Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Nitrobenzenesulfonyl chloride | HCID 15540 | — |
| Reactant | HCID 69000454 | HCID 69000454 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 69003325 | HCID 69003325 | 73.5% |
Reaction Steps
The obtained 1-(4-aminophenyl)-3-[4-isopropyl-2-[4-(trifluoromethyl)phenyl]thiazol-5-yl]-propan-1-one (250 mg, 0.597 mmol) was dissolved in anhydrous pyridine (5 mL). O-nitrophenylsulfonyl chloride (146 mg, 0.659 mmol) was added to the solution. The mixture was stirred at room temperature for 1 hour. The outer temperature was heated to 80° C., and the mixture was further stirred for 16 hours. The mixture was cooled to room temperature. Water was added to the mixture. The mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium bicarbonate solution and saturated brine, and dried with anhydrous sodium sulfate to remove the solvent. The obtained residue was purified by silica gel column chromatography with hexane/ethyl acetate (8:2, v/v) to give the desired compound (265 mg) as yellow crystalline product (yield 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08404726B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-c1f401c47115440d8560087fc8d75bc7 |
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| Source note | uspto-grants-2013_03 |
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