HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → HCID 21717309, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-(Chloroacetyl)-1,3-dihydro-2H-indol-2-one | HCID 2060576 | — |
| Catalyst | Potassium Iodide | HCID 4875 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21717309 | HCID 21717309 | 51.7% |
Reaction Steps
Potassium carbonate (800 mg, 5.8 mmol) followed by potassium iodide (30 mg, 0.2 mmol) and morpholine (500 μl, 5.7 mmol) were added to a solution of 5-(2-chloroacetyl)oxindole (1.05 g, 5 mmol), (J. Med. Chem. 1991, 1860), in DMF (20 ml) and the mixture was stirred for 1 hour at ambient temperature. The solvent was removed by evaporation and the residue was purified by reverse phase column chromatography on a Diaion (trade mark of Mitsubishi) HP20SS resin column, eluting with water/methanol (a gradient from 100/0 to 30/70). The purified product was then purified by chromatography on silica eluting with methylene chloride/methanol (95/5) to give 5-(2-morpholinoacetyl)oxindole (673 mg, 51%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06265411B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-8ec4c439d98a42dabd8e2f5a22ece28f |
| Source note | uspto-grants-2001_07 |