HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749836Generated: November 1, 2026
Indole-3-Carboxaldehyde → tert-butyl (Z)-4-({2-[(1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate
https://huagongshe.com/reaction/1749836
Participants
| Role | Name | HCID | Charge |
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| Reactant | Indole-3-Carboxaldehyde | HCID 10256 | — |
| Reactant | Tert-butyl 4-[(3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate | HCID 60155978 | — |
| Catalyst | Piperidine | HCID 8082 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-butyl (Z)-4-({2-[(1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate | HCID 60155877 | 88% |
Reaction Steps
A solution of tert-butyl 4-[(3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.0251 g, 0.0755 mmol) in methanol (2 mL) was added with 1H-indole-3-carboxaldehyde (0.0115 g, 0.0793 mmol) and piperidine (5 drops), and the mixture was stirred at 50° C. for 2 hours. The reaction mixture was concentrated, and the resulting residue was purified by silica gel column chromatography (chloroform/methanol) to obtain tert-butyl (Z)-4-({2-[(1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.0305 g, 88%).
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-6382d87cff244c66906781d2e097bdc1 |
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| Source note | uspto-grants-2015_10 |
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