HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 66841294, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-(N-Boc-amino)piperidine | HCID 723833 | — |
| Reactant | (Cyanomethyl)trimethylphosphanium iodide | HCID 10514344 | — |
| Reactant | 4-Hydroxy-1-piperidineethanol | HCID 14799468 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Propionitrile | HCID 7854 | — |
| Product | HCID 66841294 | HCID 66841294 | 84.3% |
Reaction Steps
Piperidin-4-yl-carbamic acid tert-butyl ester 3 (5 g, 25 mmol), 1-(2-Hydroxy-ethyl)-piperidin-4-ol 22 (4 g, 27.5 mmol) and DIEA (5.6 ml, 32.5 mmol) are suspended in 25 ml of propionitril. Cyanomethyl-trimethyl-phosphonium iodide (4 g, 30 mmol) is added and the reaction mixture is refluxed. Additional portions of cyanomethyl-trimethyl-phosphonium iodide (1.5 g, 11.25 mmol) are added after 90 minutes and after 3 hours. After cooling to room temperature, a solution of potassium carbonate (4 g) in 250 ml of water is added and the product is isolated by extraction with DCM. Evaporation under reduced pressure gave 6.9 g of a red oil which could be crystallized from ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183366B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-18fcc47f8e02424bab08959ee0d884ef |
| Source note | uspto-grants-2012_05 |