Tributyltin Chloride → HCID 18359908, compound

Participants

Reaction Steps

A solution of 903 mg of 7-cyanoimidazo[5,1-b]thiazole in 35 ml of THF was cooled to −78° C. under the atmosphere of argon, and 6.36 ml of a 1.0 N solution of lithium bistrimethylsilylamide in THF was added dropwise at an internal temperature of −70-−65° C. After the reaction mixture was stirred at the same temperature for 1 hour, 1.81 ml of tri-n-butylstannyl chloride was added, and the mixture was stirred at the same temperature for 1 hour. The reaction mixture was diluted with 100 ml of a semi-saturated aqueous ammonium chloride solution and extracted with 100 ml of ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue thus obtained was purified by column chromatography on silica gel (hexane:ethyl acetate=3:1) to give the title compound in a yield of 795 mg.

Provenance & Evidence