Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | HCID 71278696 | HCID 71278696 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86681922 | HCID 86681922 | 284.2% |
Reaction Steps
A solution of (Z)-6-hydroxy-2-[(2-methyl-1H-indol-3-yl)methylene]benzofuran-3(2H)-one (0.052 g, 0.18 mmol) in methanol (3.0 mL) was added with 1-tert-butoxycarbonylpiperazine (0.040 g, 0.23 mmol), and 37% aqueous formaldehyde (0.019 g, 0.023 mmol), and the mixture was stirred overnight at 70° C. in a sealed tube. The solvent was evaporated under reduced pressure, and then the residue was subjected to silica gel column chromatography (eluted with chloroform/methanol (95:5)) to obtain tert-butyl (Z)-4-({6-hydroxy-2-[(2-methyl-1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.032 g, 36%).
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-2791e49ec71c4265ae87e7c1c4f1f87f |
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| Source note | uspto-grants-2015_10 |
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