Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanethiol | HCID 6343 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | HCID 67953884 | HCID 67953884 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67462095 | HCID 67462095 | — |
Reaction Steps
1-(4-Methoxymethyl-phenyl)-5-oxo-pyrrolidine-2-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide (0.130 g; 0.350 mmol) is diluted with ethanethiol (1.988 mL; 26.880 mmol) and cooled to 0° C. To this solution is added aluminum trichloride (0.793 g; 5.950 mmol). The solution is stirred for 3 hours, slowly warming to room temperature. The solution is added dropwise to a solution of water containing concentrated hydrochloric acid. The aqueous is extracted with ethyl acetate. The organics are combined and washed with brine, dried over sodium sulfate, filtered and concentrated. Purification by preparative HPLC afforded title compound. ESI m/z 358 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08629157B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-0d5f98bab23148d2bd96be9da772492c |
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| Source note | uspto-grants-2014_01 |
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