Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(Trifluoromethyl)benzenesulfonyl chloride | HCID 2733250 | — |
| Reactant | Methyl 2-(piperidin-2-yl)acetate hydrochloride | HCID 13778732 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58711709 | HCID 58711709 | 80% |
Reaction Steps
A solution of 3-(trifluoromethyl)benzenesulfonyl chloride (1 eq) in dichloromethane (1.6 ml/mmol) was added dropwise to a cooled solution (0° C.) of methyl 2-(piperidin-2-yl)acetate hydrochloride (1.1 eq) in dichloromethane (40 ml/mmol) and triethylamine (2.5 eq). The mixture was stirred for 90 min at 25° C., after which the reaction was completed (thin-layer chromatographic analysis). Hydrogen chloride solution (0.5 mol/l, 2 ml/mmol) was added and the mixture was stirred for 15 min. The organic phase was separated off, washed with water, dried over sodium sulfate and concentrated to small volume under vacuum. Yield: 80%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08278319B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-d262a7fc0de1485294f3ca51f5eeebd8 |
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| Source note | uspto-grants-2012_10 |
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