HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-Aminopiperidine-2,6-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Amino-2,6-piperidinedione | HCID 134508 | — |
| Reactant | 4,7,7-Trimethyl-3-bicyclo[2.2.1]heptanecarbonyl chloride | HCID 53442783 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 1-Aminopiperidine-2,6-dione | HCID 19982134 | 60% |
Reaction Steps
A mixture of (+)-camphanic chloride (19 mg, 00868 mmol), aminoglutarimide (21 mg, 0.0868 mmol) and Et3N (24 μl) in CHCl3 (1 ml) was stirred at room for 16 hours. The solution was diluted with CHCl3, washed with saturated aqueous solution of NaHCO3, dried over Na2SO4, concentrated and purified by chromatography (silica gel, CH2Cl2; EtOAc=10:1) to give product (16 mg, 60.0% yield) as a colorless gel: 13CNMR (CDCl3) δ 172.6, 169.4, 168.6; 165.5, 90.3, 58.3, 53.3, 48.2, 47.6, 29.2, 28.2, 26.9, 22.7, 14.6, 7.6; MS (CI/CH4) m/z 308 (M+). This compound exhibited angiogenic activity in the assay of Example 13.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853253B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-fc361a6e06c64c1fbdbdc621d31d9925 |
| Source note | uspto-grants-2014_10 |