Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Fluorotryptamine | HCID 164682 | — |
| Reactant | HCID 21703090 | HCID 21703090 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 9844921 | HCID 9844921 | 13.3% |
Reaction Steps
A solution of 2-(2-methoxy-phenoxy)-2-phenyl-ethylchloride (0.71 g, 2.7 mmol), 2-(5-fluoro-1H-indol-3-yl)-ethylamine (1.04 g, 5.4 mmol) and triethylamine (0.75 ml, 5.4 mmol) in anhydrous dimethylsulfoxide (20 ml) was allowed to stir for 12 hours at 90° C. The mixture was poured into water (100 ml) and extracted with methylene chloride (3×100 ml). The organic layer was washed with water (3×100 ml), dried over anhydrous sodium sulfate, filtered, and the solvent was removed under vacuum. Chromatography (7% methanol-methylene choride plus ammonium hydroxide) afforded 0.15 g (13%)of product of product as a yellow oil. The citrate salt was prepared in ethyl ether: mp 64.5-67° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06291683B1 |
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| Source dataset | uspto-grants-2001_09 |
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| ORD ID | ord-160255f0daf04ad799ac48cae2354e1e |
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| Source note | uspto-grants-2001_09 |
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