Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Tert-butyl 4-[(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate | HCID 60155786 | — |
| Reactant | HCID 178488168 | HCID 178488168 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178488166 | HCID 178488166 | 69.9% |
Reaction Steps
A solution of tert-butyl 4-[1-(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.313 g, 0.898 mmol) in methanol (4 mL) was added with 5-methoxy-1H-indazole-3-carbaldehyde (0.158 g, 0.898 mmol), and piperidine (0.00764 g, 0.0898 mmol) at room temperature, and the mixture was stirred at 60° C. for 2 hours. The reaction mixture was concentrated, and the resulting residue was suspended in acetonitrile and thereby washed to obtain tert-butyl (Z)-4-({6-hydroxy-3-oxo-2-[(5-methoxy-1H-indazol-3-yl)methylene]-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.318 g, 69%).
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-11dfbfd466a0459faf7e52cf85ebbe0b |
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| Source note | uspto-grants-2015_10 |
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