HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-Ethyl-5-fluoro-1-{1-[3-(4-fluoro-phenylsulfanyl)-propyl]-piperidine-4-yl}-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzene, 1-[(3-bromopropyl)thio]-4-fluoro- | HCID 14575314 | — |
| Reactant | 1-(1-benzyl-piperidine-4-yl)-2-ethyl-5-fluoro-1H-indole | HCID 57718839 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Ethyl-5-fluoro-1-{1-[3-(4-fluoro-phenylsulfanyl)-propyl]-piperidine-4-yl}-1H-indole | HCID 57718844 | — |
Reaction Steps
A mixture of 1-(1-Benzyl-piperidine-4-yl)-2-ethyl-5-fluoro-1H-indole (2.4 g), 1-(3-Bromo-propylsulfanyl)4-fluoro-benzene (2.4 g), acetonitrile and potassium carbonate is heated under reflux for 5 h. The solvent is removed and the resulting oil is purified with flash column chromatography (1:1 ethyl acetate:petrol ether). The fraction containing the product is freed from solvent and the resulting oil crystallized with ethanol. Yield is 1.2 g (30%) of colourless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544806B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-27835271281344e1a506e815b5f18b37 |
| Source note | uspto-grants-2009_06 |