Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Tributyltin Chloride | HCID 15096 | — |
| Reactant | HCID 22631720 | HCID 22631720 | — |
| Reactant | LiHMDS tetrahydrofuran | HCID 23714775 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22632113 | HCID 22632113 | — |
Reaction Steps
7-Trifluoromethylthioimidazo[5,1-b]thiazole (590 mg) was dissolved in 10 ml of THF under an argon atmosphere, and the solution was cooled to −65° C. Tri-n-butylstannyl chloride (2.07 ml) and 7.2 ml of a 1.0 N lithiumbis(trimethylsilyl)amide/THF solution were added dropwise in that order to the cooled solution. The temperature of the mixture was raised to −40° C. over a period of 30 min. Ethyl acetate (40 ml) was added to the reaction solution, and the mixture was washed with 40 ml of brine. The organic layer was dried over anhydrous magnesium sulfate, and was then filtered. The solvent was removed by distillation under the reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=4:1) to prepare 951 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06680313B2 |
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| Source dataset | uspto-grants-2004_01 |
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| ORD ID | ord-7b424483ad81497793a840a131c21328 |
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| Source note | uspto-grants-2004_01 |
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