Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanethiol | HCID 6343 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 178519719 | HCID 178519719 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178477419 | HCID 178477419 | 54.6% |
Reaction Steps
The compound of Example 1 (444 mg) was dissolved in THF (7 mL), and thionyl chloride (178 mg) and pyridine (247 mg) were added thereto. The mixture was stirred for 30 minutes at room temperature, and then ethanethiol (101 mg) and DIPEA (535 μL) were added thereto. The mixture was stirred for 1.5 hours at room temperature. After distilling off the solvent under reduced pressure, the residue was basified with a saturated aqueous solution of sodium hydrogen carbonate and extracted with chloroform. The organic layer was washed with saturated brine and then dried over anhydrous sodium sulfate. After distilling off the solvent under reduced pressure, the residue was purified by silica gel column chromatography (20% to 66% ethyl acetate/hexane), and thus the title compound (275 mg) was obtained as a colorless amorphous material.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09096531B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-eb1ee1e1b6a84e0a9f50bc84af46bf18 |
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| Source note | uspto-grants-2015_08 |
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