HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → tert-Butyl [1-(methanesulfonyl)piperidin-4-yl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 4-Amino-1-Boc-piperidine | HCID 1268291 | — |
| Solvent | Water | HCID 962 | — |
| Product | tert-Butyl [1-(methanesulfonyl)piperidin-4-yl]carbamate | HCID 25250149 | 91% |
Reaction Steps
5.00 g (25.0 mmol) of BOC-4-aminopiperidine are dissolved in pyridine (19.8 mL) and cooled in an ice bath. 2.13 mL (27.5 mmol) of methanesulfonyl chloride are added slowly. The reaction is stirred at RT for 16 h. After diluting with water, the reaction is extracted with DCM. Organic layers are washed with water, dried with MgSO4 and filtered. The solvent is removed under reduced pressure to afford 6.30 g of (1-Methanesulfonyl-piperidin-4-yl)-carbamic acid tert-butyl ester. Yield: 91%; ESI-MS: 279 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08865744B1 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-f075d44756e54d73aeebaab4441009ff |
| Source note | uspto-grants-2014_10 |