HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (Z)-2-[(1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-6-methoxy-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-butyl (Z)-4-({2-[(1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate | HCID 60155880 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (Z)-2-[(1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-6-methoxy-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-one | HCID 54576042 | 97.8% |
Reaction Steps
A solution of tert-butyl (Z)-4-({2-[(1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.0645 g, 0.131 mmol) in methylene chloride (1 mL) was added with trifluoroacetic acid (1 mL), and the mixture was stirred overnight at room temperature. The reaction mixture was concentrated, and then added with saturated aqueous sodium hydrogencarbonate (6 mL), and the mixture was extracted five times with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and then the solvent was evaporated to obtain the objective (Z)-2-[(1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-6-methoxy-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-one (0.0500 g, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156827B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-da962920a12e430a83a08ebe57e85b88 |
| Source note | uspto-grants-2015_10 |