HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → (R)-4-thiocarbamoyl-1-(4-trifluoromethyl-benzenesulfonyl)-piperazine-2-carboxylic acid 4-isopropyl-benzylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Fmoc isothiocyanate | HCID 4154759 | — |
| Reactant | (R)-1-(4-trifluoromethyl-benzenesulfonyl)-piperazine-2-carboxylic acid 4-isopropyl-benzylamide hydrochloride | HCID 67410019 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | (R)-4-thiocarbamoyl-1-(4-trifluoromethyl-benzenesulfonyl)-piperazine-2-carboxylic acid 4-isopropyl-benzylamide | HCID 25055531 | 83.7% |
Reaction Steps
To a solution of the compound (506 mg) obtained in Example 1 in chloroform (5 ml) was added, with stirring at room temperature, triethylamine (167 μl), and 9-fluorenylmethoxycarbonyl isothiocyanate (281 mg) was added. After stirring overnight at room temperature, piperidine (198 μl) was added. After stirring overnight at room temperature, the reaction mixture was concentrated under reduced pressure, and purified by column chromatography (3% methanol/chloroform) to give the title compound (442 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08017612B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-c50f0c7599af4c2189a7a95659c8c342 |
| Source note | uspto-grants-2011_09 |