Water → HCID 22859568, compound

Participants

Reaction Conditions

Reaction Steps

n-ButylLithium (7.80 ml of a 2.5M solution in hexanes, 19.49 ml) was added dropwise to a solution of 5-bromo-3-(1-methylpyrrolidin-2(R)-ylmethyl)-1-triisopropylsilylindole (6.28 g, 13.97 mmol) (Preparation 58) in tetrahydrofuran (430 ml) at -78° C. The reaction was then stirred at -70° C. for 1/2 hour whereupon tri-n-butylstannylchloride (3.97 ml, 4.64 mmol) was added and the reaction stirred at -70° C. for 20 minutes. The reaction was then warmed to room temperature and 14.4 ml of water was added and the resulting solution partitioned (971/2:21/2) to afford, after combination and evaporation of the appropriate fractions, the title compound as an oil. Found: C,70.29; H,8.72; N,8.17. C30H43N3O2Si.1/8CH2Cl2 requires: C,70.07; H,8.44; N,8.14%.

Provenance & Evidence