Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | tert-butyl (Z)-4-[3-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)allyl]piperazine-1-carboxylate | HCID 86682054 | — |
| Reactant | HCID 178520025 | HCID 178520025 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178487178 | HCID 178487178 | 38% |
Reaction Steps
A solution of tert-butyl (Z)-4-[3-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)allyl]piperazine-1-carboxylate (0.0603 g, 0.155 mmol) in methanol (5 mL) was added with 1H-indazole-3-carboxaldehyde (0.0249 g, 0.171 mmol) and piperidine (0.0106 g, 0.124 mmol), and the mixture was stirred at 60° C. for 2 hours. The reaction mixture was concentrated, and then the residue was subjected to silica gel column chromatography (chloroform/methanol). The resulting solid was washed with a mixed solvent of 50% methylene chloride in hexane to obtain tert-butyl 4-((Z)-3-{(Z)-2-[(1H-indazol-3-yl)methylene]-6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl}allyl)piperazine-1-carboxylate (0.0303 g, 38%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09156827B2 |
|---|
| Source dataset | uspto-grants-2015_10 |
|---|
| ORD ID | ord-e320acf5710c494cbef3e9bedb93a4ae |
|---|
| Source note | uspto-grants-2015_10 |
|---|