h
4. customthen quenched with saturated aqueous NH4Cl
5. extractionextracted with EtOAc (2×)
6. washThe combined organic layers were washed with water and brine
7. dry with materialthen dried over sodium sulfate
8. filtrationfiltered
9. concentrationconcentrated