HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → 3-{2-[3-(4-Fluorobenzoylmethyl)pyrrolidin-1-yl]ethyl}-5-methoxyindole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(4-Fluorobenzoylmethyl)pyrrolidine | HCID 11085030 | — |
| Reactant | 3-(2-bromoethyl)-5-methoxy-1H-indole | HCID 11107868 | — |
| Solvent | Ethyl ketone | HCID 7288 | — |
| Product | 3-{2-[3-(4-Fluorobenzoylmethyl)pyrrolidin-1-yl]ethyl}-5-methoxyindole | HCID 11025311 | — |
Reaction Steps
A mixture of 5 g (0.0197 mol) of the product obtained in Stage 2, 4 g (0.0216 mol) of 3-(4-fluorobenzoylmethyl)pyrrolidine, 0.1 g of sodium iodide and 3 g of potassium carbonate in 100 ml of diethyl ketone is brought to reflux for 24 hours. The inorganic salts are then filtered off, the solvent is evaporated under vacuum, the residue is taken up in 100 ml of dichloromethane and this organic phase is washed with 100 ml of water. After drying over magnesium sulfate and evaporation of the solvent, the residue is purified by chromatography on a silica column, Merck 70-230 mesh, using a dichloromethane/methanol/aqueous ammonia (97/3/0.3) mix-ture as eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05703070 |
| Source dataset | uspto-grants-1997_12 |
| ORD ID | ord-276f29dcfd074555b2a01e5aa0cb3d5f |
| Source note | uspto-grants-1997_12 |