Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 4-Fluorobenzenesulfonyl chloride | HCID 9588 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 15486858 | HCID 15486858 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 9889239 | HCID 9889239 | 98.2% |
Reaction Steps
To a mixture of 5-methanesulfonyl-2-(thiazol-2-yl)indole (50 mg) and N,N-dimethylformamide (1.8 ml), 60% sodium hydride (10 mg) was added at 0° C. and the mixture was stirred at the same temperature for 15 minutes. To the reaction mixture was added 4-fluorobenzenesulfonyl chloride (52 mg) at 0° C. and the mixture was stirred at 15 to 30° C. for 1 hour. The reaction mixture was diluted with ethyl acetate, washed with a saturated aqueous sodium hydrogencarbonate solution, water and a saturated aqueous NaCl solution successively, dried over sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain 77 mg of the desired product in a white amorphous form.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06673797B1 |
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| Source dataset | uspto-grants-2004_01 |
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| ORD ID | ord-d47bfa2602004e7887222a0294a548bc |
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| Source note | uspto-grants-2004_01 |
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