HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1751796Generated: October 28, 2026
Sodium Hydroxide → 2-ethyl-5-fluoro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole
https://huagongshe.com/reaction/1751796
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Piperidone | HCID 33721 | — |
| Reactant | 2-ethyl-5-fluoro-1H-indole | HCID 20517172 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Phosphoric Acid | HCID 1004 | — |
| Product | 2-ethyl-5-fluoro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole | HCID 66669717 | 67.3% |
Reaction Steps
2.83 g 2-ethyl-5-fluoro-1H-indole are suspended in 50 ml acetic acid and heated to 90° C. A suspension of 6.66 g 4-piperidone in 15 ml phosphoric acid 2N is added. The reaction mixture is stirred for 3 hours at 90° C., combined with sodium hydroxide solution and the product is extracted with ethyl acetate. 2.85 g product are obtained in the form of a solid. 1H NMR (400 MHz, DMSO): 5.63 (1H, s); 2.73 (2H, q); 1.23 (3H, t).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09161927B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-70129054d1df47a4a35e4b15cd2a0e5f |
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| Source note | uspto-grants-2015_10 |
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