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 178520040 | HCID 178520040 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178452313 | HCID 178452313 | 40% |
Reaction Steps
A solution of tert-butyl 4-[1-(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.103 g, 0.295 mmol) in methanol (1.2 mL) was added with 5-(trifluoromethoxy)-1H-indazole-3-carbaldehyde (0.0680 g, 0.295 mmol), and piperidine (0.00251 g, 0.0295 mmol) at room temperature, and the mixture was stirred at 60° C. for 3 hours. The solvent was evaporated, and then the residue was purified by silica gel column chromatography (chloroform/methanol) to obtain tert-butyl (Z)-4-[(6-hydroxy-3-oxo-2-{[5-(trifluoromethoxy)-1H-indazol-3-yl]methylene}-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.0660 g, 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09156827B2 |
|---|
| Source dataset | uspto-grants-2015_10 |
|---|
| ORD ID | ord-84fc5bc1415b4fd3b501e201c7d64d84 |
|---|
| Source note | uspto-grants-2015_10 |
|---|