Tributyltin Chloride → HCID 18359908, compound

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.

1. additionwas added dropwise at an internal temperature of −70-−65° C
2. stirringthe mixture was stirred at the same temperature for 1 hour
3. extractionextracted with 100 ml of ethyl acetate
4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
5. customthe solvent was removed under reduced pressure
6. customThe residue thus obtained
7. customwas purified by column chromatography on silica gel (hexane:ethyl acetate=3:1)

ORD record

ord-6c6bea0dec0640fc979b80c478d23928

Source dataset

uspto-grants-2001_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06310056B1