HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749724Generated: November 4, 2026
Indole-3-Carboxaldehyde → HCID 86681919, compound
https://huagongshe.com/reaction/1749724
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Indole-3-Carboxaldehyde | HCID 10256 | — |
| Reactant | HCID 71278709 | HCID 71278709 | — |
| Catalyst | Piperidine | HCID 8082 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86681919 | HCID 86681919 | 84% |
Reaction Steps
A solution of tert-butyl 4-((5-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl)piperazine-1-carboxylate (0.024 g, 0.066 mmol) in methanol (2.0 mL) was added with 1H-indole-3-carboxaldehyde (0.011 g, 0.073 mmol). Then, the mixture was added with 5 drops of piperidine, and the mixture was stirred at 50° C. for 2 hours. The solvent was evaporated under reduced pressure, and then the residue was subjected to silica gel column chromatography (aminopropyl silica was used, eluted with chloroform/methanol (90:10)) to obtain tert-butyl (Z)-4-({2-[(1H-indol-3-yl)methylene]-5-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.027 g, 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09156827B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-300ba12aedee44a4b0905c2f0d98826d |
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| Source note | uspto-grants-2015_10 |
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