HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Tert-butyl 4-(2,4-dioxoimidazolidin-1-yl)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Potassium cyanate | HCID 11378442 | — |
| Reactant | Tert-butyl 4-[(2-ethoxy-2-oxoethyl)amino]piperidine-1-carboxylate | HCID 15380724 | — |
| Solvent | Water | HCID 962 | — |
| Product | Tert-butyl 4-(2,4-dioxoimidazolidin-1-yl)piperidine-1-carboxylate | HCID 57428924 | 30.3% |
Reaction Steps
Potassium cyanate (31 mg, 0.384 mmol) was added to a solution of tert-butyl 4-[(2-ethoxy-2-oxoethyl)amino]piperidine-1-carboxylate (100 mg, 0.384 mmol) in water (2 mL). Acetic acid was then added to adjust pH of reaction to 4-5 and the mixture was heated at 40 □C. After 16 h, the reaction was cooled to ambient temperature and purified by reverse phase HPLC (C-18, 95% water/acetonitrile→5% water/acetonitrile with 0.1% trifluoroacetic acid) to give the title compound (33 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07491713B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-bed7769e659749c1ac28bffd9c6b87e7 |
| Source note | uspto-grants-2009_02 |