HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 57993617, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Cyclopropanesulfonyl chloride | HCID 2760919 | — |
| Reactant | tert-Butyl {[1-(2-aminoethyl)piperidin-4-yl]methyl}carbamate | HCID 34178247 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57993617 | HCID 57993617 | 78.2% |
Reaction Steps
At 15° C., to a solution of tert-butyl (1-(2-aminoethyl)piperidin-4-yl)methylcarbamate (2.00 g, 7.78 mmol) and DIPEA (3.00 g, 23.3 mmol) in CH2Cl2 (40 mL) was added slowly cyclopropylsulfonyl chloride (3.40 g, 25.0 mmol) under Ar. The reaction mixture was stirred at room temperature for 2 hrs. Water (30 mL) was added, and the mixture was extracted with CH2Cl2 (3×30 mL). The combined extract was washed with saturated NaHCO3 (40 mL) and dried over anhydrous Na2SO4. After filtration the solvent was removed in vacuo, and the residue was applied to flash column chromatography (3-7% CH3OH in CH2Cl2) to provide tert-butyl (1-(2-(cyclopropanesulfonamido)ethyl)piperidin-4-yl)methylcarbamate as pale yellow oil (2.2 g, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08377968B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-39c1750959fd458887d5e6e2abefd516 |
| Source note | uspto-grants-2013_02 |