HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Piperidinecarboxamide → 1-(tert-Butoxycarbonyl)piperidine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Piperidinecarboxamide | HCID 3772 | — |
| Reactant | Tert-butyldicarbonate | HCID 22064466 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(tert-Butoxycarbonyl)piperidine-4-carboxamide | HCID 2735646 | 74.4% |
Reaction Steps
To a solution of piperidine-4-carboxamide (2 g, 15.6 mmol) in acetonitrile (30 mL), tert-butyldicarbonate (4.4 g, 20.2 mmol, 1.3 eq) and DMAP (190 mg, 1.56 mmol, 0.1 eq) were added and the mixture was stirred at r.t. overnight. It was then concentrated under reduced pressure, taken up with DCM and washed with saturated aqueous NaHCO3, saturated aqueous NH4Cl, brine and water. The organic phase was dried over Na2SO4 and evaporated to dryness. The residue was triturated with diethyl ether and the white solid was filtered and dried to give 2.65 g (74%) of the title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199979B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-f3bc8bb2e890464f8e24be62d79ebc92 |
| Source note | uspto-grants-2015_12 |