HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633706Generated: October 31, 2026
Dimethylformamide → Allyl-{4-[1-(4-chloro-phenyl)-6-fluoro-1H-indol-5-yloxy]-butyl}-methyl-amine
https://huagongshe.com/reaction/1633706
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-Buten-1-amine | HCID 443732 | — |
| Reactant | 5-(4-Bromo-butoxy)-1-(4-chloro-phenyl)-6-fluoro-1H-indole | HCID 18679485 | — |
| Product | Allyl-{4-[1-(4-chloro-phenyl)-6-fluoro-1H-indol-5-yloxy]-butyl}-methyl-amine | HCID 18679530 | 85% |
Reaction Steps
30 mg (0.076 mmol) 5-(4-Bromo-butoxy)-1-(4-chloro-phenyl)-6-fluoro-1H-indole in 0.25 ml DMF were treated with 75 μl of N-Allylmethylamine and stirred at 80° C. during 1 h. The mixture was treated with 0.5M aqueous NaOH and extracted three times with Et2O. Drying of the combined organic layers with Na2SO4, evaporation of the solvent and column chromatography on silica gel with hexane/EtOAc 1:1 gave 25 mg (85%) Allyl-{4-[1-(4-chloro-phenyl)-6-fluoro-1H-indol-5-yloxy]-butyl}-methyl-amine as a light yellow oil, MS: 387 (MH+, 1Cl).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06503907B2 |
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| Source dataset | uspto-grants-2003_01 |
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| ORD ID | ord-d9649af933174d8c815aa61f0a24261e |
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| Source note | uspto-grants-2003_01 |
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