HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 37967249, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloropyrimidine | HCID 74404 | — |
| Reactant | 4-(N-Boc-amino)piperidine | HCID 723833 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 37967249 | HCID 37967249 | 100% |
Reaction Steps
A mixture of tert-butyl piperidin-4-ylcarbamate (2.00 g, 9.99 mmol), 2-chloropyrimidine (3.43 g, 30.0 mmol), and K2CO3 (6.90 g, 49.9 mmol) in 1,4-dioxane (57 mL) was refluxed for 2 days. After cooled to room temperature, the mixture was filtered and washed with EtOAc. The filtrate was concentrated in vacuo, and the residue was purified by column chromatography (Hexane:EtOAC=3:1) to give tert-butyl 1-(pyrimidine-2-yl)piperidin-4-ylcarbamate (2.78 g, quant.) as a white solid. 1H-NMR (CDCl3, Varian 400 MHz) δ 1.23-1.44 (2H, m), 1.45 (9H, s), 1.95-2.08 (2H, m), 2.99-3.10 (2H, m), 3.72 (1H, brs), 4.39-4.53 (1H, m), 4.59-4.69 (2H, m), 6.47 (1H, t, J=4.8 Hz), 8.29 (2H, d, J=4.8 Hz). m/z=278.87 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422298B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-5a43d7eeca6b49e08594412c073fcd1d |
| Source note | uspto-grants-2016_08 |